OptimizeRx Corp 10-Q

UNITED STATES SECURITIES AND EXCHANGE COMMISSION Washington, DC 20549 FORM 10-Q ☒ Quarterly Report pursuant to Section 13 or 15(d) of the Securities Exchange Act of 1934 For the quarterly period ended September 30, 2023 ☐ Transition Report pursuant to 13 or 15(d) of the Securities Exchange Act of 1934 For the transition period from __________ to __________ Commission File Number: 001-38543 OptimizeRx Corporation (Exact name of registrant as specified in its charter) Nevada 26-1265381 (State or other jurisdiction of incorporation or organization) (IRS Employer Identification No.) 260 Charles Street , Suite 302 Waltham , MA 02453 (Address of principal executive offices) 248 - 651-6568 (Registrant’s telephone number, including area code) (Former name, former address and former fiscal year, if changed since last report) Securities registered under Section 12(b) of the Exchange Act: Title of each class Trading Symbol(s) Name of each exchange on which registered Common Stock, par value $0.001 OPRX Nasdaq Capital Market Indicate by check mark whether the registrant (1) has filed all reports required to be filed by Section 13 or 15(d) of the Securities Exchange Act of 1934 during the preceding 12 months (or for such shorter period that the registrant was required to file such reports), and (2) has been subject to such filing requirements for the past 90 days. Yes ☒ No ☐ Indicate by check mark whether the registrant has submitted electronically every Interactive Data File required to be submitted pursuant to Rule 405 of Regulation S-T (§232.405 of this chapter) during the preceding 12 months (or for such shorter period that the registrant was required to submit such files). Yes ☒ No ☐ Indicate by check mark whether the registrant is a large accelerated filer, an accelerated filer, a non-accelerated filer, a smaller reporting company, or an emerging growth company. See the definitions of “large accelerated filer,” “accelerated filer,” “smaller reporting company,” and “emerging growth company” in Rule 12b-2 of the Exchange Act. ☐ Large accelerated filer ☐ Accelerated filer ☒ Non-accelerated filer ☒ Smaller reporting company ☐ Emerging growth company If an emerging growth company, indicate by check mark if the registrant has elected not to use the extended transition period for complying with any new or revised financial accounting standards provided pursuant to Section 13(a) of the Exchange Act. ☐ Indicate by check mark whether the registrant is a shell company (as defined in Rule 12b-2 of the Exchange Act). Yes ☐ No ☒ State the number of shares outstanding of each of the issuer’s classes of common stock, as of the latest practicable date: 18,152,478 common shares as of November 10, 2023. TABLE OF CONTENTS Page PART I – FINANCIAL INFORMATION Item 1: Financial Statements (unaudited) 1 Item 2: Management’s Discussion and Analysis of Financial Condition and Results of Operations 15 Item 3: Quantitative and Qualitative Disclosures About Market Risk 22 Item 4: Controls and Procedures 22 PART II — OTHER INFORMATION Item 1: Legal Proceedings 24 Item 1A: Risk Factors 24 Item 2: Unregistered Sales of Equity Securities and Use of Proceeds 25 Item 3: Defaults Upon Senior Securities 25 Item 4: Mine Safety Disclosure 25 Item 5: Other Information 25 Item 6: Exhibits 25 i PART I - FINANCIAL INFORMATION Item 1. Financial Statements Our condensed consolidated financial statements included in this Form 10-Q are as follows: 2 Condensed Consolidated Balance Sheets as of September 30, 2023 (unaudited) and December 31, 2022 (unaudited); 3 Condensed Consolidated Statements of Operations for the three and nine months ended September 30, 2023 and 2022 (unaudited); 4 Condensed Consolidated Statements of Changes in Stockholders’ Equity for the three and nine months ended September 30, 2023 and 2022 (unaudited); 6 Condensed Consolidated Statements of Cash Flows for the nine months ended September 30, 2023 and 2022 (unaudited); 7 Notes to Condensed Consolidated Financial Statements (unaudited). 1 OPTIMIZERX CORPORATION CONDENSED CONSOLIDATED BALANCE SHEETS (UNAUDITED) September 30, 2023 December 31, 2022 ASSETS Current assets Cash and cash equivalents $ 9,921,475 $ 18,208,685 Short-term investments 53,620,576 55,931,821 Accounts receivable, net 20,838,762 22,155,301 Prepaid expenses and other 3,008,858 2,280,828 Total current assets 87,389,671 98,576,635 Property and equipment, net 149,304 137,448 Other assets Goodwill 22,673,820 22,673,820 Technology assets, net 7,548,337 7,702,895 Patent rights, net 1,777,669 1,940,178 Deferred financing costs 300,000 — Right of use assets, net 148,642 235,320 Other intangible assets, net 3,141,709 3,384,889 Other long-term assets 800,000 — Total other assets 36,390,177 35,937,102 TOTAL ASSETS $ 123,929,152 $ 134,651,185 LIABILITIES AND STOCKHOLDERS’ EQUITY Current liabilities Accounts payable – trade $ 691,159 $ 1,549,979 Accrued expenses 3,108,908 2,601,246 Revenue share payable 3,685,390 3,990,440 Current portion of lease liabilities 27,687 89,902 Deferred revenue 188,394 164,309 Total current liabilities 7,701,538 8,395,876 Non-current liabilities Lease liabilities, net of current portion 120,955 144,532 Total liabilities 7,822,493 8,540,408 Commitments and contingencies (See note 10) Stockholders’ equity Preferred stock, $ 0.001 par value, 10,000,000 shares authorized, none issued and outstanding at September 30, 2023 or December 31, 2022 — — Common stock, $ 0.001 par value, 166,666,667 shares authorized, 18,386,920 and 18,288,571 shares issued at September 30, 2023 and December 31, 2022, respectively 18,387 18,289 Treasury stock, $ 0.001 par value, 1,741,397 and 1,214,398 shares held at September 30, 2023 and December 31, 2022, respectively ( 1,741 ) ( 1,214 ) Additional paid-in-capital 176,206,572 172,785,800 Accumulated deficit ( 60,116,559 ) ( 46,692,098 ) Total stockholders’ equity 116,106,659 126,110,777 TOTAL LIABILITIES AND STOCKHOLDERS’ EQUITY $ 123,929,152 $ 134,651,185 The accompanying notes are an integral part of these condensed consolidated financial statements. 2 OPTIMIZERX CORPORATION CONDENSED CONSOLIDATED STATEMENTS OF OPERATIONS (UNAUDITED) For the Three Months Ended September 30, For the Nine Months Ended September 30, 2023 2022 2023 2022 Net revenue $ 16,331,484 $ 15,085,504 $ 43,152,560 $ 42,795,699 Cost of revenues, exclusive of depreciation and amortization presented separately below 6,531,183 5,664,733 18,093,949 16,283,307 Gross profit 9,800,301 9,420,771 25,058,611 26,512,392 Operating expenses General and administrative expenses 12,887,083 12,661,703 39,161,752 36,373,298 Depreciation, amortization and noncash lease expense 466,706 515,828 1,395,400 1,565,484 Total operating expenses 13,353,789 13,177,530 40,557,152 37,938,782 Loss from operations ( 3,553,488 ) ( 3,756,759 ) ( 15,498,541 ) ( 11,426,390 ) Other income Interest income 688,190 289,967 2,074,081 313,786 Loss before provision for income taxes ( 2,865,298 ) ( 3,466,792 ) ( 13,424,460 ) ( 11,112,604 ) Income tax benefit — — — — Net loss $ ( 2,865,298 ) $ ( 3,466,792 ) $ ( 13,424,460 ) $ ( 11,112,604 ) Weighted average number of shares outstanding – basic 16,637,606 17,981,184 16,907,482 17,994,288 Weighted average number of shares outstanding – diluted 16,637,606 17,981,184 16,907,482 17,994,288 Loss per share – basic $ ( 0.17 ) $ ( 0.19 ) $ ( 0.79 ) $ ( 0.62 ) Loss per share – diluted $ ( 0.17 ) $ ( 0.19 ) $ ( 0.79 ) $ ( 0.62 ) The accompanying notes are an integral part of these condensed consolidated financial statements. 3 OPTIMIZERX CORPORATION CONDENSED CONSOLIDATED STATEMENTS OF CHANGES IN STOCKHOLDERS’ EQUITY FOR THE THREE AND NINE MONTHS ENDED SEPTEMBER 30, 2023 (UNAUDITED) Common Stock Treasury Stock Additional Paid in Accumulated Shares Amount Shares Amount Capital Deficit Total Balance January 1, 2023 18,288,571 $ 18,289 ( 1,214,398 ) $ ( 1,214 ) $ 172,785,800 $ ( 46,692,098 ) $ 126,110,777 Stock based compensation expense Options — — — — 1,466,694 — 1,466,694 Restricted stock — — — — 2,913,809 — 2,913,809 Issuance of common stock For options exercised 9,668 10 — — 40,596 — 40,606 For restricted stock units vested 33,272 33 — — ( 170,433 ) — ( 170,400 ) Net loss — — — — — ( 6,397,714 ) ( 6,397,714 ) Balance March 31, 2023 18,331,511 $ 18,332 ( 1,214,398 ) $ ( 1,214 ) $ 177,036,466 $ ( 53,089,812 ) $ 123,963,772 Stock based compensation expense Options — — — — 1,654,770 — 1,654,770 Restricted stock — — — — 1,848,353 — 1,848,353 Issuance of common stock For options exercised 10,000 10 — — 105,090 — 105,100 For restricted stock units vested 35,260 35 — — ( 72,996 ) — ( 72,961 ) Repurchase of common stock ( 526,999 ) ( 527 ) ( 7,521,899 ) ( 7,522,426 ) Net loss — — — — — ( 4,161,449 ) ( 4,161,449 ) Balance June 30, 2023 18,376,771 $ 18,377 ( 1,741,397 ) $ ( 1,741 ) $ 173,049,784 $ ( 57,251,261 ) $ 115,815,159 Stock based compensation expense Options — — — — 1,598,315 — 1,598,315 Restricted stock — — — — 1,607,912 — 1,607,912 Issuance of common stock For options exercised — — — — — — — For restricted stock units vested 10,149 10 — — ( 49,438 ) — ( 49,428 ) Repurchase of common stock — — — — Net loss — — — — — ( 2,865,298 ) ( 2,865,298 ) Balance September 30, 2023 18,386,920 $ 18,387 ( 1,741,397 ) $ ( 1,741 ) $ 176,206,572 $ ( 60,116,559 ) $ 116,106,659 4 OPTIMIZERX CORPORATION CONDENSED CONSOLIDATED STATEMENTS OF CHANGES IN STOCKHOLDERS’ EQUITY FOR THE THREE AND NINE MONTHS ENDED SEPTEMBER 30, 2022 (UNAUDITED) Common Stock Treasury Stock Additional Paid in Accumulated Shares Amount Shares Amount Capital Deficit Total Balance January 1, 2022 17,860,975 $ 17,861 — $ — $ 166,615,514 $ ( 35,253,658 ) $ 131,379,717 Stock based compensation expense Options — — — — 905,744 — 905,744 Restricted stock — — — — 2,268,354 — 2,268,354 Issuance of common stock For options exercised 28,006 28 — — 258,100 — 258,128 For restricted stock units vested 13,627 14 — — ( 14 ) — — Net loss — — — — — ( 3,761,098 ) ( 3,761,098 ) Balance March 31, 2022 17,902,608 $ 17,903 — $ — $ 170,047,698 $ ( 39,014,756 ) $ 131,050,845 Stock based compensation expense Options — — — — 1,336,810 — 1,336,810 Restricted stock — — — — 2,688,513 — 2,688,513 Issuance of common stock For options exercised 43,701 44 — — 572,303 — 572,347 For acquisition 240,741 241 — — 9,374,214 — 9,374,455 Repurchase of common stock — — ( 12,868 ) ( 13 ) ( 321,041 ) — ( 321,054 ) Net loss — — — — — ( 3,884,714 ) ( 3,884,714 ) Balance June 30, 2022 18,187,050 $ 18,188 ( 12,868 ) $ ( 13 ) $ 183,698,497 $ ( 42,899,470 ) $ 140,817,202 Stock based compensation expense Options — — — — 1,381,512 — 1,381,512 Restricted stock — — — — 2,895,729 — 2,895,729 Issuance of common stock — For options exercised 68,751 68 — — 219,561 — 219,629 For restricted stock units vested 5,438 5 ( 34,565 ) ( 34,560 ) Repurchase of common stock — — ( 693,246 ) ( 693 ) ( 12,239,824 ) — ( 12,240,517 ) Net loss — — — — — ( 3,466,792 ) ( 3,466,792 ) Balance September 30, 2022 18,261,239 $ 18,261 ( 706,114 ) $ ( 706 ) $ 175,920,910 $ ( 46,366,262 ) $ 129,572,203 The accompanying notes are an integral part of these condensed consolidated financial statements. 5 OPTIMIZERX CORPORATION CONDENSED CONSOLIDATED STATEMENTS OF CASH FLOWS (UNAUDITED) For the Nine Months Ended September 30, 2023 2022 CASH FLOWS FROM OPERATING ACTIVITIES: Net loss $ ( 13,424,460 ) $ ( 11,112,604 ) Adjustments to reconcile net loss to net cash (used in) provided by operating activities: Depreciation and amortization 1,395,400 1,565,484 Stock-based compensation 11,089,853 11,476,662 Increase in bad debt reserve 478,086 132,727 Changes in: Accounts receivable 838,453 6,854,150 Prepaid expenses and other assets ( 728,030 ) 2,199,333 Accounts payable ( 858,820 ) 393,817 Revenue share payable ( 305,049 ) ( 1,704,593 ) Accrued expenses and other liabilities 508,548 ( 1,237,689 ) Deferred revenue 24,084 ( 716,693 ) NET CASH (USED IN) PROVIDED BY OPERATING ACTIVITIES ( 981,935 ) 7,850,594 CASH FLOWS PROVIDED BY (USED IN) INVESTING ACTIVITIES: Purchase of property and equipment ( 81,767 ) ( 64,667 ) Purchases of held-to-maturity investments ( 162,777,510 ) ( 37,468,889 ) Redemptions of held-to-maturity investments 165,088,755 — EvinceMed acquisition — ( 2,000,000 ) Acquisition of intangible assets, including intellectual property rights ( 3,796 ) ( 158,321 ) Capitalized software development costs ( 1,561,447 ) — NET CASH PROVIDED BY (USED IN) INVESTING ACTIVITIES 664,235 ( 39,691,877 ) CASH FLOWS (USED IN) PROVIDED BY FINANCING ACTIVITIES: Cash paid for employee withholding taxes related to the vesting of restricted stock units ( 292,789 ) — Repurchase of common stock ( 7,522,426 ) ( 12,561,571 ) Proceeds from exercise of stock options 145,706 1,050,104 Loan origination costs ( 300,000 ) — NET CASH USED IN FINANCING ACTIVITIES ( 7,969,509 ) ( 11,511,467 ) NET DECREASE IN CASH AND CASH EQUIVALENTS ( 8,287,209 ) ( 43,352,750 ) CASH AND CASH EQUIVALENTS - BEGINNING OF PERIOD 18,208,685 84,681,770 CASH AND CASH EQUIVALENTS - END OF PERIOD $ 9,921,475 $ 41,329,020 SUPPLEMENTAL CASH FLOW INFORMATION: Cash paid for interest $ — $ — ROU assets obtained in exchange for lease obligations $ 158,191 $ — Reduction of EvinceMed purchase price for amounts previously paid $ — $ 708,334 Shares issued in connection with acquisition $ — $ 9,374,455 Cash paid for income taxes $ — $ — The accompanying notes are an integral part of these condensed consolidated financial statements. 6 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 1 – NATURE OF BUSINESS AND BASIS OF PRESENTATION The accompanying condensed consolidated financial statements include OptimizeRx Corporation and its wholly owned subsidiaries (collectively, the “Company”, “we”, “our”, or “us”). We are a digital health technology company enabling care-focused engagement between life sciences organizations, healthcare providers, and patients at critical junctures throughout the patient care journey. Connecting over 60 % of U.S. healthcare providers and millions of their patients through an intelligent technology platform embedded within a proprietary point-of-care network, OptimizeRx helps patients start and stay on their medications. The condensed consolidated financial statements for the three and nine months ended September 30, 2023 and 2022 have been prepared by us without audit pursuant to the rules and regulations of the U.S. Securities and Exchange Commission (“SEC”). In the opinion of management, all adjustments necessary to present fairly our financial position at September 30, 2023, and our results of operations, changes in stockholders’ equity, and cash flows for the nine months ended September 30, 2023 and 2022, have been made. Those adjustments consist of normal and recurring adjustments. The condensed consolidated balance sheet as of December 31, 2022, has been derived from the audited consolidated condensed balance sheet as of that date. Certain information and note disclosures, including a detailed discussion about the Company’s significant accounting policies, normally included in our annual consolidated financial statements prepared in accordance with generally accepted accounting principles have been condensed or omitted. These condensed consolidated financial statements should be read in conjunction with a reading of the consolidated financial statements and notes thereto included in our Annual Report on Form 10-K for the fiscal year ended December 31, 2022, as filed with the SEC on March 10, 2023. The results of operations for the nine months ended September 30, 2023, are not necessarily indicative of the results to be expected for the full year. NOTE 2 – NEW ACCOUNTING STANDARDS ASU Topic 2021-08 Business Combinations (Topic 805), Accounting for Contract Assets and Contract Liabilities from Contracts with Customers , requires contract assets and contract liabilities acquired in a business combination to be recognized and measured by the acquirer on the acquisition date in accordance with ASC 606 , Revenue from Contracts with Customers , as if it had originated the contracts. The standard was effective for the Company’s fiscal year beginning January 1, 2023. The adoption of this standard did not have a material effect on our financial position, results of operations, or cash flows. NOTE 3 - CASH, CASH EQUIVALENTS AND SHORT-TERM INVESTMENTS Cash equivalents include items almost as liquid as cash with maturity periods of three months or less when purchased, and short-term investments include items with maturity dates between three months and one year when purchased. We account for marketable securities in accordance with ASC 320, “Investments - Debt Securities”, which require that certain debt securities be classified into one of three categories: held-to-maturity, available-for-sale, or trading securities, and depending upon the classification, value the security at amortized cost or fair market value. At September 30, 2023 and December 31, 2022, we have recorded $ 53.6 million and $ 55.9 million, respectively, of held-to-maturity United States’ Treasury Bills at amortized cost basis. Our held-to-maturity United States’ Treasury Bills have maturity dates between October 2023 and December 2023 . 7 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 4 - CAPITALIZED SOFTWARE COSTS The Company capitalizes certain development costs incurred in connection with software development for internal-use software platforms used in operations and for providing services to our customers. Costs incurred in the preliminary stages of development are expensed as incurred. Once software has reached the development stage, internal and external costs, if direct, are capitalized until the software is substantially complete and ready for its intended use. Capitalization ceases upon completion of all substantial testing. The Company also capitalizes costs related to specific upgrades and enhancements when it is probable the expenditures will result in additional functionality. Capitalized internal use software development costs are included in intangible assets and are amortized on a straight-line basis over the estimated useful life of the software platforms and are included in depreciation and amortization within operating expenses in the consolidated statements of operations. Amortization of capitalized internal use software expense for the nine months ended September 30, 2023 and 2022 was $ 142,662 and $ 254,547 , respectively. The Company accumulates capitalizable costs related to current projects in a construction in process (“CIP”) software account, the balance of which was $ 761,447 and zero at September 30, 2023 and December 31, 2022, respectively. NOTE 5 – REVENUES Under ASC 606, Revenue from Contracts with Customers , we record revenue when earned, rather than when billed. From time to time, we may record revenue based on our revenue recognition policies in advance of being able to invoice the customer, or we may invoice the customer prior to being able to recognize the revenue. Included in accounts receivable are unbilled amounts of $ 4,598,280 and $ 3,582,735 at September 30, 2023, and December 31, 2022, respectively. Amounts billed in advance of revenue recognition are presented as deferred revenue on the condensed consolidated balance sheets. The Company has several signed contracts with customers for the distribution of messaging, or other services, which include payment in advance. The payments are not recorded as revenue until the revenue is earned under its revenue recognition policy. Deferred revenue was $ 188,394 and $ 164,309 as of September 30, 2023 and December 31, 2022, respectively. The contracts are all short term in nature and all revenue is expected to be recognized within 12 months, or less. Following is a summary of activity for the deferred revenue account for the nine months ended September 30. 2023 2022 Balance January 1 $ 164,309 $ 1,389,907 Revenue recognized ( 8,778,893 ) ( 6,013,181 ) Amount collected 9,349,724 5,916,318 Balance March 31 $ 735,140 $ 1,293,044 Revenue recognized ( 9,619,380 ) ( 7,373,802 ) Amount collected 9,336,027 7,122,677 Balance June 30 $ 451,787 $ 1,041,919 Revenue recognized ( 11,400,132 ) ( 9,611,912 ) Amount collected 11,136,739 9,243,207 Balance September 30 $ 188,394 $ 673,214 8 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 5 – REVENUES (CONTINUED) Disaggregation of Revenue Consistent with ASC Topic 606, we have disaggregated our revenue by timing of revenue recognition. The majority of our revenue is recognized over time as solutions are provided. A small portion of our revenue related to program development, solution architect design, and other solutions is recognized at a point in time upon delivery to customers. A break down is set forth in the table below. Three Months Ended September 30, Nine Months Ended September 30, 2023 2022 2023 2022 Revenue recognized over time $ 14,815,187 $ 14,503,942 $ 40,421,323 $ 39,627,265 Revenue recognized at a point in time 1,516,297 581,562 2,731,237 3,168,434 Total Revenue $ 16,331,484 $ 15,085,504 $ 43,152,560 $ 42,795,699 NOTE 6 – LEASES During the nine months ended, we had operating leases for office space in three multi-tenant facilities in Rochester, Michigan, and Zagreb, Croatia. We also had a lease on office space in Cranbury, New Jersey, which expired in January 2022. The lease in Rochester, Michigan was terminated during the quarter ended June 30, 2023. The lease in Zagreb, Croatia was terminated in the quarter ended September 30, 2023 and replaced with a lease in a new location in Zagreb, Croatia that expires in June 2028. In July 2023, the Company entered into a short-term sublease agreement for office space in Waltham, MA. The term of the sublease commenced on June 15, 2023 and will terminate on July 31, 2024. The Company is obligated to pay approximately $ 5,800 per month over the term of the lease. Lease-related assets, or right-of-use assets, are recognized at the lease commencement date at amounts equal to the respective lease liabilities, adjusted for prepaid lease payments, initial direct costs, and lease incentives received. Lease-related liabilities are recognized at the present value of the remaining contractual fixed lease payments, discounted using our incremental borrowing rate. Amortization of the right of use assets is recognized as non-cash lease expense on a straight-line basis over the lease term, while variable lease payments are expensed as incurred. Short-term lease costs include month to month leases, subleases of less than eighteen (18) months, and occasional rent for transient meeting and office spaces in shared office space facilities. For the nine months ended September 30, 2023 and 2022, the Company’s lease cost consists of the following components, each of which is included in operating expenses within the Company’s condensed consolidated statements of operations: Nine Months Ended September 30, 2023 2022 Operating lease cost $ 60,520 $ 72,208 Short-term lease cost 26,995 36,552 Total lease cost $ 87,515 $ 108,760 9 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 6 – LEASES (CONTINUED) The table below presents the future minimum lease payments to be made under operating leases as of September 30, 2023: As of September 30, 2023 2023 $ 9,032 2024 36,129 2025 36,129 2026 36,129 2027 36,129 Thereafter 18,065 Total 171,613 Less: discount 22,971 Total lease liabilities $ 148,642 The remaining lease term at September 30, 2023 for the operating lease is 4 years, 9 months, and the discount rate used in calculating the operating lease asset and liability is 6.32 %. Cash paid for amounts included in the measurement of lease liabilities was $ 53,027 and $ 66,244 for the nine months ended September 30, 2023 and 2022, respectively. For the nine months ended September 30, 2023 and 2022, payments on lease obligations were $ 60,095 and $ 75,719 , respectively, and amortization on the right of use assets was $ 60,520 and $ 77,011 , respectively. NOTE 7 – STOCKHOLDERS’ EQUITY Preferred Stock The Company had 10,000,000 shares of preferred stock, $ 0.001 par value per share, authorized as of September 30, 2023. No shares were issued or outstanding in either 2023 or 2022. Common Stock The Company had 166,666,667 shares of common stock, $ 0.001 par value per share, authorized as of September 30, 2023. There were 16,645,523 and 17,074,173 shares of common stock outstanding, net of shares held in treasury of 1,741,397 and 1,214,398 , at September 30, 2023 and December 31, 2022, respectively. During the quarters ended September 30, 2023, June 30, 2023 and March 31, 2023, the Company issued 0 , 10,000 and 9,668 shares of our common stock, respectively, and received proceeds of $ 0 , $ 105,100 and $ 40,606 , respectively, in connection with the exercise of options under our 2013 Incentive Plan. During the quarters ended September 30, 2022, June 30, 2022 and March 31, 2022, the Company issued 68,751 , 43,701 and 28,006 shares of our common stock, respectively, and received proceeds of $ 219,629 , $ 572,347 and $ 258,128 , respectively, in connection with the exercise of options under our 2013 Incentive Plan. 10 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 7 – STOCKHOLDERS’ EQUITY (CONTINUED) The Company issued 10,149 , 35,260 and 33,272 shares of common stock in the three months ended September 30, 2023, June 30, 2023 and March 31, 2023, respectively, in connection with the vesting of restricted stock units under our 2013 Incentive Plan and our 2021 Equity Incentive Plan. Some of the participants utilized a net withhold settlement method, in which shares were surrendered to cover payroll withholding taxes. Of the shares issued to participants during the nine months ended September 30, 2023, 19,488 shares, valued at $ 260,710 , were surrendered and subsequently cancelled. The Company issued 5,438 , 0 , and 13,627 shares of common stock in the three months ended September 30, 2022, June 30, 2022, and March 31, 2022, respectively, in connection with the vesting of restricted stock units under our 2013 Incentive Plan and our 2021 Equity Incentive Plan. The Company issued 240,741 shares of common stock valued at $ 9,374,455 during the quarter ended June 30, 2022 in connection with the acquisition of substantially all of the assets of EvinceMed Corp. Treasury Stock During the quarter ended March 31, 2023, the Board authorized a share repurchase program, under which the Company may repurchase up to $ 15 million of its outstanding common stock. This stock repurchase authorization expires on the earlier of March 12, 2024, or when the repurchase of $ 15 million of shares of its common stock has been reached. During the quarter ended June 30, 2023, the Company repurchased 526,999 shares, under this program for a total of $ 7,522,426 , including commissions paid on repurchases. These shares were recorded as treasury shares using the par value method. There were no shares repurchased in the quarter ended September 30, 2023. During 2022, the Board authorized a share repurchase program, under which the Company could repurchase up to $ 20.0 million of its outstanding common stock. During 2022, the Company repurchased 1,214,398 shares of our common stock for a total of $ 20,021,830 , including commissions paid on repurchases. These shares were recorded as treasury shares using the par value method. NOTE 8 – STOCK BASED COMPENSATION Stock Options The compensation expense related to options for the nine months ended September 30, 2023 and 2022 was $ 4,719,779 and $ 3,624,065 , respectively. The fair value of these instruments was calculated using the Black-Scholes option pricing model. There is $ 10,177,841 of remaining expense related to unvested options to be recognized in the future over a weighted average period of 1.75 years. The total intrinsic value of outstanding options at September 30, 2023 was $ 12,600 . During 2022, the Company granted certain performance based stock options, the expense for which will be recorded over time once the achievement of the performance is deemed probable. There was no expense related to these options recorded during the period. Restricted Stock Units The Company recorded of $ 6,370,074 and $ 7,852,597 in compensation expense related to restricted stock units for the nine months ended September 30, 2023 and 2022, respectively. A total of $ 11,247,274 remains to be recognized at September 30, 2023 over a weighted average period of 1.88 years. 11 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 8 – STOCK BASED COMPENSATION (CONTINUED) During 2022, the Company granted certain performance based restricted stock units, the expense for which will be recorded over time once the achievement of the performance is deemed probable. There was no expense related to these restricted stock units recorded during the period. The director’s compensation program calls for the grant of restricted stock units with a one year vesting period. There was $ 540,820 and $ 444,365 included in the compensation expense discussed above related to director’s compensation for the periods ended September 30, 2023 and 2022, respectively. Equity Award Modification On April 16, 2023, the Compensation Committee approved a grant to the CEO of 86,685 restricted stock units and 161,698 stock options with a grant date fair value of $ 2.5 million to vest over a three year period. Concurrently, the CEO forfeited his October 2021 grant of 182,398 market-based restricted stock units. The forfeiture and accompanying grant are considered an equity modification according to ASC 718, Compensation-Stock Compensation . The additional compensation value created by the termination and issuance of new equity awarded, as measured using a Monte Carlo simulation was approximately $ 1.9 million in total. Under ASC 718 this results in a non-cash expense in current and future periods to be recognized over a three year period. These expense values are reflected and included in the option and restricted stock expense values discussed above. NOTE 9 – LOSS PER SHARE Basic earnings per share (“EPS”) is computed by dividing net income (loss) by the weighted average number of common shares outstanding during the period. The number of shares related to options and restricted stock units included in diluted EPS is based on the “Treasury Stock Method” prescribed in ASC 260-10, Earnings per Share . This method assumes the theoretical repurchase of shares using proceeds of the respective stock options exercised, and for restricted stock units, the amount of compensation cost attributed to future services which have not yet been recognized, and the amount of current and deferred tax benefit, if any, that would be credited to additional paid in capital upon the vesting of the restricted stock units, at a price equal to the issuer’s average stock price during the related earnings period. Accordingly, the number of shares that could be included in the calculation of EPS in respect of the stock options and restricted stock units is dependent on this average stock price and will increase as the average stock price increases. 12 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 9 – LOSS PER SHARE (CONTINUED) The following table sets forth the computation of basic and diluted net loss per share. Three Months Ended September 30, Nine Months Ended September 30, 2023 2022 2023 2022 Numerator Net loss $ ( 2,865,298 ) $ ( 3,466,792 ) $ ( 13,424,460 ) $ ( 11,112,604 ) Denominator Weighted average shares outstanding used in computing net loss per share Basic 16,637,606 17,981,184 16,907,482 17,994,288 Effect of dilutive stock options, warrants, and stock grants — — — — Diluted 16,637,606 17,981,184 16,907,482 17,994,288 Net loss per share Basic $ ( 0.17 ) $ ( 0.19 ) $ ( 0.79 ) $ ( 0.62 ) Diluted $ ( 0.17 ) $ ( 0.19 ) $ ( 0.79 ) $ ( 0.62 ) No calculation of diluted earnings per share is included for the three or nine months ended September 30, 2023 or 2022 as the effect of the calculation would be anti-dilutive. The number of common shares potentially issuable upon the exercise of certain options and the vesting of certain restricted stock units that were excluded from the diluted loss per common share calculation are reflected in the table below. Three Months Ended September 30, Nine Months Ended September 30, Weighted average number of shares for the periods ended 2023 2022 2023 2022 Options 7,433 63,471 17,736 99,587 Unvested restricted stock unit awards 3,739 43,751 23,341 76,010 Total 11,172 107,222 41,077 175,597 NOTE 10 – CONTINGENCIES Litigation The Company is not currently involved in any material legal proceedings. 13 OPTIMIZERX CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) SEPTEMBER 30, 2023 NOTE 11 – INCOME TAXES As discussed in our annual report on Form 10-K for the year ended December 31, 2022, we had net operating loss carry-forwards for federal income tax purposes of approximately $ 21.5 million as of December 31, 2022. Accordingly, no federal income tax expense or benefit is recorded in the current period. Management monitors company-specific, and macro- economic factors and assesses the likelihood that the Company’s net deferred tax assets will be utilized prior to their expiration. As previously disclosed in our annual report, the Company maintained a valuation allowance against its net deferred tax assets. NOTE 12 – SUBSEQUENT EVENTS In October 2023, the Company completed the acquisition of 100 % of the outstanding shares of Healthy Offers, Inc. (d/b/a Medicx Health), a Nevada corporation. On October 24, 2023, a newly formed wholly-owned subsidiary of the Company consummated the merger with and into Medicx, with Medicx continuing as the surviving company and a wholly-owned subsidiary of the Company (the “Merger”). The aggregate merger consideration the Company paid to the securityholders of Medicx at the closing was $ 95,000,000 , subject to certain customary post-acquisition purchase price adjustments. There were $ 554,741 and $ 589,691 in costs related to the acquisition recorded in operating expense for the three and nine months ended September 30, 2023, respectively. Certain members of Medicx’s management team (“Management Investors”) agreed to use a portion of the consideration received to purchase, in the aggregate, approximately $ 10.5 million of the Company’s common stock. On October, 24, 2023, at the closing of the Merger, each Management Investor executed a common stock purchase agreement (the “Subscription Agreement”). Pursuant to the Subscription Agreement, the Company issued 1,444,581 shares of its common stock in the aggregate to the Management Investors. A portion of the cash purchase price was funded through debt financing. The financing agreement provides for a term loan in the aggregate principal amount of $ 40,000,000 . The term loan is repayable in quarterly installments on the last business day of each fiscal quarter commencing on December 31, 2023 in an amount equal to 1.25 % of the principal amount. The outstanding unpaid principal amount of the term loan, and all accrued and unpaid interest thereon, shall be due and payable on the earliest of (i) the fourth (4th) anniversary of the closing of the financing agreement and funding of the term loan and (ii) the date on which the term loan is declared due and payable pursuant to the terms of the finance agreement. There was $ 300,000 of fees paid in loan origination fees during the three and nine months ending September 30, 2023. 14 Item 2. Management’s Discussion and Analysis of Financial Condition and Results of Operations Forward-Looking Statements This Quarterly Report on Form 10-Q contains statements that relate to future events and expectations and, as such, constitute forward-looking statements, within the meaning of the Private Securities Litigation Reform Act of 1995. Certain statements, other than purely historical information, including estimates, projections, statements relating to our strategies, outlook, business and financial prospects, business plans, objectives, and expected operating results, and the assumptions upon which those statements are based, are “forward-looking statements.” These forward-looking statements generally are identified by the words “believes,” “project,” “expects,” “anticipates,” “estimates,” “intends,” “strategy,” “plan,” “may,” “will,” “would,” “will be,” “will continue,” “will likely result,” and similar expressions. Forward-looking statements are based on current expectations and assumptions that are subject to risks and uncertainties which may cause actual results to differ materially from the forward-looking statements. Forward-looking statements are not guarantees of future performance. Although OptimizeRx believes that the expectations reflected in any forward-looking statements are based on reasonable assumptions, these expectations may not be attained and it is possible that actual results may differ materially from those indicated by these forward-looking statements due to a variety of risks, uncertainties and changes in circumstances, many of which are beyond OptimizeRx’s control. Forward-looking statements are subject to risks and uncertainties. Actual results could differ materially from those expressed in or implied by such forward-looking statements due to a variety of factors, including: seasonal trends in the pharmaceutical brand marketing industry; the inability to support our technology and scale our operations successfully, developing and implementing new and updated applications, features and services for our portals may be more difficult and expensive and take longer than expected; the inability to offer high-quality customer support for our portals; dependence on a concentrated group of customers; inability to maintain contracts with electronic prescription platforms, agreements with electronic prescription platforms and electronic health record systems being subject to audit; inability to attract and retain customers; inability to comply with laws and regulations that affect the healthcare industry; competition; developments in the healthcare industry; inability to manage growth; inability to identify suitable acquisition targets, complete acquisitions, or integrate acquisitions successfully; acquisition activities may disrupt ongoing business and may involve increased expenses; inability to realize the financial and strategic goals contemplated at the time of a transaction; inability to realize any synergies or other anticipated benefits of an acquisition or that such synergies or benefits may take longer than anticipated to be realized; risk that the integration with an acquired entity may be more costly or difficult than expected; inability to attract and retain senior management and other key employees; economic, political, regulatory and other risks arising from our international operations; inability to protect our intellectual property; cybersecurity incidents; reduction in the performance, reliability and availability of our network infrastructure; increases in costs due to inflation and other adverse economic conditions; decreases in customer demand due to macroeconomic factors; lack of a consistent active trading market for our common stock; and volatility in the market price of our common stock. The risks and uncertainties included here are not exhaustive. Further information concerning our business, including additional factors that could materially affect our financial results, is included herein and in our other filings with the SEC, including our Annual Report on Form 10-K for the year ended December 31, 2022. Moreover, we operate in a rapidly changing and competitive environment. New risk factors emerge from time to time, and it is not possible for management to predict all such risk factors. Further, it is not possible to assess the effect of all risk factors on our businesses or the extent to which any factor, or combination of factors, may cause actual results to differ materially from those contained in any forward-looking statements. Given these risks and uncertainties, investors should not place undue reliance on forward-looking statements as a prediction of actual results. In addition, we disclaim any obligation to update any forward-looking statements to reflect events or circumstances that occur after the date of this report. 15 Overview We are a digital health technology company enabling care-focused engagement between life sciences organizations, healthcare providers, and patients at critical junctures throughout the patient care journey. Connecting over 60% of U.S. healthcare providers and millions of their patients through an intelligent technology platform embedded within a proprietary point-of-care network, OptimizeRx helps patients start and stay on their medications. Historically, our revenue was generated primarily through the facilitation of financial messages to health care providers via their EHR and ePrescribe systems using the OptimizeRx proprietary network to solve the ever-increasing communication barriers between pharmaceutical representatives and healthcare providers that have presented in the rapidly changing healthcare industry. Over time, as the demand for communication of an increasing variety of different health information between life science companies, providers, and patients continued to rise, our platform has expanded to encompass additional solutions that enable healthcare providers to access information for patients at the point of care. These solutions include brand messaging, therapeutic support messaging, brand support, and innovative patient engagement services, all of which now make up a significant portion of our total revenue. We employ a “land and expand” strategy focused on growing our existing client base and generating greater and more consistent revenues in part through the continued shift in our business model toward enterprise level engagements, while also broadening our platform with innovative proprietary solutions such as our artificial intelligence-powered real-world data solution which uses sophisticated proprietary algorithms to derive additional revenue from our existing network. Management will continue to optimize our portfolio of solutions to align our resource deployment to the best market opportunities. Because the pharmaceutical industry is dominated by large companies with multiple brands, our revenue is concentrated in a relatively small number of companies. We have approximately 100 pharmaceutical companies as customers, and our revenues are concentrated in these customers. Loss of one of more of our larger customers could have a negative impact on our operating results. Seasonality In general, the pharmaceutical brand marketing industry experiences seasonal trends that affect the vast majority of participants in the pharmaceutical digital marketing industry. Many pharmaceutical companies allocate the largest portion of their brand marketing to the fourth quarter of the calendar year. As a result, the first half of the year tends to reflect lower activity levels and lower revenue, with gradual increases in the following quarters. We generally expect these seasonality trends to continue and our ability to effectively manage our resources in anticipation of these trends may affect our operating results. Recent Developments On October 24, 2023, we acquired 100% of the outstanding shares of Healthy Offers, Inc. (d/b/a Medicx Health), a Nevada corporation. The aggregate merger consideration the Company paid to the security holders of Medicx at the closing was $95,000,000, subject to certain customary post-acquisition purchase price adjustments. A portion of the cash purchase price was funded through debt financing, with a term loan in the aggregate principal amount of $40,000,000. This acquisition could materially effect our results of operations in 2023 and beyond and the comparability of results to prior year periods. The Company’s cash and cash-equivalents as of October 31, 2023 was approximately $15.8 million. See Part I, Item 1, Note 12 “Subsequent Events” for further information about this acquisition and the term loan. Impact of Macroeconomic Events Unfavorable conditions in the economy may negatively affect the growth of our business and our results of operations. For example, macroeconomic events including the conditions in the global capital markets, both in the U.S. and elsewhere in the world, geopolitical tensions such as the war between Russia and Ukraine as well as the conflict between Israel and Hamas, COVID-19 pandemic, rising inflation, and the U.S. Federal Reserve raising interest rates have led to economic uncertainty in the credit markets and could cause our customers and potential customers to postpone or reduce spending on technology products or services or put downward pressure on prices . Historically, during periods of economic uncertainty and downturns, businesses may slow spending, which may impact our business and our customers’ businesses. Adverse changes in demand could impact our business, collection of accounts receivable and our expected cash flow generation, which may adversely impact our financial condition and results of operations. 16 Key Performance Indicators We monitor the following key performance indicators to help us evaluate our business, measure our performance, identify trends affecting our business and make strategic decisions. We have updated the definition of “top 20 pharmaceutical manufacturers” in our key performance indicators to be based upon Fierce Pharma’s most updated list of “The top 20 pharma companies by 2022 revenue”. We previously used “The top 20 pharma companies by 2020 revenue”. As a result of this change, prior periods have been restated for comparative purposes. Average revenue per top 20 pharmaceutical manufacturer. Average revenue per top 20 pharmaceutical manufacturer is calculated by taking the total revenue the company recognized through pharmaceutical manufacturers listed in Fierce Pharma’s “The top 20 pharma companies by 2022 revenue” over the last twelve months, divided by the total number of the aforementioned pharmaceutical manufacturers that our solutions helped support over that time period. The Company uses this metric to monitor its progress in “landing and expanding” with key customers within its largest customer vertical and believes it also provides investors with a transparent way to chart our progress in penetrating this important customer segment. The decrease in the average in twelve months ended September 30, 2023 as compared to the twelve months ended September 30, 2022 is primarily the result of the convergence of numerous macroeconomic factors that resulted in our customers slowing their rate of spend, particularly for large and/or new implementations, which we believe prolonged sales cycles with the top 20 pharmaceutical manufacturers that were existing customers. This was particularly evident during 2022 and the first half of 2023 and the Company has begun to see improvements since the second half of 2023. Rolling Twelve Months Ended September 30, 2023 2022 Average revenue per top 20 pharmaceutical manufacturer $ 2,075,078 $ 2,267,550 Percent of top 20 pharmaceutical manufacturers that are customers. Percent of top 20 pharmaceutical manufacturers that are customers is calculated by taking the number of revenue generating customers that are pharmaceutical manufacturers listed in Fierce Pharma’s “The top 20 pharma companies by 2022 revenue” over the last 12 months, which is then divided by 20—which is the number of pharmaceutical manufacturers included in the aforementioned list. The Company uses this metric to monitor its progress in penetrating key customers within its largest customer vertical and believes it also provides investors with a transparent way to chart our progress in penetrating this important customer segment. Our penetration within this core customer group stayed consistent from the twelve months ended September 30, 2022 to the twelve months ended September 30, 2023. Rolling Twelve Months Ended September 30, 2023 2022 Percent of top 20 pharmaceutical manufacturers that are customers 90 % 90 % Percent of total revenue attributable to top 20 pharmaceutical manufacturers. Percent of total revenue attributable to top 20 pharmaceutical manufacturers is calculated by taking the total revenue the company recognized through pharmaceutical manufacturers listed in Fierce Pharma’s “The top 20 pharma companies by 2022 revenue” over the last twelve months, divided by our consolidated revenue over the same period. The Company uses this metric to monitor its progress in “landing and expanding” with key customers within its largest customer vertical and believes it also provides investors with a transparent way to chart our progress in penetrating this important customer segment. Our revenue from customers that aren’t top 20 pharmaceutical manufacturers increased faster than our overall revenue, decreasing the percentage of our overall revenues from top 20 pharmaceutical manufacturers. 17 Rolling Twelve Months Ended September 30, 2023 2022 Percent of total revenue attributable to top 20 pharmaceutical manufacturers 59 % 65 % Net revenue retention. Net revenue retention is a comparison of revenue generated from all customers in the previous twelve-month period to total revenue generated from the same customers in the following twelve-month period (i.e., excludes new customer relationships for the most recent twelve-month period). The Company uses this metric to monitor its ability to improve its penetration with existing customers and believes it also provides investors with a metric to chart our ability to increase our year-over-year penetration and revenue with existing customers. The retention rate in the twelve months ended September 30, 2023 was lower due to the convergence of numerous macroeconomic factors that resulted in our customers slowing their rate of spend, particularly for large and/or new implementations, which we believe prolonged sales cycles. This was particularly evident during 2022 and the first half of 2023 and the Company has begun to see improvements since the second half of 2023. Rolling Twelve Months Ended September 30, 2023 2022 Net revenue retention 93 % 96 % Revenue per average full-time employee. We define revenue per average full-time employee as total revenue over the last twelve months divided by the average number of employees over the last twelve months (i.e., the average between the number of FTEs at the end of the reported period and the number of FTEs at the end of the same period of the prior year). The Company uses this metric to monitor the productivity of its workforce and its ability to scale efficiently over time and believes the metric provides investors with a way to chart our productivity and scalability. Our revenue rate per employee declined year over year due to slower revenue growth and a higher average number of FTEs over the last 12 month period. Rolling Twelve Months Ended September 30, 2023 2022 Revenue per average full-time employee $ 570,973 $ 618,711 18 Results of Operations for the Three and Nine Months Ended September 30, 2023 and 2022 The following tables sets forth, for the periods indicated, the dollar value and percentage of net revenue represented by certain items in our consolidated statements of operations: Three Months Ended September 30, 2023 2022 Net revenue $ 16,331,484 100.0 % $ 15,085,504 100.0 % Cost of revenues 6,531,183 40.0 % 5,664,733 37.6 % Gross profit 9,800,301 60.0 % 9,420,771 62.4 % Operating expenses 13,353,789 81.8 % 13,177,530 87.4 % Loss from operations (3,553,488 ) (21.8 )% (3,756,759 ) (24.9 )% Other income 688,190 4.2 % 289,967 1.9 % Loss before provision for income taxes (2,865,298 ) (17.5 )% (3,466,792 ) (23.0 )% Income tax benefit — — % — — % Net loss $ (2,865,298 ) (17.5 )% $ (3,466,792 ) (23.0 )% * Balances and percentage of net revenue information may not add due to rounding Nine Months Ended September 30, 2023 2022 Net revenue $ 43,152,560 100.0 % $ 42,795,699 100.0 % Cost of revenues 18,093,949 41.9 % 16,283,307 38.0 % Gross profit 25,058,611 58.1 % 26,512,392 62.0 % Operating expenses 40,557,152 94.0 % 37,938,782 88.7 % Loss from operations (15,498,541 ) (35.9 )% (11,426,390 ) (26.7 )% Other income 2,074,081 4.8 % 313,786 0.7 % Loss before provision for income taxes (13,424,460 ) (31.1 )% (11,112,604 ) (26.0 )% Income tax benefit — — % — — % Net loss $ (13,424,460 ) (31.1 )% $ (11,112,604 ) (26.0 )% * Balances and percentage of net revenue information may not add due to rounding Net Revenues Our net revenue reported for the three months ended September 30, 2023 was approximately $16.3 million, an increase of 8% over the approximately $15.1 million from the same period in 2022. Our net revenue reported for the nine months ended September 30, 2023 was approximately $43.2 million, an increase of 1% over the approximately $42.8 million from the same period in 2022. The increase in revenue was primarily as a result of growth of our real world evidence solution. Revenue continues to be effected by the macroeconomic pressures affecting our customers. Cost of Revenues Our cost of revenues, composed primarily of revenue share expense paid to our network partners, was approximately $6.5 million for the three months ended September 30, 2023 compared to $5.7 million for the same period of 2022. Our cost of revenues for the nine month period ended September 30, 2023 increased to $18.1 million from $16.3 million in the same period in 2022. Our cost of revenues as a percentage of revenue increased to approximately 40% for the quarter ended September 30, 2023 from approximately 37.6% for the quarter ended September 30, 2022. Our cost of revenues as a percentage of revenue increased to approximately 42% for the nine months ended September 30, 2023 from approximately 38.0% for the nine months ended September 30, 2022. This increase in cost of revenue as a percentage of revenue was a result of solution and channel mix. Additional discussion is included in the gross margin section below. 19 Gross Margin Our gross margin, which is the difference between our revenues and our cost of revenues, increased for the three and nine months ended September 30, 2023, as a result of solution and channel mix. During the nine months ended September 30, 2023, there was an increase in high margin revenue solution delivery compared with a year ago. Operating Expenses Operating expenses increased to approximately $13.4 million for the three months ended September 30, 2023 from approximately $13.2 million for the same period in 2022, an increase of approximately 1%. Operating expenses increased from approximately $37.9 million for the nine months ended September 30, 2022 to approximately $40.6 million for the same period in 2023, an increase of approximately 7%. The detail by major category is reflected in the table below. Three Months Ended September 30, Nine Months Ended September 30, 2023 2022 2023 2022 Stock-based compensation 3,206,227 4,277,241 11,089,853 11,476,662 Depreciation, amortization and noncash lease expense 466,706 515,828 1,395,400 1,565,484 Other general and administrative expenses 9,680,856 8,384,461 28,071,899 24,896,636 Total operating expense $ 13,353,789 $ 13,177,530 $ 40,557,152 $ 37,938,782 The greatest increase was in other general and administrative expenses. Other general and administrative expenses increased from approximately $8.4 million for the three months ended September 30, 2022 to approximately $9.7 million for the same period in 2023. Other general and administrative expenses increased from $24.9 million for the nine months ended September 30, 2022 to approximately $28.1 million for the same period in 2023. This increase is mostly as a result of an increase in headcount as well as other investments to support our growth initiatives and operations. Net Loss We had a net loss of approximately $2.9 million for the three months ended September 30, 2023, as compared to a net loss of approximately $3.5 million during the same period in 2022. We had a net loss of approximately $13.4 million for the nine months ended September 30, 2023, as compared to a net loss of approximately $11.1 million during the same period in 2022. The reasons and specific components associated with the change are discussed above. Liquidity and Capital Resources Historically, our primary sources of liquidity have been cash receipts from customers and proceeds from equity offerings. As of September 30, 2023, we had total current assets of approximately $87.4 million, compared with current liabilities of approximately $7.7 million, resulting in working capital of approximately $79.7 million and a current ratio of approximately 11.3 to 1. This represents a decrease from our working capital of approximately $90.2 million and an decrease from the current ratio of 11.7 to 1 at December 31, 2022. This decrease in our working capital is discussed in more detail below. 20 Following is a table with summary data from the consolidated statements of cash flows for the nine months ended September 30, 2023 and 2022, as presented. Nine Months Ended September 30, 2023 2022 Net cash (used in) / provided by operating activities $ (981,935 ) $ 7,850,594 Net cash provided by / (used in) investing activities 664,235 (39,691,877 ) Net cash used in financing activities (7,969,509 ) (11,511,467 ) Net decrease in cash and cash equivalents $ (8,287,209 ) $ (43,352,750 ) We used approximately $(1.0) million for operating activities during the nine months ended September 30, 2023, compared with $7.9 million provided by operating activities in the same period in 2022. We had a net loss of $(13.4) million for the first nine months of 2023. Non-cash expenses of $13.0 million and working capital generated by the collection of receivables partially offset the loss. The timing of trade and revenue share payments decreased our balance of prepaid services year over year. This, in conjunction with the greater net loss, led to the year over year decrease in cash flow from operations. Cash provided by investing activities was approximately $0.7 million for the nine months ended September 30, 2023. We redeemed $165.1 million in treasury bills which was partially offset by reinvestment of $(162.8) million in treasury bills. We also invested in internally developed software in the amount of $(1.6) million. Cash used in investing activities for the same period in the prior year was $39.7 million. $37.7 million was invested in treasury bills with and $2.0 million was invested in EvinceMed technology. Cash used for financing activities was approximately $(8.0) million mostly related to a company stock repurchase program approved in March 2023. During the nine months ended September 30, 2023 we used $(7.5) million to purchase 526,999 shares of common stock. We used $(0.3) million to pay withholding taxes on behalf of employees vesting in restricted stock units and $(0.3) million was related to a loan origination fee in connection with the acquisition financing. This activity was partially offset by the receipt of funds from the exercise of stock options. Cash used for financing activities for the same period in prior year was $11.5 million. We repurchased 706,114 shares of common stock for $12.6 million. This was partially offset by the collection of $1.1 million related to the exercise of stock options during the period. We believe that funds generated from operations, together with existing cash, will be sufficient to finance our current operations for the next twelve (12) months. In addition, we believe we can generate the cash needed to operate beyond the next 12 months from operations. However, we may seek additional debt, equity financing, or lines of credit to supplement cash from operations to fund acquisitions or strategic partner relationships, make capital expenditures, and satisfy working capital needs. Critical Accounting Estimates We prepare our consolidated financial statements in conformity with accounting principles generally accepted in the United States. The preparation of these financial statements requires the use of estimates, judgments and assumptions that affect the reported amounts of assets and liabilities at the date of the financial statements and reported amounts of revenues and expenses during the periods presented. Actual results could differ from those estimates and assumptions. Our significant accounting policies are described in Note 2 to the Consolidated Financial Statements in the Annual Report on Form 10-K for the year ended December 31, 2022 (2022 Annual Report on Form 10-K). The accounting policies we used in preparing these financial statements are substantially consistent with those we applied in our 2022 Annual Report on Form 10-K. Our critical accounting estimates are described in Management’s Discussion and Analysis included in the 2022 Annual Report on Form 10-K. 21 Recently Issued Accounting Pronouncements ASU Topic 2021-08 Business Combinations (Topic 805), Accounting for Contract Assets and Contract Liabilities from Contracts with Customers , requires contract assets and contract liabilities acquired in a business combination to be recognized and measured by the acquirer on the acquisition date in accordance with ASC 606 , Revenue from Contracts with Customers , as if it had originated the contracts. The standard was effective for the Company’s fiscal year beginning January 1, 2023. The adoption of this standard did not have a material effect on our financial position, results of operations, or cash flows. Off Balance Sheet Arrangements The Company has contracts with various electronic health records systems and ePrescribe platforms, whereby we agree to share a portion of the revenue we generate for eCoupons or banners through their network. From time to time the Company enters into arrangements with a partner to acquire minimum amounts of messaging capabilities. As of September 30, 2023, the Company had commitments for future minimum payments of $11.8 million that will be reflected in cost of revenues during the years 2023 through 2025. Item 3. Quantitative and Qualitative Disclosures about Market Risk Not applicable. Item 4. Controls and Procedures Disclosure Controls and Procedures We maintain disclosure controls and procedures designed to provide reasonable assurance that information required to be disclosed in reports filed or submitted under the Exchange Act is recorded, processed, summarized and reported within the time periods specified in the Securities and Exchange Commission’s rules and forms and accumulated and communicated to our management, including our Chief Executive Officer and Chief Financial Officer, or persons performing similar functions, as appropriate to allow timely decisions regarding required disclosures. Our management, with the participation of our Chief Executive Officer and our Chief Financial Officer, conducted an evaluation, as of the end of the period covered by this report, of the effectiveness of our disclosure controls and procedures, as such term is defined in Exchange Act Rule 13a-15(e). Based on this evaluation, our Chief Executive Officer and our Chief Financial Officer concluded that, as of the end of the period covered by this report, our disclosure controls and procedures, as defined in Rule 13a-15(e), were not effective at the reasonable assurance level due to a material weakness in our internal controls over financial reporting which was disclosed in our Annual Report on Form 10-K for the year ended December 31, 2022. To address the material weakness referenced above, the Company performed additional analysis and performed other procedures in order to prepare the consolidated financial statements in accordance with generally accepted accounting principles (GAAP). Accordingly, management believes that the consolidated financial statements included in this quarterly report on this Form 10-Q fairly present, in all material respects, our financial condition, results of operations and cash flows for the periods presented. 22 Plan for Remediation of Material Weakness Management is actively engaged in the planning for, and implementation of, remediation efforts to address the material weakness identified above. Management intends to implement the following remediation steps: a. The Company will require each third-party service organization to provide a SOC-1, Type 2 report to us. b. If a SOC-1, Type 2 report is not available, the Company will evaluate each third-party’s relevant system(s) and reporting directly through inquiry and substantive testing of such third-party’s control environment. During the quarters ended September 30, 2023, June 30, 2023 and March 31, 2023, the Company continued to engage with the third-party service organizations to discuss the reporting requirements. As management continues to evaluate and improve our disclosure controls and procedures and internal control over financial reporting, the Company may decide to take additional measures to address control deficiencies or determine to modify, or in appropriate circumstances not to complete, certain of the remediation measures identified. Changes in Internal Control over Financial Reporting Except as noted above, there was no change in our internal control over financial reporting (as defined in Rule 13a-15(f) under the Exchange Act), that occurred during the quarter ended September 30, 2023 that has materially affected, or is reasonably likely to materially affect, our internal control over financial reporting. Limitations on the Effectiveness of Controls A control system, no matter how well conceived and operated, can provide only reasonable, not absolute, assurance that the objectives of the control system are met. Further, the design of a control system must reflect the fact that there are resource constraints, and the benefits of controls must be considered relative to their costs. Because of the inherent limitations in a cost-effective control system, misstatements due to error or fraud may occur and not be detected. The Company conducts periodic evaluations of its internal controls to enhance, where necessary, its procedures and controls. 23 PART II – OTHER INFORMATION Item 1. Legal Proceedings We are not a party to any material pending legal proceeding. Item 1A: Risk Factors The following items update the risk factors previously reported in PART 1, ITEM 1A, “Risk Factors” of our Annual Report on Form 10-K for the year ended December 31, 2022. You should carefully consider the factors discussed in PART I, ITEM 1A, “Risk Factors” in our Annual Report on Form 10-K for the year ended December 31, 2022, which could materially affect our business, financial condition or future results. The risks described in our Annual Report on Form 10-K are not the only risks we face. Additional risks and uncertainties not currently known to us or that we currently deem to be immaterial also may materially adversely affect our business, financial condition and/or operating results. Impairment charges for goodwill or other intangible assets Annually, we evaluate goodwill and long-lived assets to determine if impairment has occurred. Additionally, interim reviews are performed whenever events or changes to the business could indicate possible impairment. Any future impairment of our goodwill or long-lived assets could require us to record an impairment charge, which would negatively impact our results of operations. Our strategic shift away from non-core business may increase the risk of impairment of one or more of our long-lived assets. Our acquisition activities may disrupt our ongoing business and may involve increased expenses, and we may not realize the financial and strategic goals contemplated at the time of a transaction We have acquired, and may in the future acquire, companies, businesses, products, services and technologies. Acquisitions involve significant risks and uncertainties, including: – our ongoing business may be disrupted, an acquisition may involve increased expenses, and our management’s attention may be diverted by acquisition, transition, or integration activities; – we may not further our business strategy as we expected, – we may not realize any synergies or other anticipated benefits of an acquisition or such synergies or benefits may take longer than anticipated to be realized; – we may overpay for our investments, or otherwise not realize the financial returns contemplated at the time of the acquisition; – integration with acquired operations or technology may be more costly or difficult than expected and such integration may not be successful; – we may be unable to retain the key employees, customers and other channel partners of the acquired operation; – we may not realize the anticipated increases in our revenues from an acquisition; and – our use of cash to pay for acquisitions may limit other potential uses of our cash, including stock repurchases. Geopolitical events may affect our business and our customer base and have a material adverse impact on our sales and operating results Our results of operations may be affected by the conditions in the global capital markets and the economy generally, both in the U.S. and elsewhere in the world. The war between Russia and Ukraine as well as the conflict between Israel and Hamas have caused uncertainty in the credit markets and could cause our customers and potential customers to postpone or reduce spending on technology products or services or put downward pressure on prices, which could have an adverse effect on our business. 24 Item 2. Unregistered Sales of Equity Securities and Use of Proceeds Issuer Purchases of Equity Securities On March 14, 2023, the Company announced that its Board of Directors had authorized the repurchase of up to $15.0 million of the Company’s outstanding common stock. Under this new program, share repurchases may be made from time to time depending on market conditions, share price and availability and other factors at the Company’s discretion. This stock repurchase authorization expires on the earlier of March 12, 2024, or when the repurchase of $15.0 million of shares of its common stock has been reached. During the quarter ended September 30, 2023, no shares were repurchased under the program. As of September 30, 2023, $7,488,116 of shares are available for repurchase under the program. Item 3. Defaults upon Senior Securities None Item 4. Mine Safety Disclosures N/A Item 5. Other Information None Item 6. Exhibits Exhibit Number Description of Exhibit 3.1 Articles of Incorporation of OptimizeRx Corporation (the “Company”) Incorporated by reference to Exhibit 3.1 to the Company’s Registration Statement on Form S-1 (Registration No. 333-155280) filed on November 12, 2008. 3.2 Certificate of Correction, dated April 30, 2018. Incorporated by reference to Exhibit 3.5 to the Company’s Annual Report on Form 10-K for the year ended December 31, 2018. 3.3 Third Amended and Restated Bylaws of the Company. Incorporated by reference to Exhibit 3.3 to the Company’s Annual Report on Form 10-K for the year ended December 31, 2022. 31.1** Certification of Chief Executive Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002 31.2** Certification of Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 302 of the Sarbanes-Oxley Act of 2002 32.1** Certification of Chief Executive Officer and Chief Financial Officer pursuant to 18 U.S.C. Section 1350, as adopted pursuant to Section 906 of the Sarbanes-Oxley Act of 2002 101.INS** Inline XBRL Instance Document 101.SCH Inline XBRL Taxonomy Extension Schema Document 101.CAL Inline XBRL Taxonomy Extension Calculation Linkbase Document 101.DEF Inline XBRL Taxonomy Extension Definition Linkbase Document 101.LAB Inline XBRL Taxonomy Extension Label Linkbase Document 104 Cover Page Interactive Data File (formatted as Inline XBRL and contained in Exhibit 101) 25 SIGNATURES Pursuant to the requirements of the Securities Exchange Act of 1934, the Registrant has duly caused this report to be signed on its behalf by the undersigned, thereunto duly authorized. OptimizeRx Corporation Date: November 14, 2023 By: /s/ William J. Febbo William J. Febbo Title: Chief Executive Officer (principal executive officer) OptimizeRx Corporation Date: November 14, 2023 By: /s/ Edward Stelmakh Edward Stelmakh Title: Chief Financial Officer and Chief Operations Officer (principal financial and accounting officer) 26