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 June 30, 2022 ☐ 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.) 400 Water Street , Suite 200 Rochester , MI , 48307 (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: 18,023,056 common shares as of August 8, 2022. 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 12 Item 3: Quantitative and Qualitative Disclosures About Market Risk 18 Item 4: Controls and Procedures 18 PART II — OTHER INFORMATION Item 1: Legal Proceedings 19 Item 1A: Risk Factors 19 Item 2: Unregistered Sales of Equity Securities and Use of Proceeds 20 Item 3: Defaults Upon Senior Securities 21 Item 4: Mine Safety Disclosure 21 Item 5: Other Information 21 Item 6: Exhibits 21 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 June 30, 2022 (unaudited) and December 31, 2021 (unaudited); 3 Condensed Consolidated Statements of Operations for the three and six months ended June 30, 2022 and 2021 (unaudited); 4 Condensed Consolidated Statements of Changes in Stockholders’ Equity for the three and six months ended June 30, 2022 and 2021 (unaudited); 6 Condensed Consolidated Statements of Cash Flows for the six months ended June 30, 2022 and 2021 (unaudited); 7 Notes to Condensed Consolidated Financial Statements (unaudited). 1 OPTIMIZERX CORPORATION CONDENSED CONSOLIDATED BALANCE SHEETS (UNAUDITED) June 30, 2022 December 31, 2021 ASSETS Current Assets Cash and cash equivalents $ 87,392,970 $ 84,681,770 Accounts receivable, net 18,732,849 24,800,585 Prepaid expenses and other 4,280,843 5,630,655 Total Current Assets 110,406,662 115,113,010 Property and equipment, net 143,337 143,818 Other Assets Goodwill 22,673,820 14,740,031 Intangible assets, net 13,933,072 10,646,654 Right of use assets, net 278,513 328,820 Security deposits and other assets 12,860 12,859 Total Other Assets 36,898,265 25,728,364 TOTAL ASSETS $ 147,448,264 $ 140,985,192 LIABILITIES AND STOCKHOLDERS’ EQUITY Current Liabilities Accounts payable – trade $ 1,296,041 $ 606,808 Accrued expenses 1,638,791 2,902,836 Revenue share payable 2,376,836 4,378,216 Current portion of lease obligations 87,673 90,982 Deferred revenue 1,041,919 1,389,907 Total Current Liabilities 6,441,260 9,368,749 Non-Current Liabilities Lease liabilities, net of current portion 189,802 236,726 Total Liabilities 6,631,062 9,605,475 Commitments and contingencies (See note 9) — — Stockholders’ Equity Preferred stock, $ 0.001 par value, 10,000,000 shares authorized, none issued and outstanding at June 30, 2022 and December 31, 2021 — — Common stock, $ 0.001 par value, 166,666,667 shares authorized, 18,174,182 and 17,860,975 shares issued and outstanding at June 30, 2022 and December 31, 2021, respectively 18,188 17,861 Treasury stock ( 13 ) — Additional paid-in-capital 183,698,497 166,615,514 Accumulated deficit ( 42,899,470 ) ( 35,253,658 ) Total Stockholders’ Equity $ 140,817,202 $ 131,379,717 TOTAL LIABILITIES AND STOCKHOLDERS’ EQUITY $ 147,448,264 $ 140,985,192 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 June 30, For the Six Months Ended June 30, 2022 2021 2022 2021 Net Revenue $ 13,978,665 $ 13,625,639 $ 27,710,195 $ 24,854,850 Cost of revenues 4,988,716 5,580,964 10,618,574 10,685,567 Gross margin 8,989,949 8,044,675 17,091,621 14,169,283 Operating expenses Salaries, wages, & benefits 4,981,549 3,906,796 10,287,416 7,487,612 Stock-based compensation 4,025,323 897,038 7,199,421 1,604,191 Other general and administrative expenses 3,891,607 2,900,702 7,274,416 5,375,649 Total operating expenses 12,898,479 7,704,536 24,761,253 14,467,452 Income (Loss) from operations ( 3,908,530 ) 340,139 ( 7,669,632 ) ( 298,169 ) Other income Interest income 23,816 11,961 23,820 12,892 Income (Loss) before provision for income taxes ( 3,884,714 ) 352,100 ( 7,645,812 ) ( 285,277 ) Income tax benefit — — — — Net Income (Loss) $ ( 3,884,714 ) $ 352,100 $ ( 7,645,812 ) $ ( 285,277 ) Weighted average number of shares outstanding – basic 18,122,500 17,347,096 18,000,958 16,720,114 Weighted average number of shares outstanding – diluted 18,122,500 18,104,807 18,000,958 16,720,114 Income (loss) per share – basic $ ( 0.21 ) $ 0.02 $ ( 0.42 ) $ ( 0.02 ) Income (loss) per share – diluted $ ( 0.21 ) $ 0.02 $ ( 0.42 ) $ ( 0.02 ) 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 SIX MONTHS ENDED JUNE 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 Shares issued for stock options exercised 28,006 28 — — 258,100 — 258,128 Shares issued for restricted stock units vested 13,627 14 — — ( 14 ) — — Stock-based compensation expense — — — — 3,174,098 — 3,174,098 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 Shares issued for stock options exercised 43,701 44 — — 572,303 — 572,347 Shares issued for acquisition 240,741 241 — — 9,374,214 — 9,374,455 Repurchase of common stock — — ( 12,868 ) ( 13 ) ( 321,041 ) — ( 321,054 ) Stock-based compensation expense — — — — 4,025,323 — 4,025,323 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 The accompanying notes are an integral part of these condensed consolidated financial statements. 4 OPTIMIZERx CORPORATION CONDENSED CONSOLIDATED STATEMENTS OF CHANGES IN STOCKHOLDERS’ EQUITY FOR THE THREE AND SIX MONTHS ENDED JUNE 30, 2021 (UNAUDITED) Common Stock Additional Paid in Accumulated Shares Amount Capital Deficit Total Balance January 1, 2021 15,223,340 $ 15,223 $ 85,590,428 $ ( 35,631,737 ) $ 49,973,914 Public offering of common shares, net of offering costs 1,523,750 1,524 70,670,012 — 70,671,536 Shares issued as board compensation 2,695 3 124,991 — 124,994 Shares issued for stock options exercised 510,803 511 1,119,500 — 1,120,011 Stock-based compensation expense — — 582,159 — 582,159 Net loss — — — ( 637,377 ) ( 637,377 ) Balance March 31, 2021 17,260,588 $ 17,261 $ 158,087,090 $ ( 36,269,114 ) $ 121,835,237 Shares issued as board compensation 2,035 2 125,089 — 125,091 Shares issued for stock options exercised 232,806 232 1,590,535 — 1,590,767 Stock-based compensation expense — — 771,947 — 771,947 Net income — — — 352,100 352,100 Balance June 30, 2021 17,495,429 $ 17,495 $ 160,574,661 $ ( 35,917,014 ) $ 124,675,142 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 Six Months Ended June 30, 2022 2021 CASH FLOWS FROM OPERATING ACTIVITIES: Net loss $ ( 7,645,812 ) $ ( 285,277 ) Adjustments to reconcile net loss to net cash provided by operating activities: Depreciation and amortization 1,049,656 1,054,138 Stock-based compensation 7,199,421 1,354,106 Stock issued for board service — 250,085 Provision for loss on accounts receivable 98,727 40,000 Changes in: Accounts receivable 5,969,009 ( 88,221 ) Prepaid expenses and other assets 1,266,478 1,332,132 Accounts payable 64,232 187,211 Revenue share payable ( 2,001,379 ) ( 1,628,556 ) Accrued expenses and other liabilities ( 1,264,045 ) ( 393,778 ) Operating leases, net 74 — Deferred revenue ( 347,989 ) 33,814 NET CASH PROVIDED BY OPERATING ACTIVITIES 4,388,372 1,855,654 CASH FLOWS USED IN INVESTING ACTIVITIES: Purchase of property and equipment ( 41,335 ) ( 43,654 ) EvinceMed acquisition ( 2,000,000 ) — Purchase of intangible assets, including intellectual property rights ( 145,257 ) ( 176,822 ) NET CASH USED IN INVESTING ACTIVITIES ( 2,186,592 ) ( 220,476 ) CASH FLOWS PROVIDED BY FINANCING ACTIVITIES: Proceeds from public offering of common stock, net of offering costs — 70,671,536 Repurchase of common stock ( 321,054 ) — Proceeds from exercise of stock options 830,474 2,710,778 Payment of contingent consideration — ( 1,610,813 ) NET CASH PROVIDED BY FINANCING ACTIVITIES 509,420 71,771,501 NET INCREASE IN CASH AND CASH EQUIVALENTS 2,711,200 73,406,679 CASH AND CASH EQUIVALENTS - BEGINNING OF PERIOD 84,681,770 10,516,776 CASH AND CASH EQUIVALENTS - END OF PERIOD $ 87,392,970 $ 83,923,455 SUPPLEMENTAL CASH FLOW INFORMATION: Cash paid for interest $ — $ — 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 $ — $ — Lease liabilities arising from right of use assets $ — $ — The accompanying notes are an integral part of these condensed consolidated financial statements. 6 OPTIMIZERx CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) JUNE 30, 2022 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 six months ended June 30, 2022 and 2021 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 June 30, 2022, and our results of operations, changes in stockholders’ equity, and cash flows for the six months ended June 30, 2022 and 2021, have been made. Those adjustments consist of normal and recurring adjustments. The condensed consolidated balance sheet as of December 31, 2021, has been derived from the audited condensed consolidated 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 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 financial statements and notes thereto included in our Annual Report on Form 10-K for the fiscal year ended December 31, 2021, as filed with the U.S. Securities and Exchange Commission on February 28, 2022. The results of operations for the six months ended June 30, 2022, are not necessarily indicative of the results to be expected for the full year. NOTE 2 – NEW ACCOUNTING STANDARDS In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes . ASU 2019-12 is intended to improve consistent application and simplify the accounting for income taxes. ASU 2019-12 removes certain exceptions to the general principles in Topic 740 and clarifies and amends existing guidance. ASU 2019-12 is effective for annual and interim reporting periods beginning after December 15, 2020, with early adoption permitted. The Company adopted this standard effective January 1, 2021. The adoption of this standard did not have a material effect on our financial position, results of operations, or cash flows. Not Yet Adopted ASU Topic 2021-08, Business Combinations (Topic 805), Accounting for Contract Assets and Contract Liabilities from Contracts with Customers , which 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 is effective for the Company’s fiscal year beginning January 1, 2023, with early adoption permitted. The Company is currently evaluating the effect of this pronouncement on its Consolidated Financial Statements, but it is not expected to have a material impact. NOTE 3 - ACQUISITIONS On April 14, 2022, we completed the acquisition of substantially all of the assets of EvinceMed Corp., a privately held leading provider of delivering end-to-end automation for specialty pharmaceutical transactions. We completed the acquisition to expand the breadth of the solutions we offer our customers, particularly where specialty medications are involved, The acquisition includes the full Market Access Management Platform for supporting pharma manufacturers, hub providers and pharmacies to improve patient access, speed to therapy and activation of affordability programs. With the EvinceMed platform, OptimizeRx is able to help patients get access to the drugs they need by simplifying the prescribing process for specialty medications, automating manual steps to determine drug eligibility and affordability, and introducing electronic enrollment and medical documentation within workflow across the OptimizeRx network of electronic health record (EHR) systems, ePrescribing platforms, and account-based marketing technologies. The consideration was comprised of $ 2.0 million in cash, the issuance of 240,741 shares of common stock valued at $ 9,374,455 , and $ 708,334 of amounts previously paid. The total purchase price was $ 12,082,788.54 . Of the 240,741 shares of common stock, 185,185 were issued at closing and 55,556 were issued but held back to secure potential adjustments to the purchase price that may result from the indemnification obligations of EvinceMed and the EvinceMed shareholder indemnitors. The holdback amount will be released twelve months from the closing, subject to any adjustments for the payment by EvinceMed and the shareholder indemnitors for its and their indemnification obligations. The purchase price was allocated to acquired technology totaling $ 4,149,000 with an estimated useful life of 8 years and the remaining $ 7,933,789 was allocated to goodwill. Goodwill represents the processes and synergies expected by integrating those processes with our own. The full amount of goodwill will be deductible for tax purposes using a fifteen year life. The increase in goodwill for the period is fully accounted for by this acquisition. We determined pro forma data was immaterial for financial reporting purposes. The initial accounting is provisional and subject to change based on the completion of formal valuations. Acquisition costs of approximately $ 19,739 were expensed as incurred. 7 OPTIMIZERx CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) JUNE 30, 2022 NOTE 4 – 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 $ 3,847,737 and $ 2,110,865 at June 30, 2022, and December 31, 2021, 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 our revenue recognition policy. Deferred revenue was $ 1,041,919 and $ 1,389,907 as of June 30, 2022 and December 31, 2021, 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 quarter ended June 30. 2022 2021 Balance January 1 $ 1,389,907 $ 285,795 Revenue recognized ( 6,013,181 ) ( 3,361,479 ) Amount collected 5,916,318 3,523,824 Balance March 31 $ 1,293,044 $ 448,140 Revenue recognized ( 7,373,802 ) ( 1,962,240 ) Amount collected 7,122,677 1,833,709 Balance June 30 $ 1,041,919 $ 319,609 The majority of our revenue is earned from life sciences companies, such as pharmaceutical and biotech companies, or medical device makers. A small portion of our revenue is earned from other sources, such as associations and technology companies. A break down is set forth in the table below. Three Months Ended June 30, Six Months Ended June 30, 2022 2021 2022 2021 Revenue from: Life Science Companies $ 13,138,681 $ 13,313,044 $ 26,519,358 $ 24,256,404 Other 839,984 312,595 1,190,837 598,446 Total Revenue $ 13,978,665 $ 13,625,639 $ 27,710,195 $ 24,854,850 NOTE 5 – LEASES We have operating leases for office space in two multitenant facilities with lease terms greater than 12 months, which are recorded as assets and liabilities on our condensed consolidated balance sheets. These leases include our corporate headquarters, located in Rochester, Michigan, and a technical facility in Zagreb, Croatia. We also had a lease on office space in Cranbury, New Jersey, which expired in January 2022. We did not renew the New Jersey lease. For leases that contain renewal options, we have only assumed renewal for the headquarters 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 and occasional rent for transient meeting and office spaces in shared office space facilities. 8 OPTIMIZERx CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) JUNE 30, 2022 For the three and six months ended June 30, 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: Three Months Ended June 30, 2022 Six Months Ended June 30, 2022 Operating lease cost $ 23,333 $ 49,747 Short-term lease cost 13,807 21,899 Total lease cost $ 37,140 $ 71,646 The table below presents the future minimum lease payments to be made under operating leases as of June 30, 2022: As of June 30, 2022 2022 49,010 2023 98,019 2024 80,177 2025 70,224 Total 297,430 Less: discount 19,955 Total lease liabilities $ 277,475 The weighted average remaining lease term at June 30, 2022 for operating leases is 3.2 years and the weighted average discount rate used in calculating the operating lease asset and liability is 4.5 %. Cash paid for amounts included in the measurement of lease liabilities was $ 45,599 and $ 62,069 for the six months ended June 30, 2022 and 2021, respectively. For the six months ended June 30, 2022 and 2021, payments on lease obligations were $ 52,168 and $ 71,397 , respectively, and amortization on the right of use assets was $ 52,662 and $ 60,013 , respectively. NOTE 6 – STOCKHOLDERS’ EQUITY During the quarters ended June 30, 2022 and March 31, 2022, we issued 43,701 and 28,006 shares of our common stock, respectively, and received proceeds of $ 572,347 and $ 258,128 , respectively, in connection with the exercise of stock options under our 2013 equity incentive plan. During the quarters ended June 30, 2021 and March 31, 2021, we issued 232,806 shares and 510,803 shares of our common stock, respectively, and received proceeds of $ 1,590,767 and $ 1,120,011 , respectively, in connection with the exercise of stock options under our 2013 equity incentive plan. Of the shares issued in the quarter ended March 31, 2021, a total of 368,329 shares were issued in a cashless transaction related to 394,739 expiring options using the net settled method whereby 26,410 options were used to pay the purchase price. The remaining 116,064 shares issued in connection with the exercise of options were all issued for cash. During the quarter ended June 30, 2022, the Board authorized a share repurchase program, under which the Company may repurchase up to $ 20 million of its outstanding common stock. Through June 30, 2022, we repurchased 12,868 shares of our common stock for a total of $ 321,054 . These shares were recorded as Treasury Shares using the par value method. During the quarter ended March 31, 2021, in an underwritten primary offering, we issued 1,523,750 shares of our common stock for gross proceeds of $ 75,425,625 . In connection with this transaction, we incurred equity issuance costs of $ 4,754,089 related to payments to the underwriter, advisors and legal fees associated with the transaction, resulting in net proceeds to the Company of $ 70,671,536 . Our previous director’s compensation plan called for issuance of shares of common stock each quarter to each independent director. In 2021, we issued 2,695 shares valued at $ 124,994 in the quarter ended March 31, 2021 and 2,035 shares valued at $ 125,091 in the quarter ended June 30, 2021. Our current non-employee director's compensation program calls for the grant of restricted stock units with a one year vesting period. Therefore, no shares were issued to our independent directors during the periods ending March 31 and June 30, 2022. 9 OPTIMIZERx CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) JUNE 30, 2022 NOTE 7 – STOCK BASED COMPENSATION We use the fair value method to account for stock-based compensation, including both options and restricted stock units. We recorded $ 2,242,553 and $ 954,434 in compensation expense in the six months ended June 30, 2022 and 2021, respectively, related to options issued under our equity compensation plans. This includes expense related to options issued in prior years for which the requisite service period for those options includes the current period as well as options issued in the current period. During the three months ended June 30, 2022, we granted certain performance based 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. The fair value of these instruments was calculated using the Black-Scholes option pricing model. There is $ 12,883,915 of remaining expense related to unvested options to be recognized in the future over a weighted average period of 2.3 years. The total intrinsic value of outstanding options at June 30, 2022 was $ 4,451,689 . We recorded $ 4,956,868 and $ 399,672 in compensation expense related to restricted stock units in the six months ended June 30, 2022 and 2021, respectively. These units vest over time, based on market conditions, or when certain performance requirements are met. We issued 13,627 shares during the period ended March 31, 2022 for restricted stock units vested. Of the $ 4,956,868 recorded in compensation expense, $ 3,023,422 is related to market-based equity grants. There was no expense recorded in relation to the performance based grants. The expense related to the market-based grants was calculated using a Monte Carlo simulation. There is $ 20,877,781 of remaining expense related to unvested restricted stock units to be recognized in the future over a weighted average period of 2.2 years. NOTE 8 – EARNINGS (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 includable 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. The following table sets forth the computation of basic and diluted net loss per share. Three Months Ended June 30, Six Months Ended June 30, 2022 2021 2022 2021 Numerator Net income (loss) $ ( 3,884,714 ) $ 352,100 $ ( 7,645,812 ) $ ( 285,277 ) Denominator Weighted average shares outstanding used in computing net loss per share Basic 18,122,500 17,347,096 18,000,958 16,720,114 Effect of dilutive stock options, warrants, and unvested restricted stock unit awards — 757,711 — — Diluted 18,122,500 18,104,807 18,000,958 16,720,114 Net income (loss) per share Basic $ ( 0.21 ) $ 0.02 $ ( 0.42 ) $ ( 0.02 ) Diluted $ ( 0.21 ) $ 0.02 $ ( 0.42 ) $ ( 0.02 ) No calculation of diluted earnings per share is included for 2022 or the six months ended June 30, 2021, as the effect of the calculation would be anti-dilutive. 10 OPTIMIZERx CORPORATION NOTES TO THE CONDENSED CONSOLIDATED FINANCIAL STATEMENTS (UNAUDITED) JUNE 30, 2022 The number of common shares potentially issuable upon the exercise of certain options or for unvested restricted stock unit awards are reflected in the table below. Three Months Ended June 30, Six Months Ended June 30, 2022 2021 2022 2021 Weighted average number of shares for the periods ended Options 156,018 659,700 176,996 652,103 Unvested restricted stock unit awards 63,541 98,011 77,221 94,942 Total 219,559 757,711 254,217 747,045 NOTE 9 – CONTINGENCIES Litigation The Company is not currently involved in any material legal proceedings. NOTE 10 – INCOME TAXES As discussed in our annual report on Form 10-K for the year ended December 31, 2021, we had net operating loss carry-forwards for federal income tax purposes of $ 26.4 million as of December 31, 2021. Accordingly, no federal income tax expense or benefit is recorded in the current period. NOTE 11 – SUBSEQUENT EVENTS In July 2022, we received proceeds of $ 219,630 and issued 68,751 shares of common stock in conjunction with the exercise of stock options. We have purchased 219,877 shares of our common stock for an average price of $ 22.91 . Period Total Number of Shares Purchased (1) Average Price Paid per Share Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs (1) Maximum Number (or Approximate Dollar Value) of Shares that May Yet Be Purchased Under the Plans or Programs (1) 7/1/22 - 7/31/22 151,815 $ 22.42 151,815 $ 16,274,782 8/1/22 - 8/8/22 68,062 $ 23.98 68,062 $ 14,642,602 In accordance with ASC 855-10, we have analyzed events and transactions that occurred subsequent to June 30, 2022 through the date these financial statements were issued and have determined that we do not have any other material subsequent events to disclose or recognize in these financial statements. 11 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: disruptions to our business or the business of our customers due to the global pandemic; 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; 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 candidates, complete acquisitions or integrate acquisitions successfully; inability to attract and retain 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; 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, 2021. 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. 12 Overview OptimizeRx Corporation is a digital health technology company incorporated in the State of Nevada. We enable 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. COVID-19 The COVID-19 pandemic has continued to create unprecedented challenges in the healthcare industry which has increased the demand for unique solutions ranging from access to accurate and timely information to increasing the accessibility of medications and care management. The COVID-19 pandemic did not have a material net impact on our financial statements during the first and second quarters of 2022. We continue to monitor the impact of COVID-19 on our operations and key stakeholders. The Company cannot reasonably predict the ultimate impact of the COVID-19 pandemic, including the extent of any impact on our business, results of operations and financial condition, which will depend on, among other things, the duration and spread of the pandemic, the impact of governmental regulations that have been, and may continue to be, imposed in response to the pandemic, the effectiveness of actions taken to contain or mitigate the outbreak, the acceptance, safety and efficacy of vaccines, and global economic conditions. Company Highlights through July 2022 1. Generated sales of $14.0 million for the quarter ended June 30, 2022, a 2.59% increase over the same period in 2021. 2. Generated sales of $27.7 million for the six months ended June 30, 2022, a 11.49% increase over the same period in 2021. 3. Achieved positive cash flow from operations of $4.4 million for the six months ended June 30, 2022. 4. Acquired the EvinceMed platform and related assets. 5. Introduced new key performance indicators to increase transparency and provide investors additional ways to chart our ability to execute against our “land and expand” strategy. 6. Published Company’s first Environmental, Social and Governance (ESG) Report. Key Performance Indicators We developed a number of key performance indicators in the first quarter of the year and intend to monitor these going forward, to evaluate our business, measure our performance, identify trends affecting our business and make strategic decisions. 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 2020 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. Rolling Twelve Months Ended June 30, 2022 2021 Average revenue per top 20 pharmaceutical manufacturer $ 2,389,969 $ 2,361,254 13 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 2020 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. The increase from twelve months ended June 30, 2021 to the twelve months ended June 30, 2022 reflects continued penetration into this core customer base and reflects two new top 20 pharma customers in the twelve months ended June 30, 2022. Rolling Twelve Months Ended June 30, 2022 2021 Percent of top 20 pharmaceutical manufacturers that are customers 95 % 85 % 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 2020 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. Rolling Twelve Months Ended June 30, 2022 2021 Percent of total revenue attributable to top 20 pharmaceutical manufacturers 71 % 77 % 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 June 30, 2021 was higher as a result of unplanned disruption to the industry caused by the Covid-19 pandemic. Our customers shifted funds previously designated for in-person events to digital marketing throughout the initial quarters of the pandemic. By the middle of 2021, while the pandemic continued, there was less disruption and customers shift towards digital solutions became more normalized. Rolling Twelve Months Ended June 30, 2022 2021 Net revenue retention 113 % 170 % 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 has remained consistently strong in comparing year over year data. Rolling Twelve Months Ended June 30, 2022 2021 Revenue per average full-time employee $ 661,319 $ 668,395 14 Results of Operations for the Three and Six Months Ended June 30, 2022 and 2021 Revenues Our total revenue for the three months ended June 30, 2022 was approximately $14.0 million, an increase of 2.6% over the approximately $13.6 million from the same period in 2021. Our total revenue for the six months ended June 30, 2022 was approximately $27.7 million, an increase of 11.5% over the approximately $24.9 million from the same period in 2021. The increased revenue resulted from increases in sales of our access solutions. We expect that our revenues will grow for the balance of 2022 as a result of the new clients we secured in the first half of the year as well as those we expect to pick up for the remainder of the year. In addition, we believe that the foundations we laid in the first half of the year, will result in steady growth for the second half of the year. Cost of Revenues The cost of revenue decreased from $5.6 million to $5.0 million primarily as a result of the solution and channel mix, in the quarter ended June 30, 2022, as compared to the same period in 2021. The cost of revenue for the six month period ended June 30, 2022 decreased from $10.7 million to $10.6 million, as compared to the same period in 2021. This improvement was a result of solution mix, both as it relates to solutions and the partners through which the messages are delivered and increases in the type of services we provide that are not subject to revenue share. Additional discussion is included in the gross margin section below. For the Three Months Ended June 30, For the Six Months Ended June 30, 2022 2021 2022 2021 Cost of Revenues % 35.7 % 41.0 % 38.3 % 43.0 % Gross Margin % 64.3 % 59.0 % 61.7 % 57.0 % Gross Margin As reflected in the table above, our gross margin, which is the difference between our revenues and our cost of revenues, increased for the quarter ended June 30, 2022, compared with the prior year, as a result of solution mix. In general, there has been an increase in the percentage of activity flowing through our lower cost channels compared with a year ago. Additionally, revenue increases in our access solutions includes a much higher percentage of program design, which carries a higher margin than the delivery of the actual messages. We expect our gross margin to remain relatively constant for the balance of the year. Operating Expenses Operating expenses increased from approximately $7.7 million for the three months ended June 30, 2021 to approximately $12.9 million for the same period in 2022, an increase of approximately 67%. Operating expenses increased from approximately $14.5 million for the six months ended June 30, 2021 to approximately $24.8 million for the same period in 2022, an increase of approximately 71%. This increase in expense is due to investment in, and expansion of, our workforce to enable future growth. Stock based compensation, a noncash expense, had the greatest increase over prior year and is discussed in greater detail below. 15 The detail of expenditures by major category is reflected in the table below. Three Months Ended June 30, Six Months Ended June 30, 2022 2021 2022 2021 Salaries, Wages, & Benefits $ 4,981,549 $ 3,906,796 $ 10,287,416 $ 7,487,612 Stock-Based Compensation 4,025,323 897,038 7,199,421 1,604,191 Contractors and Consultants 583,458 486,577 1,010,084 785,963 Travel 206,478 48,925 317,996 58,755 Board Compensation 99,625 61,250 161,500 122,500 Professional Fees 434,780 448,598 923,707 769,818 Investor Relations 50,701 51,019 101,422 97,306 Advertising and Promotion 340,628 255,680 576,268 384,565 Technology Infrastructure Costs 602,917 256,291 1,212,546 469,570 Integration Incentives 443,889 244,600 869,444 563,158 Data 89,586 257,484 268,295 545,396 Office, Facility, and Other 461,428 262,320 783,498 524,480 Depreciation and Amortization 578,117 527,958 1,049,656 1,054,138 Total Operating Expense $ 12,898,479 $ 7,704,536 $ 24,761,253 $ 14,467,452 The increase in operating expense related to salaries, wages, and benefits and other human resource related costs is due to the expansion of our team to support additional growth. We expect our compensation expense for the remaining two quarters of 2022 to only be marginally higher to the expenses recognized for the period ended June 30, 2022. Since June 30, 2021, we have added to our staff in several key areas, including product development, sales, and IT, and the addition of our Chief Financial Officer/Chief Operations Officer. During the past 12 months we hired 26 net additional employees. Stock-based compensation increased by $3.1 million from $0.9 million for the three months ended June 30, 2021 to $4.0 million for the same period in 2022 and by $5.6 million from $1.6 million for the six months ended June 30, 2021 to $7.2 million for the same period in 2022. Stock based compensation is awarded to all full-time employees upon their start date as well as to certain key employees to encourage high performance. In the fourth quarter of 2021, we issued a significant market-based grant with a requisite service period of less than 3 years. The expense for the market-based award is amortized over the expected service period. The impact on year to date expense is $3.0 million. Contractors and consultants increased compared to the same period in prior year as we have incurred consulting costs associated with building a scalable infrastructure and increased development work for customers and channels. Travel expenses increased significantly as a result of relaxed travel restrictions related to the Covid-19 pandemic. Professional fees increased 20% for the six month period over prior year primarily as a result of fees related to management’s assessment of internal controls and external audit fees due to Sarbanes-Oxley. Previously we were exempt from the Sarbanes-Oxley Act Section 404B requirement. For the three month period ended June 30, 2022, professional fees were consistent with the same period in 2021. Our advertising and promotion increased over the same period prior year as we continue to invest in growth initiatives. The increase is also partially attributed to attendance at and sponsorships of in-person conferences in the first half of 2022 compared to virtual conferences from the first half of 2021 when travel and in-person events were still restricted. Technology infrastructure costs increased due to continued investment in our operating systems to facilitate new products as well as the implementation of additional software products to increase efficiency and information dissemination. Integration incentives, which represent payments to partners for access and/or exclusivity, increased because of new agreements signed in the second half of 2021. These payments are usually made in lump sums and expensed over the term of the contracts. These expenses are an important part of our ability to expand our network. Data costs decreased from the same period in the prior year as we have continued to evaluate our data vendors and partner with the most effective and relevant providers. 16 All other variances in the table above are the result of normal fluctuations in activity. We expect our operating expenses in the second half of 2022 to be marginally higher than that of the six month period ending June 30, 2022. Net Income (Loss) We had a net loss of approximately $3.9 million for the three months ended June 30, 2022, as compared to net income of approximately $0.4 million during the same period in 2021. We had a net loss of approximately $7.6 million for the six months ended June 30, 2022, as compared to a net loss of approximately $0.3 million during the same period in 2021. The reasons and specific components associated with the change are discussed above. Overall, the net loss resulted from significant investments made in our people and technology infrastructure. The net loss reflected in the 2022 periods were effected by significant noncash expenses of $4.7 million and $8.3 million for the three and six month periods, respectively. Liquidity and Capital Resources As of June 30, 2022, we had total current assets of approximately $110.4 million, compared with current liabilities of approximately $6.4 million, resulting in working capital of approximately $104.0 million and a current ratio of approximately 17.1 to 1. This represents an increase from our working capital of approximately $105.7 million and current ratio of 12.3 to 1 at December 31, 2021. Our operating activities provided $4.4 million during the six months ended June 30, 2022, compared with $1.9 million in the same period in 2021. We had a net loss of $7.6 million for the six month period ended June 30, 2022, but non-cash expenses of $8.3 million and working capital generated by the collection of receivables offset the loss. The cash provided in the 2021 period was the result of our net loss increased by non-cash expenses, partially offset by working capital used in the reduction of liabilities. We had proceeds from financing activities of approximately $0.5 million during the six months ended June 30, 2022. We collected $0.8 million related to the exercise of stock options during the period, partially offset by $0.3 million used to repurchase 12,868 shares of common stock. For the same period in 2021, we raised $70.7 million in a public offering of our common stock as well as generated $2.7 million from the issuance of shares related to the exercise of stock options. These proceeds in 2021 were partially offset by the payment of $1.6 million in earnout payments from a previous acquisition. We believe that funds generated from operations, together with existing cash, will be sufficient to finance our current operations and planned growth 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 or equity financing to supplement cash from operations to fund acquisitions or strategic partner relationships, make capital expenditures, and satisfy working capital needs. We currently have an effective shelf registration statement, which allows us to issue, in unlimited amounts, securities, including common stock, preferred stock, debt securities, warrants, and units. Critical Accounting Policies 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, 2021 (2021 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 2021 Annual Report on Form 10-K. Our critical accounting policies are described in Management’s Discussion and Analysis included in the 2021 Annual Report on Form 10-K. Recently Issued Accounting Pronouncements In December 2019, the FASB issued ASU No. 2019-12, Income Taxes (Topic 740): Simplifying the Accounting for Income Taxes . ASU 2019-12 is intended to improve consistent application and simplify the accounting for income taxes. ASU 2019-12 removes certain exceptions to the general principles in Topic 740 and clarifies and amends existing guidance. ASU 2019-12 was effective for annual and interim reporting periods beginning after December 15, 2020, with early adoption permitted. The adoption of this standard did not have a material effect on our financial position, results of operations, or cash flows. 17 Not Yet Adopted ASU Topic 2021-08, Business Combinations (Topic 805), Accounting for Contract Assets and Contract Liabilities from Contracts with Customers , which 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 is effective for the Company’s fiscal year beginning January 1, 2023, with early adoption permitted. The Company is currently evaluating the effect of this pronouncement on its Consolidated Financial Statements, but it is not expected to have a material impact. Off Balance Sheet Arrangements As of June 30, 2022, there were no off-balance sheet arrangements. Item 3. Quantitative and Qualitative Disclosures about Market Risk We have market risk exposure related to foreign currency exchange rates. Market risk is the potential negative impact of adverse changes in these prices or rates on our Consolidated Financial Statements. We are subject to foreign currency exchange rate risk because we have foreign subsidiaries that are cost centers and pay certain expenses in foreign currencies. To manage exchange rate risk, we may enter into derivative contracts, however, historically, this risk has been insignificant and we have not entered into any derivative contracts. 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 have 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 effective at the reasonable assurance level. Changes in Internal Control over Financial Reporting 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 June 30, 2022 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. 18 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, 2021 Developments in the rapidly changing healthcare industry could adversely affect our business. Most of our revenue is derived from pharmaceutical manufacturers and could be affected by changes affecting the broader healthcare industry, including decreased spending in the industry overall. General reductions in expenditures by healthcare industry participants could result from, among other things: General reductions in expenditures by healthcare industry participants could result from, among other things: – Government regulation or private initiatives that affect the manner in which healthcare industry participants interact with consumers and the general public; – Government regulation prohibiting the use of coupons by patients covered by federally funded health insurance programs; – Consolidation of healthcare industry participants; – Reductions in governmental funding for healthcare; and – Adverse changes in general business or economic conditions affecting healthcare industry participants. Even if general expenditures by industry participants remain the same or increase, developments in the healthcare industry may result in reduced spending in some or all of the specific market segments that we serve now or may serve in the future. For example, use of our solutions and services could be affected by: – A decrease in the number of new drugs or medical devices coming to market; and – A decrease in marketing expenditures by pharmaceutical or medical device companies. The healthcare industry has changed significantly in recent years, and we expect that significant changes will continue to occur. However, the timing and impact of developments in the healthcare industry are difficult to predict. We cannot assure you that the demand for our solutions and services will continue to exist at current levels or that we will have adequate technical, financial and marketing resources to react to changes in the healthcare industry. 19 If we are unable to maintain our contracts with electronic prescription platforms, our business will suffer. We are reliant upon our contracts with leading electronic prescribing (“ERx”) platforms and electronic health record (“EHR”) systems to generate our revenues received from customers. Such arrangements subject us to a number of risks, including the following: – Our ERx and EHR partners may experience financial, regulatory or operational difficulties, which may impair their ability to focus on and fulfill their contract obligations to us; – Legal disputes or disagreements, including the ownership of intellectual property, may occur with one or more of our ERx or EHR partners and may lead to lengthy and expensive litigation or arbitration; – Significant changes in an ERx or EHR partner’s business strategy may adversely affect a partner’s willingness or ability to satisfy obligations under any such arrangement; and – The failure of an ERx or EHR partner to provide accurate and complete financial information to us or to maintain adequate and effective internal control over its financial reporting may negatively affect our ability to meet our financial reporting obligations as required by the SEC; and – An ERx or EHR partner could terminate the partnership arrangement, which could negatively impact our ability to sell our solutions and achieve revenues. We will need to maintain these relationships as well as diversify them. The inability to do so could adversely impact our business. We generated 53.9% and 52.7% of our revenue through our largest partner in 2021 and 2020, respectively. 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, 2021 and the above risk factors, each of which could materially affect our business, financial condition or future results. Such risks 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. Item 2. Unregistered Sales of Equity Securities and Use of Proceeds Issuer Purchases of Equity Securities During the three months ended June 30, 2022, we purchased shares of our common stock as follows: Period Total Number of Shares Purchased (1) Average Price Paid per Share Total Number of Shares Purchased as Part of Publicly Announced Plans or Programs (1) Maximum Number (or Approximate Dollar Value) of Shares that May Yet Be Purchased Under the Plans or Programs (1) 4/1/22 - 4/30/22 — $ — — $ 20,000,000 5/1/22 - 5/31/22 2,493 $ 24.99 2,493 $ 19,937,706 6/1/22 - 6/30/22 10,375 $ 24.92 10,375 $ 19,679,204 (1) On May 17, 2022, we announced that our Board of Directors had authorized the repurchase of up to $20 million of our outstanding common stock. Under this program, share repurchases may be made from time to time depending on market conditions, share price and availability and other factors at our discretion. This stock repurchase authorization expires on the earlier of May 17 , 2023, or when the repurchase of $20 million of shares of our common stock has been reached. Our stock repurchases may take place in open market transactions or privately negotiated transactions in accordance with applicable securities and other laws. 20 Item 3. Defaults upon Senior Securities None Item 4. Mine Safety Disclosure N/A Item 5. Other Information None Item 6. Exhibits Exhibit Number Description of Exhibit 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) ** Provided herewith 21 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: August 9, 2022 By: /s/ William J. Febbo William J. Febbo Title: Chief Executive Officer (principal executive officer) OptimizeRx Corporation Date: August 9, 2022 By: /s/ Edward Stelmakh Edward Stelmakh Title: Chief Financial Officer and Chief Operations Officer (principal financial and accounting officer) 22