DEF: Signing Day Sports Seeks Shareholder Approval for Key Capital & Equity Plans

Sentiment:

Proxy Statement


Signing Day Sports, Inc. calls for its Annual Meeting to vote on director elections, auditor ratification, a substantial increase in its equity incentive plan, and a potentially dilutive $10 million stock issuance agreement.

Delay expectedThe filing deadline for the registration statement related to the Purchase Agreement with Helena Global Investment Opportunities 1 Ltd. was originally within 30 calendar days of July 21, 2025, but was waived to September 3, 2025, by a Limited Waiver Agreement dated August 18, 2025.
Capital raiseThe company has entered into a Purchase Agreement with Helena Global Investment Opportunities 1 Ltd. to potentially raise up to $10,000,000 through the issuance and sale of common stock.The issuance of 20% or more of the company's outstanding common stock under this agreement requires stockholder approval to comply with NYSE American LLC Company Guide Section 713.As consideration for the agreement, 50,000 commitment fee shares (valued at $97,000 as of July 21, 2025) were issued to Helena.The company will pay Maxim Group LLC a 3.5% cash fee on gross proceeds and reimburse up to $50,000 in expenses for acting as the exclusive placement agent for this transaction.
Worse than expectedThe company is seeking approval for a potentially highly dilutive capital raise of up to $10,000,000, which, if fully utilized, would significantly increase the outstanding share count and dilute existing shareholders' ownership.The proposed increase in the equity incentive plan's share reserve from 93,750 to 1,000,000 shares represents a substantial potential for further dilution, indicating a significant need for equity-based compensation to attract and retain talent, possibly due to competitive pressures or financial constraints.The company has a history of financial challenges, including two reverse stock splits (1-for-5 in April 2023 and 1-for-48 in November 2024) and a 'going concern' explanatory paragraph from its former auditor for the fiscal year ended December 31, 2021, suggesting ongoing financial instability or significant funding requirements.The extensive list of related-party transactions, particularly loans from the CEO and his entities, indicates a reliance on internal financing, which can be a red flag for a company's ability to secure external, arm's-length funding on favorable terms.

Summary

  • The Annual Meeting of Stockholders will be held on November 17, 2025, at 10:00 a.m. Pacific Time, at the company's principal executive offices.
  • Stockholders will vote on the election of five director nominees: Daniel Nelson, Jeffry Hecklinski, Roger Mason Jr., Greg Economou, and Peter Borish.
  • The appointment of BARTON CPA PLLC as the independent registered public accounting firm for the fiscal year ending December 31, 2025, requires ratification.
  • A proposed amendment to the 2022 Equity Incentive Plan seeks to increase the share reserve from 93,750 to 1,000,000 shares of common stock, an increase of 906,250 shares.
  • Approval is sought for the issuance of 20% or more of the company's outstanding common stock as of July 21, 2025, under a Purchase Agreement with Helena Global Investment Opportunities 1 Ltd. to raise up to $10,000,000.
  • The company may also seek approval to adjourn the Annual Meeting if necessary to solicit additional proxies for quorum or for Proposals No. 3 or No. 4.
  • As of the Record Date (September 18, 2025), there were 3,947,781 shares of common stock outstanding.
  • The company effected a 1-for-5 reverse stock split on April 14, 2023, and a 1-for-48 reverse stock split on November 16, 2024.

Sentiment

Score: 3

Explanation: The sentiment is negative due to the significant potential for shareholder dilution from both a large capital raise and a substantial increase in the equity incentive plan. The history of reverse stock splits and past 'going concern' warnings, coupled with reliance on related-party financing, indicates ongoing financial challenges and a precarious position, despite efforts to secure funding and retain talent.

Positives

  • The company is actively seeking capital to finance operations and pursue business growth through the Purchase Agreement with Helena Global Investment Opportunities 1 Ltd.
  • The proposed increase in the equity incentive plan aims to attract, motivate, and retain key personnel, aligning their interests with long-term stockholder value.
  • The Board of Directors has established a robust governance structure with independent directors on key committees (Audit, Compensation, Nominating, Disclosure Controls and Procedures).
  • The company maintains a Code of Ethics and Business Conduct and a Hedging and Pledging Prohibition policy for directors, officers, and key employees.

Negatives

  • The proposed issuance of 20% or more of outstanding common stock under the Purchase Agreement with Helena Global Investment Opportunities 1 Ltd. carries a significant risk of dilution for existing stockholders.
  • The substantial increase in the share reserve for the equity incentive plan (from 93,750 to 1,000,000 shares) also presents a significant potential for future dilution.
  • The company's former auditor, Marcum LLP, included an explanatory paragraph in its 2021 audit report indicating 'substantial doubt as to the Company's ability to continue as a going concern'.
  • Material weaknesses in internal control over financial reporting were identified for the fiscal year ended December 31, 2021, related to period-end financial disclosures and revenue recognition.
  • The company has undergone two reverse stock splits (1-for-5 in April 2023 and 1-for-48 in November 2024), which often indicates a declining stock price and efforts to meet listing requirements.
  • The company has relied heavily on related-party financing, including multiple promissory notes from Daniel Nelson and Daniel Nelson Financial Services, and a secured revolving line of credit guaranteed by Daniel Nelson and his trust.

Risks

  • Significant dilution to existing stockholders if Proposal No. 4 (issuance of 20% or more of common stock) is approved and the company issues the maximum number of shares under the Purchase Agreement.
  • Potential decline in the market price of common stock due to the sale or resale of shares issued in connection with the Purchase Agreement by Helena Global Investment Opportunities 1 Ltd.
  • Inability to raise sufficient funds for operations and growth if Proposal No. 4 is not approved, limiting the company to the Exchange Cap (779,166 shares as of July 21, 2025) under the Purchase Agreement.
  • Risk of not attracting or retaining key personnel if the equity incentive plan (Proposal No. 3) is not approved, as the current share reserve is nearly exhausted.
  • Ongoing financial reporting risks due to previously identified material weaknesses in internal control over financial reporting (ineffective controls over period-end financial disclosures and revenue recognition documentation issues).
  • Reliance on related-party financing could pose conflicts of interest or indicate difficulty securing traditional funding.

Future Outlook

The company aims to secure up to $10,000,000 in capital through a Purchase Agreement with Helena Global Investment Opportunities 1 Ltd. to finance operations and support business growth. It also seeks to significantly expand its equity incentive plan to attract and retain talent, which is deemed critical for long-term success. The company anticipates filing a registration statement for the resale of shares under the Purchase Agreement by September 3, 2025, and maintaining its effectiveness.

Management Comments

  • The Board of Directors believes that having a combined Chief Executive Officer and Chairman (Daniel Nelson) is the appropriate leadership structure for the company at this time, promoting clearer leadership and direction.
  • Management believes the long-term incentive compensation program aligns the interests of management, employees, and stockholders to create long-term stockholder value.
  • Management believes the current amount of shares available for grant under the equity incentive plan is insufficient and that the proposed increase will ensure a sufficient number of shares for future awards.

Industry Context

This proxy statement primarily focuses on corporate governance and financing proposals rather than operational performance or specific industry trends. However, the need for a significant capital raise and a large increase in the equity incentive plan suggests the company is in a growth phase requiring substantial investment, or facing ongoing operational funding needs. The company operates in the sports technology/recruitment sector, as indicated by the backgrounds of its directors (e.g., Jeffry Hecklinski's coaching experience, Roger Mason Jr.'s NBA and sports entertainment background). The dilutive nature of the proposed capital raise is a common challenge for smaller, growth-oriented companies seeking to scale in competitive markets.

Management Changes

RolePrevious PersonNew PersonEffective DateReason
Chief Financial OfficerInterim Chief Financial Officer (Damon Rich)Damon Rich2025-02-04Transition from interim to permanent role, formalized by Executive Employment Agreement.
PresidentGeneral Manager (Jeffry Hecklinski)Jeffry Hecklinski2024-04-09Promotion, formalized by Executive Employment Agreement.
Chief Operating Officer & SecretaryChief of Development (Craig Smith)Craig Smith2024-04-22Promotion to COO, formalized by Executive Employment Agreement. Assumed Secretary role in June 2024.
DirectorGlen KimNA2024-02-12Resignation from the board of directors.

Corporate Governance

Change TypeDescriptionEffective DateImpact Assessment
Committee CompositionPeter Borish appointed Chairman of the Audit Committee. Roger Mason Jr. appointed Chairman of the Compensation Committee. Greg Economou appointed Chairman of the Nominating and Corporate Governance Committee. Craig Smith appointed Chairman of the Disclosure Controls and Procedures Committee.NAStrengthens committee leadership with independent directors and key officers, enhancing oversight functions.
Policy AdoptionBoard of Directors adopted a Clawback Policy in accordance with applicable NYSE American rules, allowing recovery of erroneously awarded incentive-based compensation following an accounting restatement.2023-11-02Enhances corporate accountability and aligns with regulatory best practices for executive compensation.
Policy AdoptionCompany adopted a Hedging and Pledging Prohibition under its Insider Trading Policy, prohibiting directors, officers, and key employees from engaging in short sales, derivative trading, hedging, or pledging company securities.NAAims to align management and director interests with long-term shareholder value by preventing speculative or risk-offsetting transactions with company stock.

Legal Proceedings

  • Settlement of a private lawsuit (Dorsey/Gile Lawsuit) between Dennis Gile (former CEO) and John Dorsey (former CEO), which involved the company repurchasing 12,500 shares from Mr. Gile for $800,000, with $695,000 paid to Mr. Dorsey's attorneys.
  • Settlement of an alleged $50,000 loan dispute between the company and John Dorsey, resulting in a $10,000 cash payment and a $40,000 promissory note from the company to Mr. Dorsey.

Related Party Transactions

  • Daniel Nelson (CEO, Chairman, Director) provided multiple loans to the company: a $100,000 promissory note (September 2024 Note) with 20% monthly interest, fully repaid $197,745 on January 8, 2025; and a $100,000 base principal promissory note (April 2024 Note) with additional advances totaling $77,500 and 3.5% monthly interest, fully repaid $239,662 on January 10/13, 2025.
  • Daniel Nelson Financial Services Inc. (owned by Daniel Nelson) provided a $14,000 non-interest bearing loan (September 2023 Loan), with a remaining balance of $3,530 repaid on March 7, 2025. It also provided a $95,000 promissory note (March 8, 2023) and a $75,000 promissory note (March 1, 2023), both with 6% interest, which were fully repaid.
  • Daniel Nelson, his wife Jodi B. Nelson, and the Nelson Revocable Living Trust guaranteed a $350,000 secured revolving line of credit from Southwest Heritage Bank.
  • The Nelson Trust (co-trustees Daniel Nelson and Jodi B. Nelson) purchased 417 shares of common stock for $100,000 in the company's initial public offering on November 16, 2023.
  • The Nelson Trust's $1,500,000 6% convertible unsecured promissory note automatically converted into 13,750 shares of common stock upon the IPO on November 16, 2023.
  • Daniel Nelson Financial Services Inc. serves as the company's insurance agent for group benefits, receiving payments of $4,537 in 2024 and $4,771 in 2023.
  • Clayton Adams (former director and 5% beneficial owner) received 2,664 shares under a consulting agreement and 13,935 shares (via Birddog Capital, LLC) as a private placement. He also paid $100,000 for a pre-funded warrant to purchase 6,945 shares and purchased 1,042 shares for $250,000 in the IPO.
  • John Dorsey (former CEO, director, and 5% beneficial owner) purchased 417 shares for $100,000 in the IPO.
  • Zone Right, LLC (beneficially owned by former director Glen Kim) purchased 417 shares for $100,000 in the IPO. Its $565,000 6% convertible unsecured promissory note converted into 5,180 shares upon the IPO.
  • Dennis Gile (former CEO, President, Secretary, Chairman, and director) had 12,500 shares repurchased by the company for $800,000, with $695,000 directed to John Dorsey's attorneys as part of a settlement.

Stakeholder Impact

  • Shareholders face significant potential dilution from the proposed capital raise (up to $10,000,000) and the substantial increase in the equity incentive plan (from 93,750 to 1,000,000 shares), which could negatively impact their ownership percentage and the per-share value of their investment.
  • Employees, officers, and directors stand to benefit from the expanded equity incentive plan, which aims to attract, motivate, and retain talent through stock options and awards.
  • The company's ability to finance its operations and pursue growth initiatives is directly tied to the approval of the capital raise, impacting its long-term viability and strategic execution.
  • The appointment of BARTON CPA PLLC as the independent auditor and the disclosure of past internal control weaknesses highlight the company's commitment to financial reporting integrity, which benefits all stakeholders by providing more reliable financial information.

Next Steps

  • Stockholders to vote on the election of five director nominees at the Annual Meeting on November 17, 2025.
  • Stockholders to vote on the ratification of BARTON CPA PLLC as the independent registered public accounting firm for fiscal year ending December 31, 2025.
  • Stockholders to vote on the approval of Amendment No. 1 to the 2022 Equity Incentive Plan to increase the share reserve to 1,000,000 shares.
  • Stockholders to vote on the approval of the issuance of 20% or more of outstanding common stock under the Purchase Agreement with Helena Global Investment Opportunities 1 Ltd.
  • Stockholders to vote on the approval of adjournment of the Annual Meeting if necessary to solicit additional proxies.
  • Company to file a registration statement for the resale of shares under the Purchase Agreement by September 3, 2025.

Key Dates

DateDescription
2021-10-15Company issued a $1,500,000 6% convertible unsecured promissory note to the Nelson Trust.
2021-11-15Company issued a $565,000 6% convertible unsecured promissory note to Zone Right, LLC.
2022-07-11Company issued a $35,000 promissory note to Dennis Gile.
2022-07-11Company issued a $35,000 promissory note to Daniel Nelson.
2022-07-21Alleged $50,000 loan from John Dorsey to the Company.
2022-07-22Daniel Nelson became a member of the board of directors.
2022-08-08Maturity date of promissory notes to Dennis Gile and Daniel Nelson accelerated due to debt convertible into equity issuance.
2022-08-31Company established the Signing Day Sports, Inc. 2022 Equity Incentive Plan.
2022-09-09Roger Mason Jr. granted a stock option to purchase 500 shares of common stock.
2022-09-28Glen Kim granted a stock option to purchase 105 shares of common stock.
2022-11-22Daniel Nelson became Chief Executive Officer.
2023-01-12Settlement Agreement, Release of Claims, and Covenant Not To Sue entered into between the Company and John Dorsey.
2023-02-23Craig Smith became Chief of Development.
2023-03-01Company engaged BARTON CPA PLLC as its new independent registered public accounting firm.
2023-03-01Company issued a $75,000 promissory note to Daniel Nelson Financial Services.
2023-03-06Marcum LLP resigned as the Company's independent registered public accounting firm.
2023-03-07Jeffry Hecklinski employed as General Manager of the Company.
2023-03-08Company issued a $95,000 promissory note to Daniel Nelson Financial Services.
2023-03-14Jeffry Hecklinski granted a stock option to purchase 834 shares of common stock.
2023-03-17Company issued a $10,000 promissory note to Daniel Nelson.
2023-03-21Repurchase and Resignation Agreement dated between the Company and Dennis Gile.
2023-03-29Confidential Mutual General Release and Covenant Not to Sue Agreement entered into between the Company and John Dorsey.
2023-03-31Company paid $800,000 for the repurchase of 12,500 shares of common stock from Dennis Gile.
2023-04-06Promissory note to Dennis Gile repaid.
2023-04-10Company issued Richard Symington an 8% unsecured promissory note for $250,000 and a warrant to purchase 2,084 shares of common stock.
2023-04-14Company effected a one-for-five (1-for-5) reverse stock split of its outstanding common stock.
2023-04-25Company issued a promissory note to Daniel Nelson in the base principal amount of $100,000.
2023-04-26Damon Rich became Interim Chief Financial Officer.
2023-05-01Daniel Nelson advanced $75,000 to the Company under the April 2024 Note.
2023-05-09Greg Economou granted a stock option to purchase 500 shares of common stock.
2023-05-18Promissory note to Daniel Nelson Financial Services (March 1, 2023) fully repaid.
2023-06-19Securities Purchase Agreement between Clayton Adams and Kimsey Ventures LLC.
2023-06-28Secondary Stock Purchase Agreement between Clayton Adams and Matthew Atkinson.
2023-07-23Company issued a promissory note in the amount of $130,000 to Daniel Nelson.
2023-08-18Clayton Adams issued a 15% OID promissory note with principal of $58,824 for gross proceeds of $50,000.
2023-09-11Clayton Adams issued a second 15% OID promissory note with principal of $58,824 for gross proceeds of $50,000.
2023-09-16Daniel Nelson Financial Services made a loan to the Company of $14,000.
2023-10-06Company and Southwest Heritage Bank entered into a $350,000 secured revolving line of credit.
2023-10-10Promissory note to Daniel Nelson Financial Services (March 8, 2023) fully repaid.
2023-10-10Promissory note to Daniel Nelson (July 11, 2022) fully repaid.
2023-11-02Board of Directors adopted a Clawback Policy.
2023-11-13Company issued a settlement notice to holders of 6% convertible unsecured promissory notes.
2023-11-14Listing of common stock on the NYSE American.
2023-11-16Closing of the Company's initial public offering.
2023-11-16Company effected a one-for-forty-eight (1-for-48) reverse stock split of its outstanding common stock.
2023-11-20Company repaid the aggregate balance of $117,648 under the two 15% OID promissory notes to Clayton Adams.
2023-11-22Promissory note to Daniel Nelson (July 23, 2023) repaid.
2023-11-22Promissory note to John Dorsey (January 12, 2023) repaid.
2023-11-22Daniel Nelson granted a stock option to purchase 2,084 shares of common stock.
2023-12-29Company repaid $10,470 of the September 2023 Loan from Daniel Nelson Financial Services.
2024-02-12Glen Kim resigned from the board of directors.
2024-02-15Peter Borish became a director of the Company.
2024-02-27Stockholders approved an amendment to the Plan to increase shares to 46,875.
2024-03-01Peter Borish granted 913 shares of common stock.
2024-03-12Jeffry Hecklinski granted 2,505 shares of restricted common stock.
2024-03-12Craig Smith granted 1,874 shares of restricted common stock.
2024-04-09Executive Employment Agreement dated between the Company and Jeffry Hecklinski, employing him as President.
2024-04-11Daniel Nelson advanced $100,000 to the Company.
2024-04-22Executive Employment Agreement dated between the Company and Craig Smith, employing him as Chief Operating Officer.
2024-05-01Daniel Nelson advanced $75,000 to the Company.
2024-05-24Peter Borish became a director of Laconic Infrastructure Partners Inc.
2024-06-13Jeffry Hecklinski granted 2,084 shares of restricted common stock.
2024-06-13Daniel Nelson granted 4,168 shares of restricted common stock.
2024-06-13Craig Smith granted 2,084 shares of restricted common stock.
2024-06-14Damon Rich granted 417 shares of restricted common stock under a Consulting Agreement.
2024-06-14Daniel Nelson advanced $2,500 to the Company.
2024-06-24Greg Economou became Managing Director, Commercial Ventures of Suns Legacy Partners, L.L.C. d/b/a Player 15 Group.
2024-07-09Amendment No. 1 to Executive Employment Agreement dated between the Company and Daniel Nelson.
2024-07-09Amendment No. 1 to Executive Employment Agreement dated between the Company and Jeffry Hecklinski.
2024-07-09Amendment No. 1 to Executive Employment Agreement dated between the Company and Craig Smith.
2024-07-23Consulting Agreement between the Company and Clayton Adams.
2024-07-23Subscription Agreement between the Company and Clayton Adams.
2024-07-25Amendment No. 1 to Consulting Agreement between the Company and Clayton Adams.
2024-08-02NYSE American authorized the issuance of Birddog Deferred Shares.
2024-08-05Birddog Deferred Shares issued.
2024-09-16Company issued a promissory note to Daniel Nelson in the principal amount of $100,000.
2024-10-10Stockholders approved an amendment and restatement of the Plan to increase shares to 93,750.
2024-10-16Compensation Committee granted 1,459 shares of common stock to Greg Economou.
2024-10-16Compensation Committee granted 1,459 shares of common stock to Roger Mason Jr.
2024-10-16Compensation Committee granted 1,042 shares of common stock to Peter Borish.
2024-10-16Compensation Committee granted 20,832 shares of common stock to Daniel Nelson.
2024-10-16Compensation Committee granted 7,292 shares of common stock to Craig Smith.
2024-10-16Compensation Committee granted 7,286 shares of common stock to Jeffry Hecklinski.
2024-10-16Compensation Committee granted 2,604 shares of common stock to Damon Rich.
2024-11-16Company effected a one-for-forty-eight (1-for-48) reverse stock split of its outstanding common stock.
2025-01-08Company made full payment of $197,745 under the September 2024 Note to Daniel Nelson.
2025-01-10Company made full payment of $239,662 under the April 2024 Note to Daniel Nelson.
2025-02-04Executive Employment Agreement dated between the Company and Damon Rich, employing him as Chief Financial Officer.
2025-02-25Damon Rich became Chief Financial Officer.
2025-03-07Company made full payment of $3,530 under the September 2023 Loan from Daniel Nelson Financial Services.
2025-04-17Compensation Committee approved cash bonuses for Peter Borish ($45,000), Greg Economou ($22,500), Roger Mason ($22,500), Daniel Nelson ($140,000), Damon Rich ($50,000), Jeffry Hecklinski ($95,000), and Craig Smith ($105,000).
2025-07-21Purchase Agreement dated between the Company and Helena Global Investment Opportunities 1 Ltd.
2025-07-21Placement Agency Agreement dated between the Company and Maxim Group LLC.
2025-08-18Limited Waiver Agreement dated between the Company and Helena Global Investment Opportunities 1 Ltd., waiving registration statement filing deadline to September 3, 2025.
2025-08-22Board of Directors approved proposed Amendment No. 1 to the Plan, contingent on stockholder approval.
2025-09-03New deadline for filing registration statement for Helena Global Investment Opportunities 1 Ltd. Purchase Agreement.
2025-09-18Record Date for stockholders entitled to notice of, and to vote at, the Annual Meeting.
2025-10-08Approximate date proxy statement and accompanying notice and form of proxy are intended to be sent or made available to stockholders.
2025-11-17Annual Meeting of Stockholders to be held.
2026-06-10Deadline for stockholder proposals to be included in the 2026 Annual Meeting proxy statement (Rule 14a-8).
2026-07-20Earliest date for stockholder notice of proposals or director nominations for the 2026 Annual Meeting (not included in proxy statement).
2026-08-19Latest date for stockholder notice of proposals or director nominations for the 2026 Annual Meeting (not included in proxy statement).
2026-09-18Deadline for universal proxy notice for director nominees for the 2026 Annual Meeting.

Recommendation

strong sell

The company is seeking approval for highly dilutive actions, including a potential $10 million capital raise that could issue 20% or more of its outstanding stock at a discount, and a more than tenfold increase in its equity incentive plan. This comes after two recent reverse stock splits and a past 'going concern' warning from its former auditor, indicating severe financial distress and a desperate need for capital. The heavy reliance on related-party financing further underscores the company's inability to secure traditional funding. While these measures are presented as necessary for growth, the immediate and substantial dilution risk, coupled with a history of value destruction (reverse splits), makes this a high-risk investment with significant downside for existing shareholders. A seasoned investor would likely view these proposals as a last resort to keep the company afloat, with little upside for current equity holders.

Keywords

Equity Incentive Plan, Capital Raise, Dilution, Proxy Statement, Corporate Governance, SEC Filing, Stock Issuance, NYSE American, Financial Reporting, Risk Management, Shareholder Meeting, Reverse Stock Split

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