Is Equity-for-Services a Securities Issue?

Short answer: Almost always YES - equity grants are securities offerings

The Howey Test Applied to Equity Compensation

Under SEC v. Howey, an "investment contract" (security) exists when there is:

  • Investment of money (or services with monetary value)
  • In a common enterprise
  • With expectation of profits
  • Derived from efforts of others (the company/founders)

Equity grants in exchange for services check every box. The fact that no cash changes hands does not matter - services have value.

Why This Matters

Issuing unregistered securities without an exemption is a federal crime punishable by:

  • Rescission rights for recipients (they can demand cash back)
  • Fines up to $5 million for individuals
  • Criminal penalties up to 20 years imprisonment
  • Personal liability for officers and directors
  • Injunctions preventing future securities offerings

Federal Exemptions for Equity Grants

Exemption Best For Key Requirements Limitations
Rule 701 Employees, directors, consultants of private companies Written comp plan; service relationship; disclosure if >$10M/year Cap: Greater of $1M or 15% of assets or 15% of outstanding securities
Regulation D (506(b)) Sophisticated investors, accredited investors No general solicitation; up to 35 non-accredited (sophisticated) Form D filing within 15 days; bad actor disqualification
Regulation D (506(c)) Verified accredited investors only General solicitation OK; must verify accredited status Accredited only; Form D filing; verification burden
Section 4(a)(2) Private placements to sophisticated parties No public offering; offerees must be sophisticated Less certainty than Reg D; no safe harbor
Regulation A+ Mini-IPO for broader audiences SEC qualification; offering circular $75M limit (Tier 2); expensive compliance
Regulation CF Crowdfunding from general public Through registered portal; disclosure requirements $5M annual limit; complex compliance

Rule 701 Deep Dive (Most Common for Startups)

Rule 701 is the go-to exemption for compensatory equity grants. Key points:

  • Must be pursuant to a written compensatory plan (equity incentive plan)
  • Recipients must be employees, directors, general partners, trustees, officers, or consultants/advisors providing bona fide services
  • Consultants may not provide capital-raising or securities promotion services
  • If grants exceed $10M in 12 months, enhanced disclosure required (financials, risk factors, plan summary)
  • No SEC filing required (unlike Reg D)
  • Securities are "restricted" and cannot be freely resold

Accredited Investor Qualification

For Reg D offerings, accredited investors include:

  • Net worth over $1M (excluding primary residence)
  • Income over $200K individual ($300K joint) for past 2 years with expectation to continue
  • Directors, executive officers, or general partners of the issuer
  • Knowledgeable employees of private funds
  • Certain professional certifications (Series 7, 65, 82)
  • Entities with $5M+ in assets or all equity owners accredited

Legends and Transfer Restrictions

Required Restrictive Legends

All certificates or book entries for restricted securities must include legends:

  • Securities Act legend stating shares not registered under 1933 Act
  • Cannot be sold without registration or exemption
  • Company right of first refusal legend
  • Reference to stockholders agreement transfer restrictions
  • State-specific legends if required (e.g., California)

Sample Securities Act Legend

THE SHARES REPRESENTED BY THIS CERTIFICATE HAVE NOT BEEN REGISTERED UNDER THE SECURITIES ACT OF 1933, AS AMENDED, OR THE SECURITIES LAWS OF ANY STATE, AND MAY NOT BE SOLD, TRANSFERRED, PLEDGED, HYPOTHECATED OR OTHERWISE DISPOSED OF EXCEPT PURSUANT TO (i) AN EFFECTIVE REGISTRATION STATEMENT UNDER SUCH ACT AND APPLICABLE STATE LAWS, OR (ii) AN APPLICABLE EXEMPTION FROM REGISTRATION THEREUNDER.

Lock-Up and Holding Periods

  • Rule 144 holding period: 6 months for reporting companies, 1 year for non-reporting
  • Contractual lock-ups may extend beyond statutory periods
  • IPO lock-ups typically 180 days post-offering
  • Volume limitations apply even after holding period for affiliates

Contractor vs Employee Grants

Rule 701 applies to both - but with important distinctions

Employee Grants

  • Clearly covered by Rule 701
  • Can receive ISOs (with tax advantages)
  • Subject to employer withholding
  • Easier compliance documentation
  • W-2 income reporting

Contractor/Advisor Grants

  • Must provide "bona fide services"
  • Cannot provide capital-raising services
  • Cannot provide securities promotion
  • Must be genuine consulting relationship
  • 1099 income reporting; no withholding
  • Only NSOs, not ISOs

Prohibited Consultant Services Under Rule 701

Consultants cannot receive Rule 701 grants for:

  • Raising capital or finding investors
  • Promoting or maintaining market for company securities
  • Finder or broker activities
  • General "business development" that includes fundraising

If consultant performs these services, you need Reg D or another exemption.

Board Approval Requirements

What Requires Board Approval

  • Adoption of equity incentive plan
  • Individual grants over threshold amount (per plan terms)
  • 409A valuation updates and fair market value determinations
  • Option repricing or exchange programs
  • Amendments to equity plan terms
  • Early exercise provisions
  • Acceleration of vesting

Delegation to Committee or Officers

Board can delegate grant authority within limits:

  • Compensation Committee for executive grants
  • CEO for non-executive employee grants up to threshold
  • Must stay within plan parameters and aggregate limits
  • Quarterly or annual ratification recommended
  • Maintain written records of delegated authority

Documentation Best Practices

  • Board resolutions approving each grant (or ratifying delegated grants)
  • Grant date documentation (409A timing requirements)
  • Fair market value determination at grant
  • Signed award agreements from recipients
  • 83(b) election receipts if applicable
  • Updated cap table after each issuance

State Blue Sky Laws

Federal exemption does not automatically exempt state registration

State Compliance Overview

Each state has its own securities laws. Key considerations:

  • Rule 701 grants generally preempted from state registration (NSMIA)
  • Reg D 506 offerings also preempted from state registration
  • But states can require notice filings and fees
  • State anti-fraud provisions still apply
  • California, New York, Texas have active enforcement

States Requiring Notice Filings for Reg D

Most states require Form D notice filing within 15 days of first sale to resident:

  • California: Form D filing + fee ($25-$300 depending on amount)
  • New York: Form D + Form 99 + fee
  • Texas: Form D notice + fee
  • Florida: Form D notice within 15 days
  • Check each state where recipients reside

California-Specific Requirements

California has special rules for equity compensation:

  • Section 25102(o) exemption for employee plans
  • Requires plan be in writing and approved by board
  • Recipients must be employees, directors, or consultants
  • No filing required but must qualify for exemption
  • Additional legends may be required on certificates

Securities Compliance Checklist

Before Issuing Any Equity Grants

Board-approved equity incentive plan in place
Plan filed with state if required (e.g., California 25102(o))
Current 409A valuation (not more than 12 months old)
Determine applicable federal exemption (Rule 701 vs Reg D)
Verify recipient eligibility for chosen exemption
Check if enhanced disclosure required (>$10M Rule 701 threshold)

At Time of Grant

Board or committee approval documented in minutes
Award agreement prepared with proper legends
Grant date properly established (per 409A rules)
FMV documented at grant date
Recipient signs award agreement
Provide recipient with plan summary and risk factors
Remind recipient of 83(b) election deadline if applicable

Ongoing Compliance

Track Rule 701 aggregate limits (12-month rolling)
File Form D within 15 days of first sale under Reg D
Make required state notice filings
Maintain capitalization table with all grants
Keep signed 83(b) elections on file
Update 409A valuation at least annually
Report equity compensation on appropriate tax forms (W-2/1099)