Alex is Sprintlaw's co-founder and a legal technology leader. He holds law and media degrees from the University of Sydney and has been recognized by Australasian Lawyer, Lawyers Weekly and the Sydney Young Entrepreneur Awards for his work building Sprintlaw and improving access to business legal support.
- Convertible Note vs SAFE Agreement: The Basics
- Federal Securities Law: What Every Founder Must Know
- State Law Caveats: Where Your Startup and Investors Matter
- Ownership, Dilution, and Cap Table Management
- Board and Shareholder Approvals: What Is Required?
- Tax, Repayment, and Ongoing Obligations
- Practical Setup Steps: From Term Sheet to Issuance
FAQs
- Do I need a lawyer to issue a convertible note or SAFE?
- Can I use both convertible notes and SAFEs in the same round?
- What happens if a convertible note reaches its maturity date without converting?
- How do valuation caps and discounts work?
- What are common mistakes founders make with convertible notes or SAFEs?
- Key Takeaways
Early-stage fundraising is a critical moment for US startups, and choosing the right investment instrument can affect your company's future ownership, compliance obligations, and relationships with investors. Founders often hear about convertible notes and SAFE agreements as fast ways to raise capital, but common mistakes include misunderstanding legal differences, missing required approvals, or failing to comply with state and federal securities laws. This guide answers the most practical questions founders have about convertible notes versus SAFEs, including how to set them up, what to check before issuing, and how to avoid costly missteps.
Convertible Note vs SAFE Agreement: The Basics
Convertible notes and SAFEs (Simple Agreements for Future Equity) are both designed to help startups raise money before a formal valuation. They allow investors to provide funds now, with the expectation that their investment will convert into equity when your company raises its next priced round. However, their legal structure, risk profile, and impact on your company differ in important ways.
- Convertible Note: This is a debt instrument. The investor loans money to the company, which must be repaid with interest unless the note converts into equity at a future event, like a Series A round. Convertible notes have a maturity date and often accrue interest. If the note does not convert, the company may be required to repay the principal and interest.
- SAFE Agreement: A SAFE is not debt. Instead, it is a contract granting the investor the right to receive equity in the future, usually at the next priced round. SAFEs do not accrue interest and do not have a maturity date. They are generally simpler and can be faster to negotiate.
Both instruments are popular with early-stage investors, but each comes with specific legal and operational considerations. Choosing the wrong one, or failing to understand the terms, can create headaches at your next financing round or exit.
Federal Securities Law: What Every Founder Must Know
Both convertible notes and SAFEs are considered securities under US federal law. This means every offering must comply with the Securities Act of 1933 and related SEC rules. Most startups rely on exemptions from SEC registration, such as Regulation D (Rule 506(b) or 506(c)), which allow private offerings to accredited investors. However, even if you qualify for an exemption, you must:
- Provide proper disclosures to investors, especially if they are not accredited.
- File Form D with the SEC within 15 days after the first sale of securities.
- Ensure you do not engage in general solicitation unless permitted by the exemption (for example, 506(c) allows it if all investors are accredited and you take reasonable verification steps).
Failing to comply with federal securities law can result in penalties, rescission rights for investors, and problems with future fundraising. Even if you use standard templates, you are responsible for making sure your offering is legal.
Practical example: A Delaware C-corp raising $300,000 from three accredited investors using SAFEs must still file Form D and keep records of investor accreditation. If one investor is not accredited, additional disclosures and compliance steps are required.
Common mistake: Assuming that using a SAFE or convertible note automatically makes your offering exempt from registration. The instrument does not determine exemption status; the details of your offering and your compliance with SEC rules do.
State Law Caveats: Where Your Startup and Investors project
While federal law sets the baseline, state securities laws ("blue sky laws") can add requirements. The state where your company is incorporated, where you are physically located, and where your investors reside may each have their own filing or fee requirements. For example:
- Delaware: Delaware does not generally require a separate state securities filing for most exempt offerings, but you must still comply with federal law and keep your company records up to date with the Delaware Division of Corporations.
- California: If you have investors in California, you may need to file a notice and pay a fee with the California Department of Financial Protection and Innovation, even if you filed Form D federally.
- Texas, New York, Florida: Each state has its own rules. Some require notice filings or fees, others do not. The rules can change if your investors are not accredited or if you use general solicitation.
Checklist for state compliance:
- Identify the states where your company is incorporated, operates, and where each investor resides.
- Check each relevant state's securities regulator for notice filing or fee requirements.
- Make required filings and keep proof for your records.
- Update your registered agent and company records as needed, especially if you are a Delaware corporation operating elsewhere.
Common mistake: Overlooking state filings because you relied on a federal exemption. State regulators can impose fines or require rescission if you miss their requirements.
Example: A New York-based founder issues convertible notes to investors in California and Texas. The founder must check and potentially file in both states, even if the company is incorporated in Delaware.
Ownership, Dilution, and Cap Table Management
Understanding how convertible notes and SAFEs affect your ownership and cap table is critical. Both instruments delay the valuation decision until a future round, but their terms can have a big impact on dilution and founder control.
- Convertible Notes: Investors receive the right to convert their debt into equity at a future round, usually at a discount to the new round's price or at a capped valuation. If the note has a high valuation cap, founders may retain more ownership; if the cap is low, investors get more equity. Interest accrual can also increase the number of shares issued at conversion.
- SAFEs: SAFEs convert into equity using a valuation cap or discount, but do not accrue interest. If you issue multiple SAFEs with different caps or discounts, conversions can get complicated and may surprise founders at the next round.
Practical example: Suppose you issue a $100,000 SAFE with a $2 million valuation cap. If your next round is priced at a $4 million valuation, the SAFE investor converts at the lower $2 million cap, receiving twice as much equity as investors coming in at the $4 million price. If you have several SAFEs with different caps, the dilution can add up quickly.
Checklist for cap table management:
- Record every outstanding SAFE and convertible note, including terms (amount, cap, discount, interest, maturity date).
- Model conversion scenarios for each instrument at likely future valuations.
- Update your cap table after every new issuance.
- Communicate with existing investors about potential dilution and conversion outcomes.
Common mistakes:
- Issuing multiple SAFEs or notes with inconsistent terms, leading to disputes at conversion.
- Failing to update the cap table, making it difficult to assess ownership or attract new investors.
- Not understanding how interest accrual on notes increases dilution at conversion.
Tip: Use cap table management software or spreadsheets designed for startups, and review your model with legal or financial advisors before closing a round.
Board and Shareholder Approvals: What Is Required?
Before issuing convertible notes or SAFEs, you must check your company's governing documents and state law for approval requirements. For most Delaware C-corporations, the following applies:
- Board Approval: Required for any new issuance of securities, including convertible notes and SAFEs. The board should approve the terms and authorize officers to execute the agreements. Document this in meeting minutes or written consents.
- Shareholder Approval: May be required if your bylaws, certificate of incorporation, or prior investor agreements (such as a voting agreement or right of first refusal) require it. For example, if you have preferred shareholders with protective provisions, you may need their consent for new securities.
For LLCs or companies in other states, the rules may differ. Some states require member or manager approval for new securities. Always review your operating agreement and state law.
Checklist for approvals:
- Review your certificate of incorporation, bylaws, and any investor agreements for approval requirements.
- Prepare and circulate board resolutions authorizing the issuance.
- Obtain any required shareholder or member consents in writing.
- Keep all approvals and resolutions in your company records.
Common mistakes:
- Skipping board approval or failing to document it properly.
- Overlooking protective provisions that give investors veto rights over new securities.
- Assuming that approval is not needed for SAFEs because they are not debt; both SAFEs and convertible notes are considered securities.
Example: A Delaware C-corp with a lead investor holding protective provisions must obtain that investor's written consent before issuing a new SAFE, or risk a breach of contract claim.
Tax, Repayment, and Ongoing Obligations
Convertible notes and SAFEs have different tax and operational implications, both for the company and the investor. Understanding these before issuing is important for compliance and future planning.
- Convertible Notes: Accrued interest may be taxable to the investor, even if not paid in cash. If the note is repaid instead of converted, the company may owe withholding or reporting obligations. If the note is converted, the investor may have a taxable event depending on the terms. Some states have usury laws limiting the maximum interest rate on debt instruments, so check your state's rules before setting the rate.
- SAFEs: SAFEs are generally not treated as debt and do not accrue interest, so they are simpler from a tax perspective. However, the IRS may scrutinize SAFEs that are outstanding for a long time or have unusual terms. If a SAFE is repaid or canceled, the tax treatment can be complex.
Checklist for ongoing obligations:
- Track all outstanding convertible notes and SAFEs, including maturity dates and conversion triggers.
- Notify investors of key events, such as a new financing round or a triggering event for conversion.
- Update your cap table and internal records as instruments convert, are repaid, or are canceled.
- File any required updates with the SEC or state regulators if circumstances change.
- Consult a tax advisor about potential reporting or withholding obligations related to interest or repayments.
Common mistakes:
- Failing to track maturity dates, leading to default or forced repayment demands from investors.
- Not reporting interest income to investors or the IRS, risking tax penalties.
- Overlooking usury law limits on interest rates for convertible notes in certain states.
Example: A Texas-based startup issues convertible notes with a 12% interest rate. Texas usury law caps interest at 10% for most business loans, so the company may face penalties unless it qualifies for an exemption.
Practical Setup Steps: From Term Sheet to Issuance
Here is a step-by-step practical checklist for US founders considering a convertible note or SAFE agreement:
- Define Your Fundraising Goals: Decide how much you need to raise, from whom, and what terms you are willing to offer. Consider whether your investors are accredited and where they are located.
- Choose the Right Instrument: Weigh the pros and cons of convertible notes versus SAFEs. SAFEs are usually faster and simpler, but some investors prefer the repayment rights of notes. Consider investor expectations, your cash flow, and your timeline for the next priced round.
- Draft Clear Terms: Work with legal support to draft or review your instrument. Key terms to define include valuation cap, discount rate, interest rate (for notes), maturity date (for notes), conversion triggers, and any special rights (such as pro rata rights or most favored nation clauses).
- Check Federal and State Compliance: Confirm that your offering qualifies for a federal exemption (such as Regulation D) and make any required SEC filings. Check each relevant state's requirements for notice filings or fees, based on your and your investors' locations.
- Obtain Required Approvals: Secure board and, if needed, shareholder or member approvals. Document all approvals in meeting minutes or written consents and keep them in your corporate records.
- Issue the Instruments: Have all parties sign the agreements. Provide executed copies to investors and keep originals in your records. Make sure all terms match what was approved by the board and disclosed to investors.
- Update Your Cap Table: Record all outstanding notes and SAFEs, including terms and investor details. Use cap table management tools to model conversion scenarios and future dilution.
- Monitor Ongoing Obligations: Track maturity dates, conversion triggers, and any required investor notifications or regulatory updates. Prepare for future fundraising or due diligence by keeping all documentation organized and up to date.
Practical example: A Delaware startup raising $500,000 from five investors using SAFEs should (1) draft a standard SAFE with a clear valuation cap and discount, (2) check for federal and California notice filings, (3) obtain board approval and document it, (4) have all investors sign the SAFE, (5) update the cap table to reflect the new SAFEs, and (6) file Form D with the SEC within 15 days of the first sale.
Tip: If you plan to raise from non-accredited investors or from investors in multiple states, legal review is especially important, as compliance steps and disclosure requirements increase.
FAQs
Do I need a lawyer to issue a convertible note or SAFE?
While standard templates are available, legal review is strongly recommended. Both instruments are securities and must comply with federal and state laws. A lawyer can help you avoid mistakes in drafting, compliance, and approvals that could create problems later, especially if you have investors in multiple states or non-standard terms.
Can I use both convertible notes and SAFEs in the same round?
Technically, yes, but it is not recommended. Mixing instruments with different terms can create confusion and disputes at conversion, complicate your cap table, and make future fundraising more difficult. Most startups choose one instrument per round for consistency and clarity for investors.
What happens if a convertible note reaches its maturity date without converting?
If a convertible note matures without a qualifying financing or conversion event, the investor may demand repayment of principal and accrued interest. This can put financial strain on the startup. Some notes allow for extension or renegotiation, but this should be addressed before the maturity date arrives. Failing to act can trigger default provisions or legal claims from investors.
How do valuation caps and discounts work?
Valuation caps and discounts reward early investors by giving them a better price per share when their instrument converts. The valuation cap sets the maximum company valuation at which the note or SAFE converts, while the discount gives investors a percentage reduction on the price per share in the next round. Both terms affect how much equity the investor receives upon conversion and can significantly impact founder ownership.
What are common mistakes founders make with convertible notes or SAFEs?
Common mistakes include failing to comply with state or federal securities laws, issuing instruments with inconsistent terms, not updating the cap table, missing required board or shareholder approvals, and misunderstanding how conversion terms affect dilution. These mistakes can delay future fundraising, trigger legal claims, or create disputes with investors.
Key Takeaways
- Both convertible notes and SAFEs are popular early-stage fundraising tools for US startups, but have different legal structures and risks.
- Federal securities laws apply to both, and state laws may add extra requirements or filings based on where your company and investors are located.
- Carefully review your company's governing documents and investor agreements to determine what approvals are needed before issuing either instrument.
- Model the impact on your cap table and ownership before issuing notes or SAFEs, and keep thorough records of all issuances and approvals.
- Legal and regulatory compliance is critical to avoid problems with future investors, regulators, or during due diligence for future rounds or exits.
If you are considering a convertible note or SAFE agreement for your US startup, or need help with compliance, approvals, or cap table management, reach out to our team at (888) 449-8437 or team@sprintlaw.com. Where legal services are required, they are delivered by licensed lawyers at trusted US law firms through the Sprintlaw platform.







