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.
- What Is a Convertible Note and Why Do Startups Use Them?
- Federal Securities Law: The Baseline for Convertible Notes
- State Law Considerations: Blue Sky Laws and Local Variations
- Key Contract Terms to Negotiate in a Convertible Note
- Common Mistakes and How to Avoid Them
FAQs
- Are convertible notes always considered securities?
- What happens if my startup cannot repay the note at maturity?
- Can I use a convertible note to raise funds from non-accredited investors?
- Do I need to file anything with the SEC or states when issuing a convertible note?
- How do valuation caps and discounts affect founders?
- Key Takeaways
For US startups, raising capital with convertible notes can seem like a quick and founder-friendly way to close early-stage funding. But many founders make critical errors by overlooking legal, regulatory and contract requirements. Common mistakes include missing key state filings, misunderstanding how federal securities law applies, and agreeing to unfavorable terms that create dilution or disputes later. This guide explains what US founders, operators and small business owners must know about convertible note terms, including FTC, state-law and contract issues, with practical examples and checklists to help you avoid costly errors.
We break down the federal legal baseline, explain why state rules project, and walk through the contract terms you must negotiate. You will also find practical checklists, common mistakes, and real-world examples of how convertible notes can go wrong or right. Whether you are issuing your first note or reviewing a term sheet, this guide will help you ask the right questions and protect your business as you raise funds.
What Is a Convertible Note and Why Do Startups Use Them?
A convertible note is a short-term loan that converts into equity in your company, usually at your next priced funding round. Instead of repaying the investor in cash, you issue them shares, often at a discount or with other benefits. This structure lets startups raise money quickly without setting a valuation, which can be hard at the earliest stages.
Founders like convertible notes because they are usually faster and less expensive to negotiate than traditional equity rounds. Investors like them because they get a chance to convert their loan into equity at better terms if the company grows. Typical features of a convertible note include:
- Principal Amount: The amount the investor loans to your startup (for example, $100,000).
- Interest Rate: The annual rate at which the note accrues interest (for example, 5% per year).
- Maturity Date: The date when the note is due for repayment if it has not converted (for example, 18 months from issuance).
- Conversion Terms: The triggers and mechanics for converting the note into equity, such as a qualified financing round or a sale of the company.
- Discount Rate and Valuation Cap: Terms that reward early investors by letting them convert at a lower price or with a cap on the company's valuation.
- Repayment Terms: What happens if the note is not converted by maturity, does the investor get their money back, or can they force conversion?
For example, imagine a Delaware startup raises $200,000 from two investors using convertible notes with a 20% discount and a $4 million valuation cap. If the next round values the company at $8 million, the notes convert at the lower $4 million cap, giving those investors more equity for their early risk. But if the terms are not clear, or if state filings are missed, the startup could face legal trouble or disputes when conversion time arrives.
Federal Securities Law: The Baseline for Convertible Notes
At the federal level, convertible notes are considered securities. This means they are subject to the Securities Act of 1933 and SEC rules. Every offer or sale of a security must be registered with the SEC unless it qualifies for an exemption. Most US startups rely on exemptions to avoid the cost and complexity of registration.
The most common exemptions for convertible notes are:
- Regulation D (Rule 506(b) or 506(c)): Allows private placements to accredited investors (and, for 506(b), up to 35 non-accredited investors with extra disclosures). Most early-stage notes use this exemption.
- Regulation Crowdfunding: Allows offerings to the general public, but with strict disclosure, limits and compliance requirements.
- Regulation A: Allows broader offerings but requires more filings and ongoing reporting.
For example, if your startup issues convertible notes to three accredited investors in New York, you will likely rely on Rule 506(b). You must file a Form D with the SEC within 15 days after the first sale. If you skip this filing, you risk SEC penalties and could lose your exemption.
The SEC also enforces anti-fraud rules. You must not make false or misleading statements or leave out important information when offering convertible notes. If you exaggerate your traction or hide material risks, you could face enforcement action or investor lawsuits. The Federal Trade Commission (FTC) can also become involved if your fundraising materials are deceptive or unfair, especially if you target non-accredited or less sophisticated investors.
Checklist for federal compliance:
- Identify which SEC exemption you will use (most use Rule 506(b) or 506(c)).
- Confirm all investors meet the exemption requirements (accredited status, limits on non-accredited investors).
- File Form D with the SEC on time if required.
- Prepare clear, truthful offering documents and disclosures.
- Keep detailed records of all investors and communications.
Failing to meet federal requirements can force you to return investor money and may block future fundraising. Always confirm your exemption and filings before closing a convertible note round.
State Law Considerations: Blue Sky Laws and Local Variations
Even if you comply with SEC rules, you must also follow state-level securities regulations, known as Blue Sky Laws. Each state has its own rules for securities offerings, and some require notice filings, fees or extra disclosures, even for federally exempt offerings. State law applies based on where your investors reside, not just where your company is incorporated.
For example, if you are a Delaware corporation but sell a note to a California investor, you must check California's Blue Sky Law. California requires a notice filing and fee for most Rule 506 offerings. New York, Texas and Florida each have their own requirements. Some states are stricter than others about investor limits, disclosure and anti-fraud rules.
Key state law issues to check:
- Notice Filings: Many states require you to file a copy of your Form D and pay a fee within a set period after the first sale to an in-state investor.
- Investor Limits: Some states restrict the number or type of investors in a private offering, even if federal law allows more.
- Anti-Fraud Rules: All states prohibit misleading statements or omissions and may impose extra liability for misrepresentations.
- Usury Laws: Some states limit the interest rate you can charge on debt instruments, which may affect your note's interest rate.
- Special Rules for Non-Accredited Investors: States may require extra disclosures or filings if you include non-accredited investors.
Example: A Texas startup issues a convertible note with a 10% interest rate to an investor in Illinois. Illinois has strict usury laws that cap interest rates on certain loans. If your note's rate exceeds the cap, the investor could claim the note is void or demand repayment with penalties. Always check the usury limits in every investor's state.
Checklist for state compliance:
- Identify the state of residence for each investor.
- Check Blue Sky Law requirements in each state (notice filings, fees, investor limits).
- Confirm your note's interest rate complies with state usury laws.
- Prepare any required state disclosures or filings.
- Keep records of all state filings and correspondence.
Missing a state filing can give investors rescission rights (the right to demand their money back) or trigger state penalties. If you plan to raise from investors in multiple states, consider working with a professional to manage filings and compliance.
Key Contract Terms to Negotiate in a Convertible Note
Convertible note contracts are not one-size-fits-all. The specific terms you negotiate will shape your relationship with investors and affect future fundraising. Here are the most important contract terms to review and negotiate, with practical examples and tips:
- Valuation Cap: Sets the maximum company valuation at which the note converts. For example, if your cap is $5 million and the next round is at $10 million, the investor converts at $5 million, getting more equity. Too low a cap can cause heavy founder dilution.
- Discount Rate: Gives note holders a discount (often 10-25%) on the next round's share price. For example, a 20% discount means the investor pays 80 cents per dollar for new shares. High discounts can be costly in a hot market.
- Interest Rate: The annual rate at which the note accrues interest (for example, 6% per year). Some notes allow interest to convert to equity; others require cash repayment.
- Maturity Date: The deadline for repayment or conversion. If the note is not converted by this date, the investor may demand repayment or negotiate new terms. For example, a note with an 18-month maturity may require repayment if no qualified financing occurs.
- Conversion Triggers: Events that cause the note to convert, such as a qualified financing round (raising a set amount), a sale of the company, or at maturity. Make sure these triggers are clear and realistic.
- Qualified Financing Definition: Sets the minimum amount of new capital that must be raised for automatic conversion. If this threshold is too high, conversion may never occur, creating uncertainty.
- Repayment Terms: What happens if the note does not convert by maturity, does the investor get their money back, or can they force conversion at a set price?
- Prepayment Rights: Whether the company can repay the note early, and if so, on what terms. Some investors want protection against early repayment.
- Most Favored Nation (MFN) Clause: Allows investors to benefit from better terms offered to later investors. For example, if you issue a later note with a lower cap, earlier investors can opt in to the new terms.
- Change of Control Provisions: What happens to the note if the company is sold before conversion, does it convert, get repaid, or trigger a premium?
Example: A founder agrees to a $2 million valuation cap and a 25% discount on a $100,000 note. When the next round occurs at a $10 million valuation, the investor converts at the $2 million cap, receiving five times as many shares as new investors. This can cause major dilution for founders and may deter future investors. Always model out the impact of your note terms before signing.
Checklist for contract terms:
- Review and negotiate the valuation cap and discount rate, model the impact on founder and investor ownership.
- Set a realistic maturity date and clear conversion triggers.
- Clarify how interest is handled (convertible or cash).
- Define qualified financing clearly to avoid disputes.
- Check for MFN clauses and how they affect future rounds.
- Address what happens at maturity and on a change of control.
- Customize templates for your deal and state law requirements.
Templates such as Y Combinator's SAFE or NVCA model notes are a good starting point, but always adapt them to your situation and check for state law compliance. A qualified professional can help you spot red flags and avoid costly errors.
Common Mistakes and How to Avoid Them
Convertible notes are popular because they seem simple, but they hide many traps for founders. Here are some of the most common mistakes US startups make, with practical examples and tips to avoid them:
- Missing Required Filings: A founder issues notes to investors in three states but only files with the SEC, not the states. Months later, an investor demands rescission, putting the company's cash at risk. Always check and file required state notices.
- Setting Unfavorable Terms: Agreeing to a very low valuation cap or high discount can cause massive dilution in the next round. For example, a $1 million cap for a fast-growing startup can give early investors a huge equity stake, making it harder to attract new investors.
- Unclear Conversion Triggers: A note says it converts on a "qualified financing" but does not define the amount. Later, the founder and investor disagree on whether a $500,000 round triggers conversion. Always define terms clearly.
- Ignoring Usury Laws: A startup issues a note with a 15% interest rate to an investor in a state with a 10% cap. The investor later claims the note is void and demands penalties. Always check state usury limits.
- Not Planning for Future Rounds: Failing to consider how note terms affect future fundraising can deter new investors. For example, a large pool of convertible notes with low caps can make your cap table unattractive to VCs.
- Using Outdated or Non-US Templates: Relying on old or foreign templates can result in terms that do not comply with US law or market norms, creating enforceability issues.
- Failing to Document Exemptions: Not keeping records of which exemption you relied on or failing to file Form D can create SEC risk and block future fundraising.
- Overlooking Tax Implications: Convertible notes may have tax consequences for both the company and investors, especially if interest is paid or converted. Consult a tax advisor if in doubt.
Checklist to avoid mistakes:
- Confirm all required federal and state filings are made on time.
- Model out the impact of valuation caps and discounts on founder dilution.
- Define all key terms in writing, including conversion triggers and qualified financing.
- Check and comply with state usury laws for each investor's state.
- Use up-to-date, US-specific templates and customize for your deal.
- Keep detailed records of all investors, exemptions and filings.
- Plan for how notes will affect future fundraising and cap table structure.
- Consult with a qualified attorney or securities professional before issuing notes.
Taking the time to get the details right at the outset can save major time, money and stress later. Many disputes and penalties can be avoided by careful planning and documentation.
FAQs
Are convertible notes always considered securities?
Yes. In the US, convertible notes are generally treated as securities under both federal and state law. This means they are subject to SEC rules and Blue Sky Laws, and must either be registered or qualify for an exemption. Even if the note is structured as debt, the right to convert into equity brings it within the definition of a security.
What happens if my startup cannot repay the note at maturity?
If a convertible note reaches its maturity date without converting, the company is typically required to repay the principal and any accrued interest. Many startups do not have the cash to do this. In practice, investors may agree to extend the maturity date, convert the debt to equity on new terms, or in rare cases, pursue legal remedies. The outcome depends on your contract terms and investor negotiations.
Can I use a convertible note to raise funds from non-accredited investors?
It is possible, but it increases legal risk. Most startups limit note offerings to accredited investors to simplify SEC compliance. Including non-accredited investors may require extra disclosures, filings and compliance with stricter rules at both the federal and state level. Always check the requirements before including non-accredited investors in your round.
Do I need to file anything with the SEC or states when issuing a convertible note?
Usually, yes. If you rely on a federal exemption, you may need to file a Form D with the SEC and notice filings in each relevant state. Some states require extra filings or fees even for exempt offerings. Missing these filings can result in penalties or loss of exemption. Consult a professional to confirm your obligations.
How do valuation caps and discounts affect founders?
Valuation caps and discounts determine how much equity investors receive when the note converts. A lower cap or higher discount means more dilution for founders and existing shareholders. Always model the impact of different scenarios before agreeing to these terms, as they can significantly affect your ownership and control in future rounds.
Key Takeaways
- Convertible notes are a flexible fundraising tool, but they are securities and subject to both federal and state law.
- Always confirm which SEC exemption applies and check Blue Sky Law requirements for every investor's state.
- Negotiate and document key contract terms, including valuation cap, discount, maturity, and conversion triggers, model the impact on your cap table.
- Avoid common mistakes by using up-to-date templates, consulting professionals, and planning for future rounds and filings.
- Careful attention to legal and contract details can help avoid disputes, penalties, and unexpected dilution.
If you are considering raising funds with a convertible note or reviewing investor terms, it is wise to get professional support before finalizing your documents. For practical help with US startup fundraising, call (888) 449-8437 or email team@sprintlaw.com. Where legal services are required, they are delivered by licensed lawyers at trusted US law firms through the Sprintlaw platform.







