· investment-strategies · 2 min read
What Is a Convertible Note? Early-Stage Debt-to-Equity, Explained
A convertible note is short-term debt that converts into equity at the next priced round. Here's how interest, maturity, cap, and discount actually work.
A convertible note is a short-term debt instrument issued to early-stage investors that is designed to convert into equity at a future priced round. It predates the SAFE (2013) and remains common in non-U.S. jurisdictions and for later-stage bridge financings.
How a convertible note works
- An investor lends the startup money (e.g., $250K).
- Interest accrues (commonly 4–8% annually).
- At the next qualified financing (priced round above a threshold, often $1M+), the principal + accrued interest converts into preferred equity at:
- A discount to that round’s price (usually 10–25%), or
- A valuation cap (if lower than the round’s pre-money), or
- Whichever is better for the investor.
- If no priced round happens before maturity, the terms dictate what occurs.
Key terms
- Principal: The amount lent.
- Interest rate: Annual rate, accrues; converts alongside principal.
- Maturity date: Usually 12–24 months.
- Valuation cap: Max pre-money valuation at which the note converts.
- Discount: Percentage off the priced round’s price.
- Qualified financing threshold: Minimum round size to trigger auto-conversion.
- Change of control: What happens if the company is acquired before conversion (often 1.5–2x principal payout or conversion at cap).
Convertible note vs SAFE
| Feature | Convertible Note | SAFE |
|---|---|---|
| Legal form | Debt | Contract for future equity |
| Interest | Yes | No |
| Maturity | Yes | No |
| Repayment obligation | Possible | No |
| Complexity | Higher | Lower |
| U.S. standard | Older | YC standard post-2013 |
| Non-U.S. usage | Common | Less common |
Worked example
- Investor lends $250K with a $10M cap, 20% discount, 5% interest, and 24-month maturity.
- 12 months later, the company raises a $20M pre-money Series A at $1.00/share.
- Accrued interest: ~$12.5K. Total converting balance: ~$262.5K.
- Cap-implied price: $10M / $20M × $1.00 = $0.50/share.
- Discount-implied price: $1.00 × (1 − 0.20) = $0.80/share.
- Investor converts at the better price for them ($0.50), receiving 525,000 shares instead of the ~262,500 a flat conversion would give.
When convertible notes make sense
- Bridge financing between priced rounds (e.g., Series A → Series B bridge).
- International jurisdictions where SAFEs aren’t standard.
- Control over maturity — if you want debt-like investor discipline.
When a SAFE is usually better
- U.S.-based seed rounds with friendly angels.
- Clean cap tables — no interest accumulation, no maturity pressure.
- Faster closes — less negotiation.
Common pitfalls
- Maturity rollover pressure: Negotiate an auto-extend clause if a priced round is close.
- Interest stacking: Multi-year notes with 8% interest can meaningfully increase dilution.
- Ambiguous change-of-control provisions: Always spell out what happens on acquisition before maturity.
Practical takeaway
- Founders: Use a SAFE unless a note is legally required or you’re doing a structured bridge.
- Investors: For later-stage bridges, notes’ interest and maturity features protect downside.
- Operators: Always model cumulative dilution across multiple notes + SAFEs + priced rounds before signing.
Further reading
- YC SAFE vs convertible note guide: https://www.ycombinator.com/documents