Convertible Debt

“Part loan.   Part option”

Convertible debt is a loan that starts as debt but can convert into equity later, usually during a future financing round or when certain conditions are met.

It gives a business access to capital now without locking in a valuation, while giving investors the option to participate in the upside if the company grows.

It’s a hybrid instrument: part loan, part early-stage investment.

Why It’s Used

  • Founders delay dilution until the company is stronger and more valuable.

  • Investors get downside protection (as lenders) and upside potential (as equity holders).

  • Valuation can wait — ideal when the company is too early or the market is too uncertain to price.

  • Simple and fast compared to equity financing.

Convertible debt became especially common in the startup ecosystem, but it is also used in later-stage and even traditional private-company transactions.

How It Works (Simple Breakdown)

  1. Investor lends money (ex: $500,000)

  2. Business issues a convertible note

  3. Note has typical debt terms:

    • Interest rate (often 4%–8%)

    • Maturity date (12–36 months)

  4. Conversion event occurs

    • Usually triggered by a future equity raise, sale, or maturity

  5. Investor receives equity at a discount or subject to a valuation cap

The investor is repaid in ownership, not cash.

Key Terms

1️⃣ Conversion Discount

Investors receive equity at a discount (often 10%–30%) to the next valuation round.
They get shares cheaper than new investors.

2️⃣ Valuation Cap

A ceiling on the company valuation used for conversion.
Protects early investors from being diluted if the valuation skyrockets.

3️⃣ Interest Accrual

Interest doesn’t have to be paid monthly — it can accrue and convert into equity at the same terms as the principal.

4️⃣ Maturity Date

If no qualified financing happens by maturity, the investor may:

  • Extend the note
  • Convert at a pre-set valuation
  • Or request repayment (rarely enforced for early-stage deals)

Example Scenario

A startup raises $750,000 in convertible debt:

  • 6% interest

  • 20% discount

  • $5M valuation cap

Two years later, the company raises a Series A at a $10M valuation.
Because of the valuation cap, the convertible note converts as if the valuation were $5M, not $10M.

👉 The investor gets more equity for their early risk.

Benefits

For Founders

✅ Delay dilution until a stronger valuation
✅ Faster and cheaper than issuing equity
✅ No monthly debt payments
✅ Avoids valuation negotiations during early uncertainty

 

For Investors

✅ Downside protection (debt status)
✅ Upside potential (discount + cap)
✅ Seniority over equity holders
✅ Participation in future growth

 

Drawbacks

⚠️ Notes can create complex cap tables later
⚠️ Stacked notes may dilute founders unexpectedly
⚠️ Conversion terms must be carefully negotiated
⚠️ Not well-suited for companies with irregular growth or no clear equity path

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Final Thoughts

Convertible debt can be flexible, founder-friendly capital that bridges early-stage uncertainty.
It lets companies raise money today, agree to valuation tomorrow, and reward investors for taking early risk — without forcing immediate dilution.