Complete guide to convertible promissory notes for startup financing, including conversion mechanics, terms, and Series Seed documents
Convertible promissory notes are debt instruments that convert to equity at a future financing event. They’ve been a staple of early-stage startup financing for decades, offering a way to raise capital while deferring valuation discussions.
A convertible note is debt that automatically converts to equity (usually preferred stock) when you raise a qualified equity financing round. Until conversion, it’s a liability on your balance sheet.
This amount will convert to equity (plus accrued interest)
Multiple notes can be issued with different principal amounts to different investors.
Annual interest accrued on the noteTypical rates: 2% - 8% per annum
Most common: 5%
Lower rates: 2-3% (very founder-friendly)
Higher rates: 6-8% (compensate for higher risk or longer maturity)
Interest type:
Simple interest (most common): Calculated only on principal
Compound interest (rare): Interest earns interest
How it works:
Principal: $100,000Interest: 5% per annum (simple)Time to conversion: 18 monthsInterest = $100,000 × 5% × 1.5 years = $7,500Total converting = $107,500
Interest converts to equity along with principal. Investors get shares for both the money invested and the interest accrued.
When the note must be repaid or convertedTypical maturity periods:
18 months (common for early notes)
24 months (safer, gives more time)
12 months (risky, not recommended)
What happens at maturity:
1
Automatic conversion (most common)
Note automatically converts to equity at pre-agreed valuation cap.Pros: Avoids repayment crisis
Cons: Noteholder must accept equity
2
Holder election
Noteholder chooses: (a) demand repayment or (b) convert to equity.Pros: Noteholder has optionality
Cons: Company faces repayment risk
3
Majority holder election
Holders of majority of notes decide for all noteholders.Pros: Coordinates decision among multiple notes
Cons: Individual holder loses control
Choose your maturity date carefully. If you don’t raise a qualified financing before maturity, you face a potential crisis. 18-24 months gives you breathing room.
The equity round that triggers automatic conversionTypical definition:
Aggregate proceeds of at least 500K−1.5M
Excludes notes/SAFEs converting in the round
Principal purpose of raising capital
Cannot be an insider round
Example qualified financing clause:
"Qualified Financing" means an equity financingwith aggregate proceeds of not less than $1,000,000(excluding conversion of the Notes and otherconvertible securities).
Setting the threshold:
Too low ($250K): Could trigger on small friends/family round
Too high ($3M): May never trigger, note reaches maturity
Just right (500K−1.5M): Triggers on real institutional round
Set your qualified financing threshold at the size of your expected Series Seed or Series A. This ensures conversion happens at a meaningful round.
The discount and cap determine how many shares noteholders receive when converting.
Discount rate
Gives noteholders a discount to the qualified financing priceStandard discount rates:
15% - Most common
20% - Also common
10% - Lower end, very founder-friendly
25% - Higher end, more investor-friendly
How it works:
Series A price: $1.00 per shareNote discount: 20%Note conversion price: $1.00 × (1 - 0.20) = $0.80$100,000 note converts to:$100,000 ÷ $0.80 = 125,000 sharesvs. Series A investor getting:$100,000 ÷ $1.00 = 100,000 sharesNoteholder gets 25% more shares for same money
Economic rationale:
Compensates early investor for higher risk
Rewards capital deployed before valuation was known
Standard market practice
If you have both a discount and a cap, notes convert at whichever price gives the noteholder more shares (the lower price).
Valuation cap
Sets a maximum effective valuation for note conversionWhy caps exist:
If your valuation increases dramatically between the note and qualified financing, noteholders could get diluted heavily. The cap protects them.How valuation caps work:
Note terms:- Principal + interest: $105,000- Valuation cap: $6M- Discount: 20%Qualified Financing:- Pre-money valuation: $12M- Price per share: $2.00- Outstanding shares: 6MOption 1 - Using discount:$2.00 × 80% = $1.60 per share$105,000 ÷ $1.60 = 65,625 sharesOption 2 - Using cap:Cap price = $6M cap ÷ 6M shares = $1.00 per share$105,000 ÷ $1.00 = 105,000 shares ✓ Better for investorNote converts at $1.00 (cap price)Noteholder gets 105,000 shares
Setting the cap:
Should be 50-70% of expected qualified financing valuation
Too low: Excessive founder dilution
Too high: Doesn’t protect noteholder
Typical seed stage: 4M−10M
The cap is often more important than the discount. In a successful company, the cap determines conversion price more often than the discount does.
Conversion mechanics
How notes convert to equity
1
Calculate conversion price
Determine the lower of:
Qualified financing price × (1 - discount %)
Valuation cap ÷ fully-diluted shares
Noteholders get the lower price (more shares).
2
Determine conversion amount
Total amount converting:
Principal amount
Plus all accrued unpaid interest
As of the conversion date
Interest stops accruing 0-10 days before conversion (per note terms).
Round down if fractional shares; pay cash for fraction.
4
Determine stock class
Standard approach:
Notes convert to same class as qualified financing investors (e.g., Series Seed Preferred).Shadow series approach:
If note conversion price < qualified financing price:
Company may create shadow series (e.g., “Series Seed-1”)
You need board approval before issuing the first note. Once approved, you can typically issue additional notes in the series without additional board action (within limits).
Due diligence on investor qualificationsCollects:
Accredited investor status verification
Investment representations
Investor contact information
Residency information (for state securities laws)
Bad actor disqualifications check
Required for securities law compliance (Rule 506).
Automatic upgrade to better terms if offered to later noteholdersHow MFN works:
You issue Note A: 5% interest, 20% discount, $6M cap, with MFN
Later, you issue Note B: 5% interest, 25% discount, $5M cap
Note B has “material terms that are more favorable” to holder
Company notifies Note A holder
Note A holder can elect to adopt Note B terms
Note A is amended to match Note B (except principal/interest already accrued)
Founder implications:
Limits flexibility to offer different terms to different investors
Can create cap table complexity
May prevent you from improving terms for strategic investors
Standard notification: 30 days to provide notice after new note
Holder election: 5 days to elect after receiving notice
When to accept MFN:
Very early notes where terms are uncertain
Short duration (e.g., “MFN applies only to notes issued in next 90 days”)
Strategic investor where relationship matters more than terms
MFN provisions can significantly complicate future fundraising. Try to avoid them or limit their duration.
Conversion at non-qualified financing
Optional conversion if you raise equity below qualified financing thresholdExample:
Note defines qualified financing as $1M+
You raise $500K equity round
Not a qualified financing (doesn’t auto-convert)
But noteholders may want to convert anyway
Two approaches:1. Majority holder option:
Holders of majority of notes can elect to treat it as qualified financing
All notes convert on same terms
Coordinates group decision
2. Individual holder option:
Each noteholder decides independently
Creates complexity (some convert, some don’t)
Less common
Include this provision if there’s any chance you might raise a smaller equity round before a full Series A.
Prepayment restrictions
Prevents company from repaying notes early without consentStandard Series Seed provision:
“The Company may not prepay this Note prior to the Maturity Date without the consent of the Majority Holders.”Why it matters:
Noteholders want notes to convert (and get equity upside)
Don’t want company to repay with cash before conversion
Protects noteholders’ conversion option value
Founder perspective:
Standard and reasonable
If you wanted to repay, you could negotiate
But early repayment rarely makes sense
Almost always included. Don’t fight this provision.
Information rights
Optional reporting obligations to noteholdersNot standard in Series Seed notes, but sometimes negotiated:
Annual financial statements
Quarterly updates
Notice of material events
Considerations:
Adds administrative burden
Noteholders will get info rights after conversion anyway
Large noteholders ($250K+) more justified in asking
Generally, try to avoid information rights for notes. They’ll get them soon enough when notes convert.
Target: 4-6% for most seed-stage notesLower is better for founders:
Less dilution at conversion
Lower cost of capital
Arguments for lower rate:
You have strong valuation cap (cap matters more)
Short time to expected qualified financing
Investor is strategic, not just financial
When to accept higher rate:
Weak negotiating position
Longer maturity date (18+ months)
No valuation cap or high cap
Don’t spend too much energy negotiating interest rate. The difference between 4% and 6% over 18 months is minimal (~3% more dilution). Focus on cap and discount.
2
Valuation cap
Most important economic termSetting the right cap:
Should be 50-70% of expected qualified financing valuation
If you expect 12MSeriesAvaluation,capshouldbe6M-$8M
Too low:
Excessive founder dilution
May give noteholders more % than you intended
Hard to justify to later investors
Too high:
Doesn’t protect noteholders adequately
May result in notes not converting (if QF valuation is lower)
Negotiating approach:
Model your expected Series A valuation
Propose cap at 60% of that
Be prepared to justify with traction, market size, comparables
Consider discount as trade-off (lower cap with smaller discount)
3
Discount rate
Target: 15-20%Standard market terms:
15% - Lower end, founder-friendly
20% - Most common, balanced
25% - Higher end, investor-friendly
Trade-offs:
Can negotiate lower discount for lower cap
Can negotiate higher discount to avoid valuation cap
Discount matters more if valuation grows slowly
Example trade:
Investor wants: $5M cap, 20% discount
You propose: $6M cap, 15% discount
Better for you, reasonable for investor
4
Maturity date
Target: 18-24 months12 months:
Too short
Doesn’t give enough runway to raise qualified financing
Avoid unless absolutely necessary
18 months:
Common and reasonable
Gives time for one fundraising cycle
Standard market term
24 months:
Safer for founders
Allows for delays, pivots, market changes
Preferred if you can get it
36 months:
Very long
Investors may resist
Only if you’re very early or uncertain timeline
Don’t agree to 12-month maturity unless you have extremely high confidence in raising your qualified financing within 6-9 months. Give yourself buffer.
5
Qualified financing threshold
Target: Size of your expected Series Seed or Series ASetting the threshold:If you expect to raise:
1M−2M seed round → Set threshold at 750K−1M
3M−5M Series A → Set threshold at 1.5M−2M
5M+SeriesA→Setthresholdat2M-$3M
Too low:
Could trigger on smaller friends/family round
Forces conversion before you’re ready
May result in messy cap table
Too high:
May never trigger
Notes reach maturity instead
Creates crisis scenario
Standard exclusions:
Exclude convertible securities (notes/SAFEs) converting in round
Only change terms when starting a new distinct round
Document rounds clearly (“Q1 2024 Note Round”)
Not modeling dilution
The problem:
Issue 1.5Minnoteswith6M cap
Don’t model conversion
Surprised by dilution at Series A
Example:
Notes: $1.5M at $6M capSeries A: $3M at $12M pre-moneyFounder assumption: 20% dilution from Series AReality:- Notes convert first at $6M cap = 25% dilution- Then Series A dilutes the post-note cap table = 20%- Total: ~40% dilution
The fix:
Model cap table after note conversion
Assume notes convert at their cap (worst case for founders)
Calculate total dilution including both notes and equity