A promissory note is a written promise to pay a specific amount on demand or at a definite time. It's a negotiable instrument governed by UCC Article 3 and state contract law. This page covers notes and loans between businesses and business partners: a company lending to another company, a founder or member lending to the business, shareholder loans, and vendor financing.
| Type | Payment Terms | Example |
|---|---|---|
| Demand Note | Payable whenever lender demands | "Payable on demand" |
| Term Note | Due on specific date | "Due August 1, 2025" |
| Installment Note | Monthly/periodic payments | "$500/month for 36 months" |
| Balloon Note | Small periodic payments + large final payment | "$200/month, $10,000 due on maturity" |
| Secured Note | Backed by collateral (security agreement) | "Secured by a lien on Borrower's business equipment" |
| Unsecured Note | No collateral | "This is an unsecured obligation" |
Read the note carefully. Default typically includes:
| Type of Default | Description |
|---|---|
| Payment default | Missed installment or failure to pay at maturity |
| Non-monetary default | Breach of covenant (e.g., failure to maintain insurance on collateral) |
| Insecurity default | Lender deems itself insecure (rare; requires good faith belief of impairment) |
| Cross-default | Default on another obligation triggers default on this note |
| Bankruptcy filing | Borrower files for bankruptcy (automatic stay complicates collection) |
Many notes include a cure period:
"Borrower shall have 10 days after written notice of default to cure the default before Lender may accelerate the note."
If your note has a cure period:
Before demanding payment, calculate the exact amount owed:
Acceleration means declaring the entire unpaid balance immediately due, rather than waiting for future installments to become due.
Acceleration clause example:
"Upon default, Lender may declare the entire unpaid principal and accrued interest immediately due and payable."
Why accelerate?
These are often combined in one letter:
If the note is secured by business collateral (commercial real estate, equipment, inventory, receivables), you have additional remedies and considerations.
| Collateral Type | Security Document | Enforcement Remedy |
|---|---|---|
| Commercial real estate | Mortgage or Deed of Trust | Foreclosure (judicial or non-judicial depending on state) |
| Business vehicles | UCC-1 on title; security agreement | Repossession |
| Equipment/inventory | UCC-1 financing statement; security agreement | UCC Article 9 sale or repossession |
| Accounts receivable | Security agreement; UCC-1 | Direct collection from account debtors |
Your demand letter should reference the security:
Foreclosure (secured by commercial real estate):
Repossession (business vehicles/equipment):
Sue on the note (ignore collateral):
Many commercial note disputes are between parties who know each other well: a company that lent to an affiliate or a supplier, a founder or LLC member who advanced money to the business, a shareholder loan, or vendor financing extended to a business customer. The relationship makes the documents informal, and the informality is what the borrower attacks first.
Many business-partner loans lack a full loan package. Here's what I look for to show the advance was debt:
| Defense | Your Rebuttal Strategy |
|---|---|
| "It was a capital contribution" | Show the note, the approval, the loan-payable entry, and any interest or principal payments |
| "It was already repaid or offset" | Demand proof of payment; reconcile the ledger and bank records |
| "The terms were different" | Your written note controls; parol evidence rule limits oral modifications |
| "You agreed we could pay from future profits" | Check whether the note is a demand note or has a fixed maturity; the written terms control |
| "The company can't afford it" | Inability to pay is not a defense to the debt; negotiate a workout or payment schedule |
If a business borrower truly cannot or will not pay, the promissory note may qualify for a bad debt deduction under Internal Revenue Code §166. This is where demand letters become tax documentation, and it's a strategy I coordinate with my business clients' CPAs.
| Requirement | What the IRS Wants to See |
|---|---|
| Bona fide debt | A genuine debtor-creditor relationship (not a gift disguised as a loan) |
| Debt became worthless | Evidence that borrower can't pay and further collection is futile |
| Collection efforts | Demand letters, phone records, payment negotiations, proof you tried to collect |
| Debtor's financial condition | Insolvency evidence, bankruptcy filing, no attachable assets |
| Proper classification | Business debt (ordinary loss) vs. nonbusiness debt (short-term capital loss) |
I document business bad debts only. I do not send collection demands on personal, family or household loans.
The IRS specifically looks for evidence of collection efforts. For a business debt, the documentation record typically includes:
I work directly with your CPA or tax preparer to ensure the documentation meets IRS requirements:
Fees for this work follow the attorney demand engagement described in the Attorney Services tab, starting at $2,500, with the final scope confirmed in writing before any work begins.
I handle commercial note defaults between businesses and business partners: the demand, the workout negotiation, and a draft complaint where warranted. My practice focuses on business disputes that fall between "too small for a big firm" and "too complex for small claims", typically $10,000 to $250,000 in dispute.
Want me to write it and send it?
I take a dispute like the one on this page and write the demand myself, on my letterhead, then handle delivery and read the response you get back.
Request the attorney demand engagement, starting at $2,500After a conflict check, I draft the demand on my letterhead, prepare the supporting chronology and damages figure, send it by certified mail and email, and review the first substantive response. Sergei Tokmakov, California Bar #279869.
Email me the note and the payment history for a commercial note default.
Generate a professional demand letter, CA court complaint, or arbitration demand