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.
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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.
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