📝 Promissory Note Default Demand Letters
Enforcing Payment Obligations Under Promissory Notes
Sergei Tokmakov, Esq.
Sergei Tokmakov, Esq.
California State Bar #279869 · Collections & Commercial Litigation
⚖️ Understanding Promissory Notes

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.

Essential Elements of a Promissory Note
  • Unconditional promise to pay: "I promise to pay" (not "I will pay if...")
  • Fixed amount: Specified dollar amount (may include interest)
  • Payable to order or bearer: "Pay to the order of [Lender]" or "Pay to bearer"
  • Payable on demand or at definite time: Due date or "payable on demand"
  • Signed by maker: Borrower's signature
Types of Promissory Notes
TypePayment TermsExample
Demand NotePayable whenever lender demands"Payable on demand"
Term NoteDue on specific date"Due August 1, 2025"
Installment NoteMonthly/periodic payments"$500/month for 36 months"
Balloon NoteSmall periodic payments + large final payment"$200/month, $10,000 due on maturity"
Secured NoteBacked by collateral (security agreement)"Secured by lien on 2020 Toyota Camry"
Unsecured NoteNo collateral"This is an unsecured obligation"
Key Note Provisions That Affect Collection
  • Interest rate: Fixed or variable; stated annual rate
  • Late charges: Penalty for late payment (often 5% of payment or $25, whichever is greater)
  • Default interest: Higher interest rate after default (e.g., prime + 5%)
  • Acceleration clause: Allows lender to declare entire balance due upon default
  • Attorney fees: Loser pays winner's legal fees
  • Confession of judgment: Borrower pre-authorizes entry of judgment (banned in some states)
  • Prepayment: Whether borrower can pay early without penalty
🔍 Identifying and Documenting Default
What Constitutes Default?

Read the note carefully. Default typically includes:

Type of DefaultDescription
Payment defaultMissed installment or failure to pay at maturity
Non-monetary defaultBreach of covenant (e.g., failure to maintain insurance on collateral)
Insecurity defaultLender deems itself insecure (rare; requires good faith belief of impairment)
Cross-defaultDefault on another obligation triggers default on this note
Bankruptcy filingBorrower files for bankruptcy (automatic stay complicates collection)
Cure Period Requirements

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:

  • Send written notice of default specifying the breach
  • Wait the full cure period before taking further action
  • If borrower cures within the period, default is waived
  • If borrower doesn't cure, you can then accelerate
Strict Compliance Required: Failure to provide the required notice and cure period may waive your right to accelerate or may give the borrower a defense in court. Follow the note's procedures exactly.
Calculating the Amount Due

Before demanding payment, calculate the exact amount owed:

  • Principal balance: Original amount minus payments made
  • Accrued interest: Calculate from last payment to demand date
  • Late charges: Per the note's late fee provision
  • Default interest: If note provides for higher post-default rate
  • Advances made: If you paid property taxes, insurance, or other costs on borrower's behalf
  • Attorney fees: If already incurred and note allows recovery
Pro Tip: Attach a detailed accounting to your demand letter showing how you calculated the balance. This demonstrates professionalism and reduces disputes about the amount.
✍️ Acceleration and Demand Strategy
What Is Acceleration?

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?

  • Allows you to sue for full balance now (don't have to wait for each missed payment)
  • Starts statute of limitations running on entire debt
  • Creates urgency for borrower to settle
  • Required before foreclosing on secured notes in most states
Acceleration Process
  1. Verify default occurred and any cure period has expired
  2. Calculate total amount due (principal + interest + fees)
  3. Send written notice of acceleration to borrower
  4. State deadline for payment (typically 10-30 days)
  5. Describe consequences (lawsuit, foreclosure if secured)
Demand Letter vs. Acceleration Notice

These are often combined in one letter:

  • Notice of Default: "You failed to make the payment due on [date]"
  • Notice of Acceleration: "We hereby accelerate the note and declare the entire balance of $[X] immediately due"
  • Demand for Payment: "Pay $[X] by [date] or we will file suit"
Timing Considerations
  • Send demand promptly after default: Delays can waive your rights or suggest you don't take default seriously
  • Allow reasonable time to respond: 10-30 days is standard depending on amount
  • Consider borrower's situation: If borrower is insolvent or in bankruptcy, acceleration may be futile
  • Check statute of limitations: In some states, accelerating starts a new SOL clock
📄 Sample Demand Letters
Sample 1: Installment Note - Missed Payment with Cure Period
[Lender Name] [Address] [Date] [Borrower Name] [Address] SENT VIA CERTIFIED MAIL Re: Notice of Default and Opportunity to Cure Promissory Note dated [Date] Original Principal: $[Amount] Dear [Borrower Name]: This letter is formal notice that you are in default under the Promissory Note dated [date]. DEFAULT: You failed to make the monthly payment of $[amount] due on [date]. As of today, you are [X] days past due. AMOUNT DUE TO CURE DEFAULT: To cure this default, you must pay the following by [date - 10 days from letter]: Missed payment (principal & interest): $[amount] Late charge (per Note Section [X]): $[amount] TOTAL DUE TO CURE: $[Amount] CONSEQUENCES OF FAILURE TO CURE: If you do not cure this default within 10 days as required by Section [X] of the Note, we will: 1. Accelerate the Note and declare the entire balance of $[total] immediately due 2. File a lawsuit to recover the full amount plus attorney fees and costs 3. [If secured: Initiate foreclosure proceedings on the collateral] PAYMENT INSTRUCTIONS: Send payment via [check/wire/ACH] to: [Payment address/instructions] We hope to resolve this without acceleration or litigation. Please contact us immediately if you need to discuss payment arrangements. Sincerely, [Signature] [Name] [Title]
Sample 2: Acceleration and Final Demand
[Lender Name] [Address] [Date] [Borrower Name] [Address] SENT VIA CERTIFIED MAIL Re: Notice of Acceleration and Demand for Payment Promissory Note dated [Date] Dear [Borrower Name]: NOTICE OF DEFAULT: You are in default under the Promissory Note dated [date] for failure to pay [describe default: missed payments since X date / payment due at maturity on X date]. NOTICE OF ACCELERATION: Pursuant to Section [X] of the Note, we hereby ACCELERATE the Note and declare the entire unpaid balance immediately due and payable. TOTAL AMOUNT NOW DUE: Principal balance: $[amount] Accrued interest through [date]: $[amount] Late charges: $[amount] [Other fees/advances if applicable]: $[amount] TOTAL AMOUNT DUE: $[Amount] Interest continues to accrue at [X]% per [year/month] until paid in full. DEMAND FOR PAYMENT: We demand payment in full of $[amount] by [date - 15 days from letter date]. REMEDIES: If payment is not received by the deadline, we will immediately file suit and pursue all available remedies, including: • Judgment for the full amount plus continuing interest • Attorney fees and court costs as provided in Section [X] of the Note • Wage garnishment and bank account levy • [If secured: Foreclosure on the collateral securing this Note] ATTORNEY FEES: Section [X] of the Note provides that the prevailing party in any dispute shall recover reasonable attorney fees. This letter serves as notice under that provision. If we retain counsel, you will be liable for our attorney fees in addition to the principal, interest, and costs. We prefer to resolve this without litigation. Contact us immediately to arrange payment or discuss settlement. Payment should be sent to: [Payment address/instructions] Sincerely, [Signature] [Name] [Title] Enclosure: Accounting Statement
🛡️ Secured Notes and Collateral Rights

If the note is secured by collateral (real estate, vehicle, equipment, inventory), you have additional remedies and considerations.

Types of Security Interests
Collateral TypeSecurity DocumentEnforcement Remedy
Real estateMortgage or Deed of TrustForeclosure (judicial or non-judicial depending on state)
VehiclesUCC-1 on title; security agreementRepossession
Equipment/inventoryUCC-1 financing statement; security agreementUCC Article 9 sale or repossession
Accounts receivableSecurity agreement; UCC-1Direct collection from account debtors
Demand Letter for Secured Note

Your demand letter should reference the security:

  • Identify the collateral specifically
  • State that you have a perfected security interest
  • Warn that foreclosure/repossession will occur if not paid
  • Reference the security agreement and any recorded documents
Foreclosure vs. Lawsuit Decision

Foreclosure (secured by real estate):

  • Pro: Get the property; may cover debt if property has equity
  • Con: Expensive, slow (6-18 months in many states), may not cover full debt if underwater
  • Some states allow deficiency judgment after foreclosure; others don't

Repossession (vehicles/equipment):

  • Pro: Fast; can often repossess without court order if no breach of peace
  • Con: Collateral may have depreciated; must follow UCC Article 9 sale procedures
  • Can sue for deficiency after UCC sale

Sue on the note (ignore collateral):

  • Pro: Faster judgment; can garnish wages/levy accounts
  • Con: If borrower has no assets/income, judgment is worthless
Dual Track Strategy: You can pursue both foreclosure and a lawsuit on the note simultaneously in many states. This maximizes pressure on the borrower to settle.
👨‍👩‍👧 Friend & Family Loan Collection

Personal loans between friends, family members, and acquaintances are the most common — and most emotionally difficult — promissory note disputes. I handle these cases regularly and have developed a strategic approach that balances legal enforcement with relationship preservation where possible.

The Gift Presumption Problem: The IRS and courts may presume that money given to a friend or family member is a gift, not a loan. Without proper documentation, you may lose both the ability to collect AND the ability to claim a tax deduction for the loss.
Strengthening a Weak or Oral Loan Agreement

Many personal loans lack formal documentation. Here's what I look for to build your case:

  • Text messages or emails discussing repayment: "I'll pay you back by March" is evidence of a loan, not a gift
  • Partial payments made: Any repayment proves borrower acknowledged the debt
  • Bank transfer records: Memo lines saying "loan" or "lend" help establish intent
  • Witness testimony: Others who knew about the loan terms
  • Tax returns: If either party reported interest income/expense
Common Defenses Borrowers Raise
DefenseYour Rebuttal Strategy
"It was a gift"Show repayment discussions, partial payments, or written acknowledgment
"I already paid you back"Demand proof of payment; bank records show no matching deposits
"The terms were different"Your written note controls; parol evidence rule limits oral modifications
"You said I could pay whenever"Demand note allows you to demand at any time; statute of limitations runs from demand
"I can't afford it"Inability to pay is not a defense to the debt; negotiate payment plan
Typical Case Example
Scenario: A client lent $45,000 to a longtime friend for a business venture. They had a simple written note with no interest rate and a 12-month repayment term. After 18 months of excuses and two partial payments totaling $5,000, I sent a formal acceleration and demand letter with a 15-day deadline. The borrower responded within a week with a structured repayment proposal — $2,000/month for 20 months. The demand letter converted an ignored verbal request into an enforceable payment schedule.
My Approach to Personal Loan Collection
  1. Document review: Assess what evidence exists (note, texts, bank records, witnesses)
  2. Strategic demand letter: Formal enough to create legal pressure, but professional enough not to permanently destroy the relationship
  3. Payment plan negotiation: Often the best outcome — borrower agrees to structured repayment
  4. Small claims or civil filing: If demand fails, I prepare the pro se filing package or represent you directly
  5. Tax documentation: If the debt is truly uncollectible, I document the collection effort for an IRC §166 bad debt deduction (see Tax Write-Off tab)
Dual Strategy: Every demand letter I send in a personal loan case serves two purposes — it's a genuine collection effort AND documentation for a potential tax deduction if the debt proves uncollectible. Your CPA will thank you.
📊 When You Can't Collect: IRC §166 Bad Debt Tax Deduction

If the 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 clients' CPAs regularly.

Why This Matters: A properly documented bad debt deduction can recover 20-37% of the lost amount through tax savings, depending on your tax bracket. On a $50,000 uncollectible note, that's $10,000-$18,500 back in your pocket.
IRC §166 Requirements
RequirementWhat the IRS Wants to See
Bona fide debtA genuine debtor-creditor relationship (not a gift disguised as a loan)
Debt became worthlessEvidence that borrower can't pay and further collection is futile
Collection effortsDemand letters, phone records, payment negotiations — proof you tried to collect
Debtor's financial conditionInsolvency evidence, bankruptcy filing, no attachable assets
Proper classificationBusiness debt (ordinary loss) vs. nonbusiness debt (short-term capital loss)
Business vs. Nonbusiness Bad Debt
Business Bad Debt (Better):
  • Loan was made in connection with your trade or business
  • Deductible as ordinary loss (no $3,000 limitation)
  • Partial deduction allowed
  • Example: Loan to a vendor, customer, or business partner
Nonbusiness Bad Debt (More Restrictive):
  • Personal loan to friend, family, or non-business investment
  • Treated as short-term capital loss
  • Must be TOTALLY worthless (no partial deduction)
  • Subject to $3,000/year limitation against ordinary income
  • Excess carries forward to future years
How Demand Letters Create IRS Documentation

The IRS specifically looks for evidence of collection efforts. My demand letter packages for tax documentation purposes include:

  • Formal demand letter with certified mail receipt: Proves you attempted collection on a specific date
  • Follow-up demand (if no response): Shows persistence and escalation
  • Final notice with litigation threat: Demonstrates you exhausted reasonable collection options
  • Debtor's financial assessment: Documentation of insolvency or inability to pay
  • Collection effort timeline: Chronological summary for CPA to attach to tax return
CPA Coordination Workflow

I work directly with your CPA or tax preparer to ensure the documentation meets IRS requirements:

  1. Intake: Determine debt structure — promissory note, oral agreement, or equity investment
  2. Document Collection: Gather the note, communications, payment records, and borrower financial info
  3. Demand Letter Series: Send 2-3 demands to establish a clear collection effort record
  4. Worthlessness Assessment: Document why further collection is futile
  5. CPA Package: Deliver a complete IRC §166 documentation package to your tax preparer including:
    • Description of the debt (amount, date, terms)
    • Debtor identification and relationship
    • Chronological collection effort summary
    • Evidence of worthlessness
    • Classification recommendation (business vs. nonbusiness)
  6. Tax Year Timing: Coordinate with CPA on which tax year to claim the deduction
Critical Timing Issue: The deduction must be claimed in the year the debt becomes worthless. If you wait too long, you may lose the deduction entirely. The IRS allows an extended 7-year period (instead of the normal 3 years) for filing amended returns for bad debt deductions, but don't rely on this — act promptly.
Fee Structure for Tax Documentation Packages
ServiceFeeWhat's Included
Single demand letter$575Formal collection demand + certified mail
IRC §166 documentation series$575-7502-3 demand letters + collection timeline + CPA package
Pro se filing setup$1,250Court complaint + filing instructions (strengthens worthlessness claim)
Full representation$240/hrLitigation, judgment, post-judgment enforcement
Referred by a CPA? I work with accounting professionals throughout California. If your CPA or bookkeeper referred you, mention it — I'll coordinate directly with them on documentation requirements and tax year timing.
💼 How I Help with Promissory Note Collection
Sergei Tokmakov, Esq.
Sergei Tokmakov, Esq.
California State Bar #279869 · Collections & Commercial Litigation

I handle promissory note collection from first demand through judgment enforcement. My practice focuses on the cases that fall between "too small for a big firm" and "too complex for small claims" — typically $10,000 to $250,000 in dispute.

My Typical Client: A CPA or bookkeeper refers a client with an aging receivable or defaulted loan. I send the demand letter, attempt collection, and if the debt proves uncollectible, I prepare the IRC §166 tax documentation package so the loss at least generates a tax deduction.
Services:
  • Review note and security documents for enforceability
  • Draft notice of default, acceleration, and demand letters
  • Negotiate settlements and workout agreements
  • IRC §166 bad debt documentation for your CPA
  • File lawsuits to obtain judgments
  • Handle foreclosure proceedings (real estate)
  • Pursue UCC remedies (repossession, Article 9 sales)
When to Involve an Attorney:
  • Note amount exceeds $25,000
  • Borrower disputes validity of note or default
  • Secured note requires foreclosure
  • Multiple parties or guarantors involved
  • Borrower has filed bankruptcy
  • Note is past statute of limitations or close to it
Collect on Defaulted Notes
Whether secured or unsecured, I can help you enforce your promissory note and recover what you're owed.
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