Related-Party Loan Collection
Friend loans, family loans, and the IRS gift presumption — how to collect or document for write-off
The Uncomfortable Truth About Personal Loans
You lent money to someone you trust — a friend, family member, business associate, or romantic partner. Now they won't pay it back. Maybe they're avoiding you. Maybe they're claiming it was a "gift." Maybe they just say they'll "get to it."
I handle these cases regularly. They're emotionally complicated but legally straightforward if you have the right documentation — and a demand letter helps create that documentation even after the fact.
The IRS Gift Presumption
When money flows between related parties (friends, family, romantic partners), the IRS may presume the transfer was a gift — not a loan. This matters for two reasons:
- Collection: If it's a gift, there's nothing to collect — you gave it away
- Tax deduction: If it's a gift, there's no IRC §166 bad debt deduction — gifts aren't debts
Without documentation, you may lose twice: Can't collect the money AND can't write off the loss on your taxes.
How I Rebut the Gift Presumption
Even without a formal promissory note, I can build a case that the transfer was a loan:
| Evidence Type | What It Proves |
| Text messages discussing repayment | "I'll pay you back by March" = acknowledgment of debt |
| Partial payments made | Any repayment proves borrower knew it was a loan |
| Bank transfer memo lines | "Loan" or "Lend" on the transfer description |
| Interest payments or discussion | Interest = loan, not gift |
| Borrower's financial distress at time of transfer | Requesting money due to need implies loan, not gift |
| Demand letter response | If borrower doesn't dispute the debt, it's an admission |
The demand letter itself is evidence. If I send a demand letter and the borrower responds by saying "I can't pay right now" or "can I do a payment plan?" — they've just acknowledged the debt. If they say nothing, the unrebutted demand supports a loan characterization.
Common Scenarios
Friend-to-Friend Loan ($35,000): Client lent money for a restaurant startup. No formal note — just a text saying "I'll pay you back within a year plus 5%." After 18 months of silence, I sent a demand letter referencing the text messages and partial payments made. Borrower retained counsel and agreed to a 12-month repayment plan within 3 weeks.
Family Loan → Tax Deduction ($60,000): Client lent money to a sibling's struggling business. The business failed and sibling filed Chapter 7. I sent the demand letter (to establish collection effort), then prepared the IRC §166 documentation package. CPA claimed the deduction. The demand letter was the critical document — without it, the IRS could have denied the deduction by claiming it was a gift.
Pricing
$575
Demand letter
Collection + gift presumption rebuttal
$575-750
IRC §166 series
2-3 letters + CPA package
$1,250
Pro se filing setup
Small claims or civil
Lent Money to Someone Who Won't Pay Back?
I'll send the demand letter, negotiate repayment, or document for tax deduction.
Email owner@terms.law