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r/Prorevenge I Put Him in $100,000 in Debt

Aug 4, 2026 · 17m

Summary

This episode features two Reddit revenge stories. First, a man wins a 1969 Pontiac GTO after his wife beats a misogynistic rival in a drag race, later securing a restraining order and court victory when the loser files a frivolous lawsuit. Second, an employee follows a sales director’s negligent advice to ignore small contracts, resulting in an $8 million company loss that leads to the director’s firing and financial ruin.

Topics discussed

Sponsor: Chime fee-free banking features Track day setup and the arrogant challenger The misogynistic bet: Wife races for car title Wife wins, challenger refuses to pay and attacks OP Legal aftermath: $100k lawsuit and car valuation Court victory: Restraining order and contempt charges New story: Company layoffs and increased workload Conflict with sales director over contract diligence Email instruction to ignore small contracts The trap: Ignoring a rebate clause on a small deal The $50M contract disaster and public exposure Resolution: Sales director fired and sued for $500k
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