The Short Term Rental Playmaker The Cohost coach - Episode #64: How STR Hosts Should Finish the Year Strong with Jon Farber
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Dec 17, 2025 Jon Farber, a short-term rental investor and bookkeeping guru, shares his journey from overpaying taxes to revolutionizing financial management for STR hosts. He emphasizes the critical need for clean financials and reveals common bookkeeping pitfalls that can hinder profitability. Listeners will learn starter tips for effective bookkeeping, from managing separate bank accounts to utilizing QuickBooks optimally. Jon also discusses the role of AI tools in enhancing operational efficiency and the importance of clear communication with accountants.
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Costly Tax Mistake Sparked A Business
- Jon Farber discovered his accountant had overpaid his taxes by $24,000 and spent years refiling to get the money back.
- That experience drove him to learn bookkeeping and eventually build a specialized bookkeeping business for STR operators.
Grew From Sharing A Bookkeeper To 70 Clients
- Jon started by sharing a trusted bookkeeper with peers and learned bookkeeping hands-on from them and via AI.
- Rapid iteration and client-driven improvements grew his service from zero to 70 clients in six months.
Solopreneur Trap Harms Service Quality
- Many bookkeepers and accountants are solopreneurs who decline in service as they add clients.
- Jon built a scalable team model to reinvest new client revenue into hiring and systems so service quality improves with growth.