Small Business Tax & Bookkeeping Blog | Zero Fluff Books

If you work in the trades, chances are you’ve paid a subcontractor in cash, Zelle, Venmo, or even handed over a check in the middle of a job site. It feels simple—one professional helping another. But when it comes to taxes, undocumented payments can create a world of problems. As a former IRS Agent, I’ve seen it from both sides: honest contractors who just didn’t know better, and messy records that made good people look like they were hiding income. Here’s why every subcontr