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Archives for September 2025

From Campaign Slogan to Fine Print

September 23, 2025 by Bill Bourbonnais

Remember the “no tax on tips” promise? The IRS just issued proposed guidance spelling out which jobs actually qualify for the shiny new break under the Big Beautiful Bill. The list looks familiar — bartenders, servers, nail techs, taxi drivers – and it also includes roles like bussers, cooks, and dishwashers. That’s not because customers are tipping the dish pit directly, but because tip-sharing is a long-standing part of the industry.

Filed Under: One Big Beautiful Bill, taxes Tagged With: #BigBeautifulBill, #BusinessOwners, #IRSUpdate, #NoTaxOnTips, #RealEstateTaxPros, #RestaurantLife, #RideshareLife, #TaxBeat, #TaxDeduction, #TaxPlanning, #TaxStrategy

Guy Math: The Drill That Keeps on Giving

September 16, 2025 by Bill Bourbonnais

By now you’ve probably heard of “girl math.” That’s the playful financial logic that turns a return into a profit or makes anything bought with cash “basically free.” Pay for Taylor Swift tickets six months in advance? By the time the concert rolls around, they cost nothing. It’s not necessarily “wrong” math. It’s “emotional” math. It explains how money feels rather than how it flows. Accountants everywhere faint when they hear it, but they faint quietly — back into their spreadsheets where they feel comfortable.

Filed Under: IRS, Retirement, taxes Tagged With: businesstaxes, DIYFinance, EntrepreneurLife, FinancialHumor, GuyMath, IRSReality, SmallBusinessTips, TaxDeductions, TaxSmart, TaxStrategy, WriteOffWisdom

ChatGPT, Tax Planner

September 8, 2025 by Bill Bourbonnais

Remember when we thought robots were just coming for factory jobs, truck driving jobs, and maybe your nephew’s job at Taco Bell? Well, surprise: now they’re gunning for your tax pro. That’s right, the machines have been let loose on the U.S. tax code, and the results are equal parts brilliant, terrifying, and hilarious.

Filed Under: Artificial Intelligence, IRS, taxes Tagged With: AIandTaxes, AIAudit, AuditRisk, ChatGPTFinance, irsupdate, TaxAdvice, TaxLoopholes, taxplanning, TaxProTips, TaxStrategy

You Belong with Me (And The IRS)

September 2, 2025 by Bill Bourbonnais

The world has finally exhaled — Taylor Swift and Travis Kelce are officially engaged. Forget wars, politics, and inflation: this is the headline America needed. It’s like Shakespeare meets the Super Bowl, with a soundtrack already topping the charts. But here, we’re less concerned about the flowers, the venue, or whether Ed Sheeran sings at the reception. We’re laser-focused on two things the IRS cares about most: the ring and the prenup

Filed Under: IRS, taxes Tagged With: EngagementTax, GiftTax, HighNetWorth, IRS, PrenupPlanning, TaxStrategy, TaylorSwift, Tayvis, TravisKelce, WealthProtection

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