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TaxSmart

When “Fair Share” Sounds Like “Find the Exit”

January 6, 2026 by Bill Bourbonnais

Raising taxes on the rich is usually a party trick politicians pull out when they want applause, not when they actually plan to do it. Lately, though, some of them are dusting it off again, and high earners are reacting the same way people do when the waiter raises an eyebrow and says, “So . […]

Filed Under: IRS, taxes Tagged With: BusinessPlanning, CaliforniaExit, FinancialStrategy, HighEarnerMoves, NYCTaxes, RelocationRisk, ResidencyRules, TaxSmart, TaxStrategy, WealthTax

Buried Treasure and the IRS

October 7, 2025 by Bill Bourbonnais

Every kid dreams of finding a buried chest full of gold coins, a few emeralds, and maybe a wooden leg or two. But grown-ups who actually find treasure soon discover the real pirates aren’t the ones with eye patches and hooks. They’re the ones with ID badges reading “Internal Revenue Service.”

Filed Under: IRS, taxes Tagged With: CesariniCase, FinancialIrony, FoundWealth, IRSSalvage, OtherIncome, TaxLaw, TaxSmart, TaxStrategy, TreasureTroveTax

Uncle Sam Wants to Venmo You

October 1, 2025 by Bill Bourbonnais

Remember when getting a tax refund meant waiting by the mailbox like a kid on Christmas morning? Except, instead of a shiny new bike, you got a government-issued check printed on shiny iridescent paper? You’d spot that official envelope, rip it open with the excitement of opening your card from Grandma (with a crisp $20 bill inside), and admire the John Hancock of some Treasury bureaucrat who probably couldn’t get a table at Applebee’s without a reservation. Then you’d rush to the bank and stand in line behind a guy depositing coins in a jar. And of course, there was always the risk your ex would intercept it, or the family dog would decide it made the perfect chew toy. It was a ritual equal parts thrilling, frustrating, and absurdly outdated, like renting DVDs from Blockbuster or printing out MapQuest directions.

Filed Under: Uncategorized Tagged With: DirectDeposit, ElectronicPayments, FinancialIrony, IRSDigital, irsupdate, TaxRefunds, TaxSmart, TaxStrategy, Unbanked

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

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