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The Devil’s in the Deductions-Digging Into the “Big Beautiful Bill”

July 8, 2025 by Bill Bourbonnais

You already know the highlights: the Big Beautiful Bill (BBB) is Congress’s latest effort to stuff 10 pounds of tax cuts into a five-pound bag. It locks in most of the 2017 Tax Cuts and Jobs Act. Marginal rates stay low. The standard deduction stays chunky. The qualified business income deduction lives to fight another day. Cue the confetti (and another round of Roth conversions while you’re at it).

Filed Under: taxes, TCJA Tagged With: 2025 tax law, Big Beautiful Bill, capital gains, gambling deductions, IRS, passive income, professional gambler, QSBS, startup taxes, Tax Cuts and Jobs Act, tax reform, tax savings, tax strategy, taxpolicy, taxrelief

The IRS Is Watching You

July 2, 2025 by Bill Bourbonnais

Let’s talk about something even scarier than an IRS audit: how much the IRS already knows about you, without even asking. And how that data isn’t just sitting quietly in a dusty government basement like the Ark of the Covenant in Raiders of the Lost Ark. It’s getting shared, sifted, and sometimes subpoenaed, all with implications for your privacy that go way beyond your W-2.

Filed Under: taxes Tagged With: 1099k reporting, audit defense, federal data exchange, financial surveillance, financial transparency, income reporting, irs data sharing, irs surveillance, proactive tax planning, tax audit protection, tax data privacy, taxpayer privacy

The Influencer Who Influenced a $23 Million Lie

June 24, 2025 by Bill Bourbonnais

f you’ve ever scrolled past a social media ad promising “guaranteed 30% returns” and thought, Wow, that’s either genius or illegal—congratulations, your spidey sense is working. Because in the case of Columbus-based finance influencer Tyler Bossetti, it turns out it was both, until the IRS, the SEC, and a federal grand jury all chimed in with a very firm “Nope.”

Filed Under: taxes Tagged With: financial literacy, fraud prevention, influencer fraud, investment due diligence, investment scams, IRS, ponzi scheme, SEC, small business tax tips, social media scams, tax compliance, tax fraud, tax planning, Tyler Bossetti, wire fraud

California Dreamin’

June 17, 2025 by Bill Bourbonnais

California Governor Gavin Newsom has been playing “David versus Goliath” with President Donald Trump, especially as Trump has ordered troops into Los Angeles to quell protests against his immigration raids. Now Newsom has floated a wild idea: what if California stopped sending money to the IRS?

Yes, you read that right. The head of the fifth-largest economy in the world — home of tech bros, movie stars, and $12 oat milk lattes — is making noises about withholding federal tax revenue.

Filed Under: taxes Tagged With: CaliforniaTaxes, DonorStates, FederalWithholding, GavinNewsom, IRS, OverpayingTaxes, SacramentoPolitics, StateVsFederal, tax, tax savings, tax strategy, taxes, taxnews, taxplanning, taxpolicy, TaxReform

Blimey!

June 11, 2025 by Bill Bourbonnais

It’s official—London has lost its sparkle for the super-rich. The same billionaires who once descended on Mayfair like it was Monaco-on-Thames are now packing their bags, selling their townhouses, and swapping their G-Wagons for Gulfstreams. Why? Because Britain’s decided to go poking around their trust funds like a nosy neighbor with a flashlight.

Filed Under: taxes Tagged With: billionaires, expat tax, global tax, international tax, non-dom, offshore trusts, tax planning, tax reform, tax strategy, UK tax, wealth management

Not Just Lipstick on a Pig

June 4, 2025 by Bill Bourbonnais

Hailey Bieber – daughter of actor Stephen Baldwin and wife of singer Justin Bieber – just proved she’s more than another nepo baby with a serum line. Today she’s a full-blown tax case study with a side of moisturizer! In a deal that left beauty insiders and financial planners equally slack-jawed, she sold her skincare brand, Rhode, to e.l.f. Beauty for $1.1 billion. The press called it iconic. Wall Street called it synergistic. And the IRS? They called dibs.

Filed Under: taxes Tagged With: BillionDollarExit, BusinessExitStrategy, CapitalGains, CelebrityTax, EntrepreneurFinance, HaileyBieber, QSBS, TaxHumor, taxplanning, TaxPros, taxtips

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