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Silver Lining in the Golden State

Lots of discussion about last week’s midterms and why Republicans took such a beating. We’ll leave the autopsies to others. For Main Street, the takeaway is simple: the tax policy environment in Washington just got a lot harder.

Which makes the vote on Proposition 40 — the California wealth tax — all the more remarkable. The same night voters handed Democrats a massive wave, Californians rejected the nation’s first tax on billionaire wealth and appear poised to place a ban on future wealth taxes into their constitution.

It’s an important result because, like it or not, the debate they just had in …

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2026-11-10T14:25:54+00:00November 10, 2026|

CTA Supporters Want Their Red Tape Back

Just when Main Street thought it was finally free of the Corporate Transparency Act, the law’s proponents are back for another bite at the apple.

Last week, a coalition of 21 states and the District of Columbia sued the Treasury Department, seeking to overturn the Trump administration’s decision to exempt domestic businesses from the CTA’s onerous beneficial ownership reporting requirements. If successful, the lawsuit could force more than 30 million Main Street businesses back into a reporting regime that threatened them with steep penalties for failing to file paperwork with the federal government.

The states claim Treasury exceeded its authority …

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2026-11-03T17:06:03+00:00November 3, 2026|

Talking Taxes in a Truck Episode 51: The Buy, Borrow, Die Debate (Plus Bonus Post-Election Policy Outlook and Some BIG News!)

Is “buy, borrow, die” a giant loophole that lets the ultra-wealthy live tax-free, or a catchy slogan designed to raise your taxes? A recent Wall Street Journal piece put the idea back in the headlines, so Brian and George hit the debate stage to see who’s right. But not before making a BIG announcement that might rock the tax world for years to come, plus they lay out the tax policy road ahead: the odds of a lame-duck tax package, what divided government could mean for the next two years, and the fiscal reckoning coming our way.

Show Notes:

2026-11-02T20:37:31+00:00November 2, 2026|

Earn, Save, Invest, Grow, Borrow, Pay Interest, Repay the Loan, Die, Pay the Estate Tax

Is there a penalty for bad reporting?  This week’s WSJ article entitled “The ‘Buy, Borrow and Die’ Wealth Strategy Has Become a $5 Trillion Market” makes a strong case that there should be. Here’s the lede:

Buy, borrow and die is a mantra of the rich. They love to take out loans against stock they own, so they don’t have to sell it when they want to buy other things such as mansions, yachts and movie studios.

Lots to unpack here. Start with the label. “Buy, Borrow and Die” is a misnomer.  The phrase describes a supposed strategy employed …

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2026-10-30T16:33:31+00:00October 30, 2026|

The “Experts” are Wrong, Part VI

This recent note from Oren Cass over at American Compass caught our eye:

Kim Clausing and I disagree on tariffs and have enjoyed debating each other a number of times, but we agree on this: There is a smarter way to tax the rich (Financial Times). Tax capital, folks. This statistic, especially, fascinated me: “Despite having the world’s most successful public companies, the US raises much less from corporate tax (about 2 per cent of GDP less) than other rich countries.”

Sure, it’s a fascinating stat. It’s also entirely bogus, as it ignores the taxes paid by 95 percent of …

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2026-10-21T20:26:41+00:00October 21, 2026|