Across The Bar Podcast

Across the Bar Podcast, Episode 60 - Insider Trading From the Teleprompter, IRS Chief's Spy Games & Planning a Retreat People Don't Dread

July 25, 2026·32 min
Episode Description from the Publisher

This week we start in the West Wing, where the man responsible for scrolling President Trump's speeches across the teleprompter turned out to have a lucrative side gig: allegedly trading on Kalshi based on what he already knew the President was about to say. It's the kind of insider trading story that writes itself — except it's paired with something arguably worse, reports that early access to the President's Truth Social posts is being sold to companies for somewhere around $100–200K a pop. We get into why any regulated firm even considering paying for that access should think hard about what a state attorney general, or a very different administration two years from now, might make of it.From there we head to the EEOC, which just voted 2-1 to scrap the EEO-1 reporting requirements that have quietly tracked workplace demographics for six decades — and is doing it on a 30-day comment period instead of the usual 60. We talk about what it means when the agency in charge of equal employment opportunity stops measuring who's actually employed at companies.Then there's Frank Bisignano, the head of the IRS, who — according to a Wall Street Journal report — allegedly used JPMorgan's own security apparatus to keep tabs on his internal rivals during his time there. We break down why that story matters well beyond his old job, and the basic access controls every company, not just megabanks, should have in place.We close things out with something a little less felonious: how to actually plan a corporate retreat people want to attend instead of one they've been dreading for weeks — including why the boss should probably stay out of the planning committee.

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