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Impolitic with John Heilemann

Josh Steiner: The F*ckup Diaries

Impolitic with John Heilemann

Audacy | Puck

News, Politics

4.84.5K Ratings

🗓️ 23 February 2026

⏱️ 80 minutes

🧾️ Download transcript

Summary

John welcomes former Treasury Department chief of staff and Quadrangle Group cofounder Josh Steiner to discuss his new book, with former Sony Entertainment CEO Michael Lynton, “From Mistakes to Meaning: Owning Your Past So It Doesn’t Own You.” Currently a partner at SSW Partners, Steiner delves into the news-making screwup that headlined his career in government and the broader topic of life-altering blunders – how and why we make them, what they tell us about ourselves, and the importance of confronting rather than suppressing them. To learn more about listener data and our privacy practices visit: https://www.audacyinc.com/privacy-policy Learn more about your ad choices. Visit https://podcastchoices.com/adchoices

Transcript

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0:00.0

Instagram teen accounts default teens into automatic protections for who can contact them and the content they can see.

0:09.4

Explore teen accounts and all of our ongoing work to protect teens online at Instagram.com slash teen accounts.

0:25.7

Aloha and namaste everyone and welcome to Impolitic with John Heilman, a puck and Odyssey joint featuring lively, in-depth conversations with the people who cruised the corridors

0:30.2

of power in America, sculpting and shaping the ebb and flow of our politics and culture.

0:35.2

Two years ago or so, I was having lunch with my pal Josh Steiner, who had gained

0:40.5

some notoriety and not the right kind of notoriety three decades earlier when, as the 20-something

0:47.0

chief of staff to Treasury Secretary Lloyd Benson in Bill Clinton's first term in the White House,

0:52.6

he'd become embroiled in the Whitewater

0:54.6

Bruhaha due to some politically embarrassing things that he'd written in his personal diary

0:59.7

about Clinton, George Stephanopoulos, and a variety of other senior White House officials.

1:04.6

In the context of the systemic large-scale corruption and gargantuan ongoing grift and graft

1:10.4

taking place in Donald Trump's administration,

1:12.6

Whitewater gives new meaning to the term penny ante, and Josh's diary was but a mere pimple on the so-called

1:19.6

scandal's ass. But at that time, it was all that anyone could talk about in Washington, especially

1:24.9

when Steiner was hauled up to Capitol Hill and compelled

1:28.4

to testify before the House and Senate banking committees about his diary on national TV.

1:34.8

Now, over lunch, Josh was telling me that all these years later, he was endeavoring to write a book,

1:40.6

not about his 15 minutes of infamy, but about the broader topic of mistakes. How and why

1:46.6

we make them, what they tell us about ourselves, what we can learn from them, and how that can

1:50.7

help us to avoid making more of them in the future, and most intriguingly to me, the extent to which

1:57.1

they can haunt us for years and even decades after we've made them.

2:05.9

The impulse we all have to live in denial about them and why confronting them is so much more helpful and healthy than suppressing them.

...

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