Josh Steiner: The F*ckup Diaries
Impolitic with John Heilemann
Audacy | Puck
4.8 • 4.5K Ratings
🗓️ 23 February 2026
⏱️ 80 minutes
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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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