The problem with gamifying life
The Gray Area with Sean Illing
49:22Feb 9, 2026
The Gray Area with Sean Illing
741 episodes
America is football
The Gray Area with Sean Illing
50:43Jan 26, 2026
How we built a government that can’t build anything
The Gray Area with Sean Illing
45:46Jan 12, 2026
It’s okay to not be okay
The Gray Area with Sean Illing
58:35Dec 22, 2025
Forgiveness is optional
The Gray Area with Sean Illing
1:04:06Dec 15, 2025
The pornification of everything
The Gray Area with Sean Illing
56:09Dec 8, 2025
What counts as progress?
The Gray Area with Sean Illing
41:06Dec 1, 2025
How to survive awkward encounters
The Gray Area with Sean Illing
56:52Nov 17, 2025
Truth in an age of doublethink
The Gray Area with Sean Illing
52:16Nov 10, 2025
The case against free will
The Gray Area with Sean Illing
58:50Nov 3, 2025
What the climate story gets wrong
The Gray Area with Sean Illing
49:06Oct 27, 2025
The Great Enshittening
The Gray Area with Sean Illing
47:31Oct 20, 2025
America chose violence. Now what?
The Gray Area with Sean Illing
58:23Oct 13, 2025
What's worth remembering?
The Gray Area with Sean Illing
58:54Oct 6, 2025
Why TikTok matters
The Gray Area with Sean Illing
1:03:38Sep 29, 2025
The sun will save us
The Gray Area with Sean Illing
47:08Sep 22, 2025
How much free speech is too much?
The Gray Area with Sean Illing
54:26Sep 15, 2025
Imagine there's no billionaires
The Gray Area with Sean Illing
53:51Sep 1, 2025
America's lawyers vs. China's engineers
The Gray Area with Sean Illing
51:37Aug 25, 2025
So, what exactly is the “New Right?”
The Gray Area with Sean Illing
51:36Aug 18, 2025
America is losing big on sports betting
The Gray Area with Sean Illing
53:49Aug 11, 2025
It’s time to get weird
The Gray Area with Sean Illing
1:00:34Aug 4, 2025
What if humans went extinct next Friday?
The Gray Area with Sean Illing
59:31Jul 28, 2025
Can college survive Trump?
The Gray Area with Sean Illing
57:42Jul 21, 2025
Hopeful pessimism
The Gray Area with Sean Illing
51:53Jul 14, 2025
If AI can do your classwork, why go to college?
The Gray Area with Sean Illing
55:21Jun 30, 2025
Is Trump winning?
The Gray Area with Sean Illing
48:31Jun 16, 2025
A right-wing economist makes his case
The Gray Area with Sean Illing
1:04:14Jun 9, 2025
What "near death" feels like
The Gray Area with Sean Illing
52:26Jun 2, 2025
Machiavelli on how democracies die
The Gray Area with Sean Illing
47:30May 26, 2025
Do you have moral ambition?
The Gray Area with Sean Illing
56:40May 12, 2025
The science of ideology
The Gray Area with Sean Illing
51:41May 5, 2025
A new analysis of the pandemic
The Gray Area with Sean Illing
47:14Apr 28, 2025
Halfway there: a philosopher’s guide to midlife crises
The Gray Area with Sean Illing
50:49Apr 21, 2025
Whatever this is, it isn’t liberalism
The Gray Area with Sean Illing
53:40Apr 14, 2025
A new way to listen
The Gray Area with Sean Illing
1:09Apr 11, 2025
The beliefs AI is built on
The Gray Area with Sean Illing
50:22Apr 7, 2025
Stop comparing yourself to AI
The Gray Area with Sean Illing
55:51Mar 31, 2025
Democrats need to do something
The Gray Area with Sean Illing
50:45Mar 24, 2025
How to live in uncertain times
The Gray Area with Sean Illing
48:40Mar 17, 2025
How to sink into silence
The Gray Area with Sean Illing
46:45Mar 10, 2025
How to change your personality
The Gray Area with Sean Illing
39:11Mar 3, 2025
Is ignorance truly bliss?
The Gray Area with Sean Illing
34:15Feb 17, 2025
Is America broken?
The Gray Area with Sean Illing
49:43Feb 10, 2025
The cost of spending time alone
The Gray Area with Sean Illing
41:07Feb 3, 2025
Attention pays (with Chris Hayes)
The Gray Area with Sean Illing
50:42Jan 27, 2025
How to be happy
The Gray Area with Sean Illing
1:06:38Jan 20, 2025
The screens between us
The Gray Area with Sean Illing
45:53Jan 13, 2025
The importance of failure
The Gray Area with Sean Illing
46:28Jan 6, 2025
What to do with your sadness, pain, and grief
The Gray Area with Sean Illing
56:48Dec 23, 2024