The gig workers strike raises a question we're not asking: Can workers exit? If yes, let market pressure work. If no, then regulate. But before we rush to "do something," we need to understand the difference between empathy and good policy.
2025, or What Happened When the Reservoir Ran Dry
When I started this newsletter (back in 2024), I had the confidence of someone who'd never run out of ideas. By this year, the reservoir had run dry. But I kept writing anyway. Here's what I learned from writing 51 newsletters in 2025: → AI dominated my output (31%) when I planned to write about policy → Being right about content marketing's comeback didn't prevent months of struggle → The newsletter became less about expertise, more about documenting uncertainty → Writing became thinking in public The biggest lesson? Markets can remain irrational longer than you can remain solvent. And that applies to career too.
The AI Revolution’s First Casualties: Why Your Entry-Level Job Disappeared
If you're a recent graduate struggling to land that first role, you're not imagining things. A new paper examining millions of American workers reveals something stark: since ChatGPT went mainstream in late 2022, employment for workers aged 22-25 in AI-exposed occupations has plummeted 13% relative to their older colleagues. The traditional career ladder assumed you started at the bottom and climbed up. AI just removed the bottom rungs entirely.
The Great Inversion: How AI Flipped Copyright Inside Out
In 2020, my manager rejected a candidate for plagiarism. In 2024, Anthropic paid $1.5 billion for using pirated books to train Claude, even though a judge ruled the actual training was "fair use."
What 2025 Taught Me About Survival and Meaning
This is the 100th edition of "Elephant in the Room", and my most personal. It's the story of survival in face of uncertainty. Edition 100 is about the year that forced me to learn the difference—and what actually kept me intact when everything felt uncertain.
The Waiting Room We Never Left
"What if a demon were to creep after you one night... and say, 'This life which you live must be lived by you once again and innumerable times more...' Would you throw yourself down and gnash your teeth and curse that demon? Or would you answer, 'Never have I heard anything more divine'?" - Friedrich... Continue Reading →
Wondering If You Should Follow Up After Interviews? Here’s The Answer.
Radio silence after an interview? Should you follow up? Or will it make you look desperate? I wrestled with this myself this year, sending dozens of follow-ups and tracking the results. My finding: while silence usually means rejection, there's a crucial 20% upside you're leaving on the table if you don't act strategically.
Why CORE Traits Matter More Than Skills in the AI era
We posit it's because of CORE traits: 4 unchanging human qualities that will outlast every technical skill you'll ever learn. It's not nepotism, favoritism, or flattery. It's CORE traits that don't show up on resumes. And in the AI era, these traits matter more than ever
Welcome to the World Where Everyone is a Writer and Nobody Reads
Writing that actually moves us requires precisely what AI eliminates: the messy human struggle. George Saunders calls this your "iconic space": the place from which you write stories only you could write. I ask my readers: what will you write that only you can write?
Why Retrieval Practice Beats Endless Study
The ability to pull information from memory in a challenging environment > Constant reading, reviewing and preparing tonnes of notes.
Musings by Madhav 