What I've Been Watching — Issue #2 — May 2026
A personal curation of videos worth your time — money & creators, AI & tools, film & pop culture.
A personal curation from Nishat
Hey everyone,
May was a strange mix. I went from AI tools and startup talk to a guy explaining how Elon actually runs Tesla. No real theme this month, just whatever caught me.
Here’s the highlight from May month’s watchlist:
Money, business & creators
How Real Creators Go From Broke to Six Figures | DailyVee 698 Gary Vee’s daily vlog format, but this one actually breaks down the math behind going from nothing to six figures as a creator. Watch the Video
How Gary Vee delegates while running a $460M empire The delegation specifics here are the actual value. Most “how I run my business” videos skip this part. Watch the Video
Gary Vee: “i was an all-time atrocious firer” A short clip, but an honest one. Worth the thirty seconds. Watch the Video
The Underrated Money Making Skill In 2026 Skipped past the clickbait title expecting fluff. The actual skill they land on is more specific than I expected. Watch the Video
Level Up Your Life In 2026 | Shaan Puri Shaan Puri thinks out loud better than almost anyone in this space. This one’s about personal systems, not business. Watch the Video
4 businesses YC wants to fund (and nobody is building yet) A list of gaps Y Combinator is actively looking to fill. Good if you’re the type who likes spotting opportunities before everyone else does. Watch the Video
YC Startup School India | The inside story Founders and engineers talking about what building in India’s startup scene actually looks like right now. Watch the Video
Forget S&P, Bitcoin & AI, here’s where Mohnish Pabrai is putting his money in 2026 Pabrai is one of the few investors I actually trust to say something unexpected, and he does here. Watch the Video
Ex-Tesla President reveals EVERYTHING Elon does to win This is the one I keep thinking about. Specific, sometimes uncomfortable details about how Musk actually operates day to day. Watch the Video
Laid Off After 25 Years in Tech: The Anxiety, Sacrifice, and Reality No One Talks About A hard watch, but an honest one. Not motivational, just real. Watch the Video
AI, tools & how things work
Why agency is beating titles in the AI era | Max Schoening (Head of Product, Notion) Less about AI hype, more about how job titles are losing meaning as AI changes what “doing the work” looks like. Watch the Video
BREAKING: GA4 Adds AI Tracking (Everything You Need To Know) A practical walkthrough, useful if you touch analytics at all. Watch the Video
AI Band Gets Caught Then Hires Real Humans The headline tells you the whole arc, but watching it unfold is funnier than the summary suggests. Watch the Video
Film, pop culture & internet drama
How to manufacture a billionaire childhood A sharp look at how certain origin stories get built and sold after the fact. Watch the Video
The OBSESSION of SS Rajamouli A deep look at what drives the director behind some of the biggest Indian films of the last decade. Watch the Video
How Porn Became the American Dream A blunt, well-researched look at an industry most people don’t talk about honestly. Watch the Video
Ryan’s World Parents Finally Got What They Deserved.. A story about kid-influencer culture and what happens when the adults behind it get held accountable. Watch the Video
That’s the full month. If anything here catches your eye, let me know what you thought.
— Nishat