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He turned a side hustle into a video game resale business that’s brought in $4 million this year
Caleb Ashton’s journey into the resale business was, like many who start out in that industry, humble. Ashton began flipping items — textbooks, action figures, golf clubs, sneakers, and more — while living with his wife in a one-bedroom apartment in 2019. He was eager to create an extra source of…
After starting the tokenmaxxing panic, Uber’s CTO is back with a very different AI story
Remember the executive who sparked the tokenmaxxing panic earlier this year after saying Uber had already blown through its 2026 budget for Anthropic’s Claude Code? He’s back with a more interesting lesson about AI. Uber CTO Praveen Neppalli Naga says the company has started sending its best AI…
DoorDash is paying people to load its delivery robots. It points to a shortcoming of automation
DoorDash’s delivery robots need a hand. Some workers in areas where DoorDash is using its Dot delivery robot are receiving offers through the DoorDash app to load them up. While the vehicles can navigate miles to delivery destinations, it’s the few feet between a restaurant’s pickup counter and the…
My mom has caregivers around the clock. My phone still never stops ringing.
When my mother was diagnosed with Alzheimer’s disease two-and-a-half years ago, it soon became apparent that she would need 24-hour care. I work full-time and live in a small apartment with two kids, so caring for her myself or having her move in with me was not an option. Thankfully (after nine…
Read the cold LinkedIn outreach that led Fishwife’s CEO to hire a candidate
If you feel like your messages are getting lost in the void, you may be onto something. Executives are often bombarded with many sales pitches and introductions every day — and that makes it difficult to stand out with a cold outreach. Becca Millstein, cofounder and CEO of the trendy tinned seafood…
I built my tiny home from scratch for under $50,000. Doing it all myself was hard, but the money I’m saving is worth it.
This as-told-to essay is based on a conversation with Margo Fairchild, 34, who built a 240-square-foot tiny home in Virginia on her own in 2020. The conversation has been edited for length and clarity. I grew up watching my dad work with his hands, mostly on cars, and I picked up a bit of…
The $25,000 Slate truck is proudly bare-bones. I think these add-ons are worth the extra money.
The Slate truck doesn’t have a typical key. Unlike today’s cars — which pack proximity sensors inside a little plastic box that runs tech that allows drivers to start the engine via a push-start button — the Slate has a simple solution. Drivers put a square key into a square slot. The instrument…
I’m in my 50s, can’t find a job, and am already draining my 401k. I’ve never felt closer to failure.
This as-told-to essay is based on a conversation with Laura Vandemark Lynch, in her 50s, based in Long Island, New York. I was an office manager for a multi-specialty healthcare provider for two and a half years. Then, in March 2025, the company reorganized and let several middle managers go…
Blackstone’s Jon Gray goes jogging and goes viral. I took a run with him.
Around 7:15 am on Thursday, a photographer in a golf cart trailed a gaggle of young runners in matching black shirts through the southern corner of Central Park. This wasn’t some Instagram-ready Gen Z run club, but had potentially as much virality, if not more, since Jon Gray, Blackstone’s…
I’m a 76-year-old baby boomer who has kept up with technology. It’s helped me grow in my career and stay relevant.
When I took a typing class at 14, little did I know I was building a foundation that would help me keep up with technological changes over the next several decades. After college, I spent years working as a secretary, office manager, and eventually, executive assistant. My typing skills helped, but…


