Who is "Jack Raines?"

Jack Raines

I'm a writer and investor. The order of these labels depends on who I'm talking to. I've been blogging on Substack since 2021, and my blog posts are a collection of thoughts on how I view the world. You could say my blog is a glimpse of "life according to Jack." Topics include random mid-to-late-20s musings that have passed through my brain since I was 24, behavioral finance, my thoughts on the "current thing" in public and private markets, the importance of travel, and the impact of technology on our lives.

Enough people started reading my blog that I signed with Penguin Random House to write a book discussing how 20-somethings can make the most out of their youth before it's gone. This book.

Now, a bit about my day job. I'm an investor at Slow Ventures, an early-stage venture fund, and I split my time working on our generalist seed fund and our new Creator Fund. Given that my tenure in the VC business is largely tied to my ability to find sick people to invest in, I'm also using my "about" page as a bat signal for just those people. I'm interested, broadly speaking, in meeting with three types of people:

  1. Moderately unhinged founders who are hell-bent on building something big and cool and want to use our money to do it.
  2. Moderately unhinged founders who are hell-bent on building something big that the rest of the world finds lame, but, for some reason, they are obsessed with, and want to use our money to do it.
  3. Influential creators who have realized that they'd rather use their platforms to build their own businesses instead of living on brand deals forever. (I used to run ads on my blog, not the highest leverage way to monetize an audience! That's why I'm a VC now).

If you're a founder building something new, a creator with a strong audience and even stronger entrepreneurial chops, or you know someone who fits one of those bills, shoot me a note at jack@slow.co.

Outside of that, I like hanging out with folks I meet on the internet. I grew up in the middle of nowhere in South Georgia, in a town called Tifton. I really liked football, and played for five years at Mercer University in Macon, Georgia. (Defensive end, for those who care). Then I realized I didn't want to spend the rest of my life in Georgia, so I applied to business school at Columbia in New York. I got in when I was a senior in college and thought, "Fuck yeah. Now I can go be an investment banker." I just needed to work a few years between undergrad and business school before moving to NYC. Then Covid hit. That sucked. Except I lived in Atlanta, so it was fine. I was bored working from home and started trading SPACs in my retirement account. I turned $6k into $400k (trading SPACs) into $200k (swing-trading speculative small caps after the SPAC bubble popped), then took some of those winnings, bought a one-way ticket to Barcelona, and spent the next year before business school backpacking Europe and South America in an admittedly fun bout of hedonism for a 24-year-old.

Around that time, I got hired by a finance meme page called Litquidity, where I ran his newsletter and a bunch of other random projects for a couple of years (my lackluster wages also helped subsidize my shenanigans abroad), before moving to New York for business school in August 2022. A lot of people like to dunk on MBAs. I promise you that business school is the most fun way you'll spend two years. As a kid from South Georgia who had no idea what "The Hamptons" were until summer 2022, I highly encourage anyone looking for a professional life pitstop to test out business school. Lots of fun trips, fantastic friends, and I even got to play rugby for two years. How about that?

I thought, in my second year of business school, that I wanted to write full-time (it happens when you don't "really" know what you want to do, but a lot of people read your newsletter, and you're getting some traction on a book deal), so I joined Robinhood to help them build out a media subsidiary called "Sherwood News." Fun experience, I also realized four months in I just had zero interest in doing "media" full-time. So then I panicked. Because, "No shit you idiot! You're on the back side of business school now! Good luck finding something new!" After a month of a totally unnecessary self-induced doom spiral, I figured that I should go be a VC, because that seemed like a higher-leverage use of the network I'd built than simply monetizing content itself. I worked part-time for one fund for a couple of months, then I landed an interview with Slow Ventures. I thought I was interviewing for a job in New York. The partner in San Francisco asked what I thought about San Francisco, and I said "seems like a lot of fentanyl and homeless people."

Two months later, I was on a one-way flight to San Francisco. It was a lot of homeless people. Didn't see much fentanyl. Also, Waymos are sick. And I have a lot of really smart friends there. San Francisco also proved to be a good place to write a book on the weekends. Fewer distractions than New York. Anyway.

After a year in San Francisco, I spent Christmas 2025 in a whirlwind of bachelor party in Tampa, then wedding in India, then Christmas in Georgia and Alabama, then a ski trip in France, then I managed to parlay all of that into moving back to New York City, where I'm currently living. I'm writing this in March 2026 so I guess you're pretty caught up now.

Erm... what else? I'm an Aries? Left-handed? Got deported from Norway in 2021? Idk that's it I guess. If you're still here: sign up for my newsletter, order my book, and reach out to my work email (jack@slow.co) or personal email (jack@youngmoney.co) whenever.

-Jack