iiinova — where your digital self keeps evolving

Jack Raines @jackraines.bsky.social · 01/04/2026

This was the 16th 1,000 point gain ever for the Dow. President Trump has 14 of them.

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Jack Raines @jackraines.bsky.social · 23/05/2025

Twitter DMs broke again so checking in here.

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Jack Raines @jackraines.bsky.social · 24/01/2025

24-year-old me’s decision to start blogging incessantly has proven, time and time again, to have a stupidly high ROI. Long tail effects of the written word are drastically underestimated, imo.

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Jack Raines @jackraines.bsky.social · 23/01/2025

New blog just dropped: on the late 20-something’s career pressures: www.youngmoney.co/p/the-late-2...

youngmoney.co

The Late-20-Something's Professional Dilemma

On the pressure to figure out your "thing".

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Jack Raines @jackraines.bsky.social · 20/01/2025

"While status is subjective, status games are unavoidable. We are constantly evaluating others’ status, others are constantly evaluating ours, and we ourselves are always chasing some form of “status,” regardless of whether we’re conscious of the chase." Blog: www.youngmoney.co/p/status-gam...

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Jack Raines @jackraines.bsky.social · 16/01/2025

TSA precheck has the be the highest ROI on a purchase under $100… right?

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Reposted by Jack Raines

Sherwood News @sherwood.news · 13/12/2024

Tech leaders—Zuckerberg, Bezos, Altman—are all lining up to donate $1M to Trump's inauguration fund. But what does a million dollars mean to someone with that much money? sherwood.news/power/what-b...

sherwood.news

What Bezos, Zuckerberg, Altman, and Musk’s donations to Trump would feel like for normal people

It’s one banana, Michael. What could it cost, $10?...

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Jack Raines @jackraines.bsky.social · 10/12/2024

Moneylion is getting acquired for $1 billion. It went public through a SPAC deal around $2.4 billion. Was trading at $100 million 18 months ago. Lots of SPACs were real companies that just had poor valuations, but made good investments after initially selling off.

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Jack Raines @jackraines.bsky.social · 06/12/2024

"The next social event, the next happy hour, the next promotion, the next job, the next date, the next side hustle, the next project. Every ounce of silence is replaced by noise. Distraction. Dopamine. It’s exhausting." New blog: escaping the dopamine machine: www.youngmoney.co/p/factory-re...

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Jack Raines @jackraines.bsky.social · 05/12/2024

A thing about bitcoin that I’ve found annoying is that the original argument for it, a decentralized currency that can’t be manipulated, is effectively dead. The price went up because 1) it’s broadly accessible on exchanges and 2) people just… bought it.

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Jack Raines @jackraines.bsky.social · 04/12/2024

Great to see Taylor Lorenz celebrating an insurance executive with a wife and two kids getting murdered today. Impeccable taste. American health insurance is a broken industry. Taking a victory lap on someone's grave is gross. Do better.

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Jack Raines @jackraines.bsky.social · 04/12/2024

Twitter does still produce some bangers. Cracked out kid (who I chatted with two years ago, funny enough), casually tracking all Citibike data for a side project may be helping with the manhunt in Manhattan.

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Jack Raines @jackraines.bsky.social · 03/12/2024

Since Jaguar's newest release is a "nonproduction model," I wanted to submit my application to be Chief Creative Officer. How'd I do?

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Jack Raines @jackraines.bsky.social · 03/12/2024

A few things that can be true at the same time regarding Musk's pay package: 1) Tesla's stock price has increased ~20x since his pay package was created in 2018, and he should be compensated accordingly.

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Jack Raines @jackraines.bsky.social · 03/12/2024

This is true. Excited for us to acquire Greenland.

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Jack Raines @jackraines.bsky.social · 03/12/2024

Social networks are a flywheel. Comment on folks’ stuff here like you do on X, they’ll engage back, the network strengthens. It works the opposite way too.

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Jack Raines @jackraines.bsky.social · 02/12/2024

“While the most compulsive gambler on a roulette table knows he’s playing a game of luck, the investor can easily convince himself that it was his own analysis that made him rich, not market/sector beta or sheer chance.” Blog: www.youngmoney.co/p/you-only-h...

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Reposted by Jack Raines

Sherwood News @sherwood.news · 02/12/2024

What we know so far about today's bizarre "relaunch" of Enron: the guy behind "Birds Aren't Real" is involved, and there's probably a cryptocurrency coming soon sherwood.news/crypto/behin...

sherwood.news

Birds aren’t real, and neither is the Enron relaunch

What we do know: the guy behind "Birds Aren't Real" is involved and there's probably a cryptocurrency coming soon....

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Jack Raines @jackraines.bsky.social · 02/12/2024

Here's a fun one: the guy who owns the "Birds aren't real" trademark just relaunched Enron's X account and website. Apparently, they're launching an "energy" product, but it feels like another crypto launch is pending. My latest, on @sherwoodnews.bsky.social: sherwood.news/crypto/behin...

sherwood.news

Birds aren’t real, and neither is the Enron relaunch

What we do know: the guy behind "Birds Aren't Real" is involved and there's probably a cryptocurrency coming soon....

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Jack Raines @jackraines.bsky.social · 30/11/2024

Interesting how at every level of society, from high school to the Oval Office, everyone tries to buy favor with the cool kids.

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Jack Raines @jackraines.bsky.social · 29/11/2024

Really interesting breakdown from @jonkeegan.com at @sherwoodnews.bsky.social on engagement stats across X, Threads, and BlueSky. TLDR: BlueSky is punching above its weight, despite its lower user base. Will be interesting to see if this sticks. sherwood.news/tech/bluesky...

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Jack Raines @jackraines.bsky.social · 28/11/2024

DOGE is going to prove to be much more of a distraction to policy than a catalyst for it.

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Jack Raines @jackraines.bsky.social · 28/11/2024

Good to get back to South Georgia for a few days. It’s slower. You have time to actually think. NYC is dopamine overstimulation. Not a bad thing, but everything in moderation.

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Jack Raines @jackraines.bsky.social · 28/11/2024

On traveling while you're young, and other musings: www.youngmoney.co/p/advice-22y...

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Jack Raines @jackraines.bsky.social · 28/11/2024

Happy Thanksgiving to those who celebrate. A few talking points to make sure to hit this year: Ask your grandmother if the sweet tea has fluoride Ask aloud if the woke mind virus ruined Alabama football Convince your uncle to bet his retirement on an obscure Polymarket trade 🫶

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Jack Raines @jackraines.bsky.social · 27/11/2024

Does anyone else… not really care if their social media posts are used for AI training?

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Jack Raines @jackraines.bsky.social · 27/11/2024

Through security in under 5 minutes on Thanksgiving Eve. Shout out LaGuardia.

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Jack Raines @jackraines.bsky.social · 27/11/2024

One of the more interesting trends in the labor market has been the "shadow layoffs" where companies do whatever they can to get employees to lay themselves off. A fine example: sherwood.news/business/cit...

sherwood.news

Citi can't risk laying more people off. So it will cut pay and scrap promotions until they leave willingly

The bank is finding new and creative ways to pay less for workers....

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Jack Raines @jackraines.bsky.social · 26/11/2024

One issue, which is already happening here, is fake accounts. Already received a few DMs from impersonators. Sad!

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Jack Raines @jackraines.bsky.social · 26/11/2024

What is Saylor’s exit strategy? Yes, I realize he says “never sell” or whatever, but at some point everyone sells every asset. Levered accumulation on the way up has obviously let him acquire a ridiculous amount of BTC, but he can’t sell in size, ever, without tanking the whole thing.

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Jack Raines @jackraines.bsky.social · 25/11/2024

There has to be a company out there somewhere that raised, like, $500 million, couldn’t find product market fit, and managed to make $10 million+ on treasuries, right?

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Jack Raines @jackraines.bsky.social · 25/11/2024

The math on $MSTR’s recent convertible note is wild: 0% interest, conversion price is a 55% premium to current price, and the stock is trading 3x its bitcoin NAV. Basically, it’s a perpetual motion machine in a bull market. Curious what this looks like in a downturn. sherwood.news/crypto/micro...

sherwood.news

There’s a real math problem with MicroStrategy’s obscene valuation premium

MicroStrategy is worth around 3x as much as its bitcoin holdings. Let’s talk about the implications of that....

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Jack Raines @jackraines.bsky.social · 25/11/2024

Another question for the Twitter folks who ended up here: what’s the most effective strategy for re-finding your Twitter peers?

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Jack Raines @jackraines.bsky.social · 25/11/2024

It feels like, at a minimum, we can replicate the OG Twitter social dynamic here. Feeling optimistic, especially compared to Threads.

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