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Jack Raines

Jack Raines

Search complete. 6 mentions across 4 episodes found for "Jack Raines".

Oct 29, 2026

Paula PantGUEST
10:06
I mean, at the end of the day, how much are you really spending on that? For most people, not a ton.
Paula PantGUEST
10:11
But the reason that so much of the conversation focuses on in the moment discretionary spending is because if you are... an article writer, an SEO optimized article writer who's getting paid a flat rate by the article and you're churning out volume and you've got to just say something fast and move on, you're going to have a much easier time telling an audience, hey, don't go out to dinner as much.
Paula PantGUEST
10:34
You're going to have a much easier time telling them that than you are telling them, sublet your apartment and rent something cheaper or sell your home and buy something less expensive.
Paula PantGUEST
10:45
or maybe even sell your home and rent something a lot cheaper for a little while, right? Like those major fixed costs that sell your car, buy a used car, right? Those major fixed costs make a much bigger impact, but because there's higher friction, a higher hurdle, it's a tougher message.

34 MINS LATER

Paula PantGUEST
45:15
It makes a massive, massive difference to a small business.
Paula PantGUEST
45:18
And it makes a massive difference to the level of productivity that you can have and the level of growth that you might be able to achieve.
Paula PantGUEST
45:24
And it is, you know, the writer Jack Raines recently posted something that I really resonated with.
Paula PantGUEST
45:29
He was like, it is an idiosyncratic, highly concentrated bet that is likely negative EV.
Paula PantHOST
65:25
Yeah, it's funny you use the word idiosyncratic because I saw somebody the other day, they posted something that resonated and I know it resonated because the exact words are burned into my brain.
Paula PantHOST
65:36
It was Jack Raines, who is also a former guest on this podcast.
Paula PantHOST
65:39
He was talking about content creators because he works for a VC firm that invests in content.
Paula PantHOST
65:45
And he talked about how a content business is an idiosyncratic, highly concentrated and likely negative EV bet.
Len PenzoGUEST
10:28
This was the second time I think we've covered a Young Money.
Joe Saul-SehyHOST
10:30
Well, it's funny 'cause I don't remember YoungMoney.co, but I do remember the name Jack Raines.
Joe Saul-SehyHOST
10:35
So Jack- [laughs]
Len PenzoGUEST
10:35
Yeah.
Len PenzoGUEST
10:37
Yeah.
Len PenzoGUEST
10:37
We, we've done...
Len PenzoGUEST
10:37
This is the second one we've done from Jack Raines.
Len PenzoGUEST
10:39
Yeah.
AJ HarperHOST
18:20
Mm-hmm.Garrett Gunderson, Tiffany Aliche, et cetera.
Mike MichalowiczHOST
18:23
Jack Raines.
AJ HarperHOST
18:23
Am I right?
Mike MichalowiczHOST
18:23
Yeah.

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