
Jack Raines
6
MENTIONS
4
EPISODES
4
PODCASTS
Search complete. 6 mentions across 4 episodes found for "Jack Raines".
Oct 29, 2026
The Great Money Debates | Paula Pant
P
10:06Paula PantGUEST
I mean, at the end of the day, how much are you really spending on that? For most people, not a ton.
P
10:11Paula PantGUEST
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.
P
10:34Paula PantGUEST
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.
P
10:45Paula PantGUEST
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
P
45:15Paula PantGUEST
It makes a massive, massive difference to a small business.
P
45:18Paula PantGUEST
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.
P
45:24Paula PantGUEST
And it is, you know, the writer Jack Raines recently posted something that I really resonated with.
P
45:29Paula PantGUEST
He was like, it is an idiosyncratic, highly concentrated bet that is likely negative EV.
3 Million Americans Got Rich From Boring Businesses. Here's How, with Owen Zidar & Eric Zwick
P
65:25Paula PantHOST
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.
P
65:36Paula PantHOST
It was Jack Raines, who is also a former guest on this podcast.
P
65:39Paula PantHOST
He was talking about content creators because he works for a VC firm that invests in content.
P
65:45Paula PantHOST
And he talked about how a content business is an idiosyncratic, highly concentrated and likely negative EV bet.
How to Build a Career You Won’t Regret (Before You Climb the Wrong Ladder) (SB1911)
L
10:28Len PenzoGUEST
This was the second time I think we've covered a Young Money.
J
10:30Joe Saul-SehyHOST
Well, it's funny 'cause I don't remember YoungMoney.co, but I do remember the name Jack Raines.
J
10:35Joe Saul-SehyHOST
So Jack- [laughs]
L
10:35Len PenzoGUEST
Yeah.
L
10:37Len PenzoGUEST
Yeah.
L
10:37Len PenzoGUEST
We, we've done...
L
10:37Len PenzoGUEST
This is the second one we've done from Jack Raines.
L
10:39Len PenzoGUEST
Yeah.
When to Give Away Free Copies of Your Book
A
18:20AJ HarperHOST
Mm-hmm.Garrett Gunderson, Tiffany Aliche, et cetera.
M
18:23Mike MichalowiczHOST
Jack Raines.
A
18:23AJ HarperHOST
Am I right?
M
18:23Mike MichalowiczHOST
Yeah.