#044 - Jack Raines on Writing, Finances, Satire, & Regrets

Audience of One

Jack Raines is the writer of the Young Money blog, Editor-in-Chief of Exec Sum, and a Columbia MBA student. We talk about alternative life paths, the importance of travel, how to think about finances, writing, satire, university, prioritizing fun, and his first book that’s in the works. Please enjoy.

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(01:42) Alternative life paths and scripts (05:34) Do a 9-5 and side hustle (08:32) Work for a large company and a small one (10:15) Everyone should travel & write (15:08) Before and after you have money (21:27) Getting an MBA & being around other high agency people in real life (30:32) There’s too much anti-university sentiment (32:30) Whoever has the most fun wins (40:18) Opportunity costs & trade offs he’s comfortable with (44:51) Mixing marketing & authenticity (49:50) Using satire to get messages across; laughs and depth (54:32) The Internet changes how we react (57:45) Working backwards from regrets (58:56) Publishing a book (01:04:27) Having a miniature media company; develop writing skills (01:10:35) Final question

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Jack’s Twitter: https://twitter.com/Jack_Raines

Young Money Blog: https://youngmoney.co

Exec Sum: https://www.execsum.co/

Spencer’s Twitter: https://twitter.com/SP1NS1R

Spencer’s Blog: https://spencerkier.substack.com