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Masters in Business · Friday, August 7, 2026

Jack Raines' Journey from Corporate Finance to Entrepreneurial Writing

After a unfulfilling remote corporate finance role at UPS during the pandemic, Jack Raines, author of 'Young Money,' pivoted. Unable to secure traditional media jobs, he launched a Substack newsletter blending investing and travel, which eventually led to a book deal. Raines views writing as a cathartic exercise for distilling thoughts.

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The tape

3 quotes
So I like always liked just writing about like stuff I was seeing going on in markets.
So I just started writing, like I just launched a sub stack and started writing a newsletter.
I've always found it a bit cathartic, like putting your thoughts on paper, and it's a good I don't know, I think it's like a good exercise for anybody to really like distill what you think about a thing is try to sit down and put pin on paper.
Heard on Masters in Business — “Optimizing Life and Finances in Your Twenties with Jack Raines, published Friday, August 7, 2026. Heardvine summarizes and quotes with attribution and timestamps, and links to the original everywhere.
Transcribed via publisher transcript · $0.00
Jack Raines' Journey from Corporate Finance to Entrepreneurial Writing — Heardvine