Two guys who both dropped out of pre-med, stumbled into sports by accident and somehow built a business anyway are finally answering the one question that won't stop landing in their inboxes: how do you actually get a job in sports?

Tyler and Jake trade origin stories, from a $30-an-episode podcast gig to a Photoshop tutorial learned in real time for a $100 graphic, before laying out the exact advice they wish someone had given them at 19. It's part confession, part career manual, and fully unfiltered about why "I'm passionate about sports" is the worst pitch you can make.

⏱️ Timestamps

00:00 — Intro

01:30 — Pre-Med Dropout, Round One: Jake's chemistry class ends a medical career

03:57 — The LLC That Did Nothing: Starting a business with zero business to run

06:06 — $30 an Episode: The first time getting paid felt like winning the lottery

06:59 — Meet the Gopher: How a sports lawyer's errand-runner became a career launchpad

09:15 — Enter Tyler: A COVID-season baseball league, a cold call, and a new partner

12:20 — Patch Adams Did This: Why two guys both wanted to be doctors for the wrong reasons

16:38 — The $100 Graphic: Googling "How to Photoshop" mid-freelance-job

21:02 — Skip the Job Hunt: Why the real advice is "go work at a pizza place"

23:36 — The Worst Pitch in Sports: Why "I'm passionate about sports" gets you nowhere

26:09 — Get Paid Without a Boss: The new path that skips the job application entirely

29:31 — The College Loophole: Why four years of low stakes is your biggest advantage

34:26 — The Story of the Story: How people talk about you when you're not in the room

41:02 — Six Paragraphs Is Too Many: What actually makes a cold DM worth answering

43:16 — Outro