S1 · EP 15
Rebel Dispatch | EP. 013 | Secret Of My Success
Jared Gutstadt riffs on the 1980s “rule-breaker” energy of Michael J. Fox’s Secret of My Success, and how that fake-it-till-you-make-it mindset seeped into his…
4 Sep, 202607:14
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I build media companies. I’ve started and scaled businesses in music and media, with multiple exits along the way. I founded Jingle Punks, helped break artists like Lil Dicky and Jelly Roll, and learned firsthand how the industry really works (the good parts and the ridiculous parts). Now I’m building Rebel Audio, the first AI-native podcast platform, and documenting what it takes to turn an idea into a real media company: product, distribution, talent, deal flow, and the messy decisions nobody posts about. If you’re building in media, creators, music, or tech, this show is your playbook and your behind-the-scenes pass. This is the Rebel Dispatch. Notes from a CEO in Silicon Country.
14 episodes · Updated 4 Sep, 2026
S1 · EP 15
Jared Gutstadt riffs on the 1980s “rule-breaker” energy of Michael J. Fox’s Secret of My Success, and how that fake-it-till-you-make-it mindset seeped into his…
4 Sep, 202607:14
WatchS1 · EP 13
Jared riffs on a “Substack of the week” idea from an old friend and uses it to challenge the knee-jerk "crowded marketplace" take. He talks about incremental im…
13 Aug, 202605:32
WatchS1 · EP 12
On a Chris Nolan kick, I break down why Inception hits so hard, from layered reality to the idea that “the most contagious virus is an idea.” Then I connect the…
3 Aug, 202606:23
WatchS1 · EP 11
This week’s story starts with a Substack-worthy, true, ridiculous tale about what happens after selling a company to William Morris Endeavor, endless “general”…
27 Jul, 202607:24
WatchS1 · EP 10
This week we use The Unforgiven as a mirror for entrepreneurship, where drifting off-mission gets people (and businesses) killed. Stay locked on your goal, lear…
20 Jul, 202606:03
WatchS1 · EP 9
Rocky IV is the comeback manual, and this week I’m using it to talk about why nobody mounts a comeback from a mansion (or any life that’s gotten too comfortable…
6 Jul, 202605:51
WatchS1 · EP 8
From the 1849 Gold Rush to today’s creator economy, this week’s Rebel Dispatch maps pioneers, superstardom, and the ones who got “shot” along the way, inspired…
4 Jul, 202604:33
WatchS1 · EP 7
Back in the airport, the host heads to Cannes Lions for the first time since 2018 and talks about how the festival has shifted from an ad conference into a crea…
21 Jun, 202602:16
WatchS1 · EP 6
Fresh off a P.T. Barnum-style week in Nashville, the host recaps Rebel Audio’s launch, the chaos of raising money, shipping product, and marketing all at once,…
15 Jun, 202604:48
WatchS1 · EP 5
Jingle Jared takes a cue from *The Color of Money* and makes the case for “staking yourself and hitting the road”, because fundraising doesn’t happen from Insta…
8 Jun, 202608:41
WatchS1 · EP 4
A quick Rebel Dispatch from LAX as I head back to Nashville for the Rebel Audio launch at the Rebel Chateau. I’m also gearing up for a live taping of Meet the D…
4 Jun, 202602:23
WatchS1 · EP 3
The Vibe Code Cowboy, Jared Gutstadt, shares their Rebel Audio founder journey and why chasing funding outside Silicon Valley and New York can be a real edge, e…
26 May, 202605:46
WatchS1 · EP 2
Jared tracks his creative reboot from “Jingle Jared” to the “vibe code cowboy,” after a Lovable hackathon win lit the fuse and rebuilt his confidence. It’s a fa…
26 May, 202606:46
WatchS1 · EP 1
Jingle Jared (aka the Vibe Code Cowboy) riffs on how Podcast 1.0 turned into splashy, unsustainable mega-deals, and why that Hollywood-advance model was never b…
20 May, 202606:42
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