This Meeting Could've Been a Podcast

Jess wants to sponsor a bunch of communities

Pre-Series A Jess once slid a six-figure community sponsorship proposal across the table. Josh fell out of his seat. She had one argument: these are the people we need to

Josh wants everyone to use AI (but, like, in a human way)

Josh's latest “great” idea: everyone at Vector should be using AI. In a human way. Whatever that means. It was March 2026 and the mood had shifted from “you should try C

Jess gets promoted to VP

Josh promoted Jess to VP of Marketing, now he has to explain himself. It could've been just another episode about a promotion. Josh showed up with a list. Trust, track r

Josh wants to build an ABM program

Josh wanted a secret marketing sleeper cell. Jess informs him it already has a name — ABM. Organic had done its job. Now they needed to go to market without becoming the

Jess wants to run video ads

Jess wanted to run TV commercials. Josh's only note: make it feel like the Super Bowl. She had a Series A budget, a Rice Krispies Super Bowl commercial on her CV, and a

Josh wants to do owned events

Josh wanted his ChiliPalooza moment. He also wanted a Toyota Corolla people could scream in. What he got was the Jess edit — and it involved ghosts. They already knew sm

Jess hires a demand gen marketer

Jess opens a demand gen role. The brief: run ads, talk to customers, build in public. Sixty applicants land in her inbox in 48 hours. Six months later, still searching.

Josh raises a Series A (and becomes a monster)

Season three Jess is not season one Jess. Same goes for Josh. Raising $10 million will do that to a person.  Josh hits the road to raise Vector's Series A. Weeks later,

Season 3 trailer

Gird your loins: Season 3 of This Meeting Could've Been a Podcast drops June 10. 

Josh wants to redesign the website (for real this time)

Josh wanted to redesign the website. Jess said no. A few months later, Jess came back with the same idea. She called it an Uno reverse. Josh may have finally admitted Jes

Josh wants to kill a product Jess just launched

Funnel Vision was supposed to be the thing. Six months of building. A slick product UI. A beautiful narrative about contact-level intent. Launch posts. Playbooks. Custome

This Kickoff Could've Been a Podcast LIVE

Most companies guard their marketing plans like state secrets. We did a live podcast episode to show you everything. Josh tripled Jess's pipeline goal (classic CEO move),

Josh overthrows Jess and gets canceled

What does a CEO do when his head of marketing goes on vacation? Nothing much. Just go viral on LinkedIn asking for the worst marketing ideas imaginable, buy imsorryjess.c

Jess wants to start running ads

Jess tells Josh that she's keen to start running ads. After all, you can't pivot to being an ad tech company without actually running ads yourself. All she needs is a de

Josh wants to start an influencer program

Josh went to dinner with a CMO friend. A couple of drinks in, she showed him her entire 27-step influencer marketing strategy. Josh's takeaway? One step: tell Jess. She c

Jess wants to sponsor an event

Jess had it all figured out. A five-star restaurant. 17 prospects and customers. Four months of planning. $15k on the line. The perfect setup to fill next quarter's pipel

Josh wants to reposition the company

Josh calls an emergency meeting and Jess packs a bag (...just an overnight one). The team lands in Boston to face a hard truth: Vector was spread too thin, chasing too ma

Jess wants a real marketing budget

Season 2 is here—and we're kicking it off with the conversation every marketer loves: asking for budget. Jess has big goals, a solid strategy, and one tiny problem: she

Season 2 Trailer

Season 2 of This Meeting Could've Been a Podcast drops November 5th. 8 new episodes. Same great taste. Peep the trailer to get a sneak peek of what's on Jess and Josh's

Josh wants to redesign the website

Josh happily announces he’s redesigning the website. Jess smiles and nods while she internally screams in marketer. But Jess spots an opportunity. Maybe we don’t need a