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PODCAST

This Meeting Could"ve Been a Podcast

This Meeting Could"ve Been a Podcast drops you smack dab in the middle of the closed-door sessions where Jess Cook (Head of Marketing) and Joshua Perk (CEO) are working to turn their company, Vector, into B2B marketing’s next big thing. In each episode, they tackle a real, strategic decision together—"Should we hire an agency?", "Should we push free trials or demos?", "What are we going to do with all the swag Josh bought?!"—dishing out pros, cons, knowns, unknowns, wins, challenges, and stories

business marketing

All Episodes

55:01

This Kickoff Could've Been a Podcast LIVE

This Meeting Could"ve Been a Podcast ·

2026/01/28

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), organic search is in chaos, and marketers everywhere are white-knuckling their way through what Josh calls "pipeline anxiety." So what's Vector doing about it? Ghost tours. Influencer programs. Adding a demand gen hire to the team. And a whole lot of marketing on vibes that's about to get way more measurable. In this bonus

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28:50

Josh overthrows Jess and gets canceled

This Meeting Could"ve Been a Podcast ·

2026/01/21

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.com, hand-code a website that same night, and forget that Jess isn't in a third world country and does, in fact, have WiFi. Oh… and get cancelled. No biggie.Josh gave away Vector's swag to capture leads — shipped one by one from his garage with handwritten notes. No fulfillment center. No pipeline. That’s what we call karma

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39:43

Jess wants to start running ads

This Meeting Could"ve Been a Podcast ·

2026/01/07

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 designer, someone to launch the ads, and a budget of tens of thousands of dollars. Nothing huge. Okay, maybe a few heart palpitations from Josh.In this episode, Jess takes us through her advertising journey—from the creative side of marketing to hitting the big green launch button for paid ads. And what's all of this got to do

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36:38

Josh wants to start an influencer program

This Meeting Could"ve Been a Podcast ·

2025/12/17

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 can just handle the other 26…So, she built Vector's first influencer pilot with seven creators, $12,000, and zero vanity metrics. The result? $1.1 million in pipeline, 82% ICP demos, and posts so good you couldn't tell they were sponsored.Hear how Jess started small, gave creators actual freedom, and proved influencer

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34:16

Jess wants to sponsor an event

This Meeting Could"ve Been a Podcast ·

2025/12/03

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 pipeline…right?Just one tiny problem: there’d been a mix-up. The dinner wasn't tomorrow night. It was tonight. In three hours. Cue panic. Cue scrambling. Cue Jess and Josh praying people would actually show up.Hear how a last-minute disaster turned into one of the best events Vector's ever done and why letting customers do the

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46:31

Josh wants to reposition the company

This Meeting Could"ve Been a Podcast ·

2025/11/19

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 many use cases, and diluting outcomes. What followed was a full-company repositioning to focus on what our customers were actually winning with, and put a hard stop to everything they weren’t. No pressure.This is the story of the pivot — the messy middle, the easy buttons (literally), and the moment it all clicked.Get to the

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39:53

Jess wants a real marketing budget

This Meeting Could"ve Been a Podcast ·

2025/11/05

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 needs money. Real money. Not the "ask permission for every shiny sponsorship" kind—an actual, formal quarterly budget.So, she builds her first-ever marketing budget, wraps it in a killer deck, and presents it to Josh and Nick. The number's big. Really big. But then something happens—they get excited.Hear how Jess convinced

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0:52

Season 2 Trailer

This Meeting Could"ve Been a Podcast ·

2025/10/21

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 agenda this time around.

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22:13

Josh wants to redesign the website

This Meeting Could"ve Been a Podcast ·

2025/08/27

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 whole new website. But the messaging and a few key visuals? They might just need a little work. Hear how Jess steered Josh away from climbing a mountain of redesign and dev work and toward small messaging and visual tweaks that do a whole lot of heavy lifting. Get to the good stuff:[00:00] Josh shows off a brand new website

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26:03

Jess wants to hire a product marketer

This Meeting Could"ve Been a Podcast ·

2025/08/13

Jess didn’t tiptoe into her new role—she marched in, spotted the gaps, and asked for headcount by day 2. Josh? Still processing.In this episode, Jess and Josh unpack the thinking behind their first big hire at Vector, why product marketing came before growth, what made one candidate rise above 65 others, and how building the right team early on turned heads across the industry. TL;DR: If you’ve ever had to scale fast—or want to know how Vector assembled the B2B marketing Avengers—this one’s

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26:00

Josh wants to post on LinkedIn

This Meeting Could"ve Been a Podcast ·

2025/07/30

Josh wants stardom. Jess wants structure. Co-founder Nick mostly wants to avoid another content calendar.When Jess joined Vector, she quickly sniffed out a classic case of wasted brilliance: the founders had great takes—they just weren’t sharing them consistently. Vector’s LinkedIn presence was ghosting its own potential… until Jess built a system that turned sporadic founder inspiration into a pipeline-generating content machine.Hear how Jess transformed Josh and Nick’s raw thoughts into

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19:56

Jess changes the website CTA and demos drop

This Meeting Could"ve Been a Podcast ·

2025/07/16

Jess decides to update the entire site to push free trials instead of demos. Demos drop. Cue the sales teams' nerves. It definitely made for an interesting Monday.But, wait…the numbers start to rise AND the leads take a serious step up. So, how does ditching the “book a demo” button increase demos? Is this just reverse psychology or a cunning move disguised as chaos?Get to the good stuff:[00:00] Jess has a controversial idea to make the “book a demo” button a secondary call-to-action and

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28:03

Josh orders a bunch of swag without a plan for it

This Meeting Could"ve Been a Podcast ·

2025/07/02

Josh admits to ordering 500 custom Cards Against Humanity decks without any plan for them, except a strong urge to fight against boring swag at events. Jess steps in to help turn his impulse purchase into a real strategy that works.Will custom swag really drive brand awareness? What kind of swag do marketers actually want? And will Josh finally get rid of all those boxes from his house?Get to the good stuff:[00:00] Josh confesses how he ordered 500 custom Cards Against Humanity decks

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35:28

Jess wants to start a podcast

This Meeting Could"ve Been a Podcast ·

2025/06/18

Jess pitches Josh on starting a podcast as part of Vector’s video-first content strategy. All Josh hears is “blah bah blah, flying to Florida to spend $20K on an in-person shoot, yada yada yada,” and wonders how she plans to measure ROI. Can Jess convince him that some big, tough-to-measure bets are just as important as traditional lead-gen?Get to the good stuff:[01:00] Jess shares why she felt a podcast was the right big bet for Vector to make this year, and why she knew it couldn’t be

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31:25

Josh went to a conference and has a ton of crazy new...

This Meeting Could"ve Been a Podcast ·

2025/06/04

Josh returns from CMO Summit buzzing with ideas, like hiring 20 influencers immediately. Jess works with him to understand which ideas could move the needle right now, and which ones are more distraction than priority. Can she pull him out of his post-conference spiral and keep her sanity?Get to the good stuff:[01:02] Josh cops to the CEO tendency toward shiny object syndrome and offers some ideas as to why it afflicts so many execs.[03:35] Jess explains how a well-documented strategy can

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27:41

Jess wants to bring on an agency

This Meeting Could"ve Been a Podcast ·

2025/05/21

Jess comes in hot, asking for an agency budget within her first two weeks at Vector. Josh is skeptical, cuz CEO. But there's a method to her madness—when you're building a category, you need reinforcements.Get to the good stuff:[00:00] Jess pitches the idea of hiring an agency and why it was on her mind from day one.[03:50] Jess explains how organic content agency, ércule, helps Vector earn top billing in SERPs and credibility in large language models.[05:30] Josh shares how Vector gained

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1:08

Season 1 Trailer

This Meeting Could"ve Been a Podcast ·

2025/05/08

Head of Marketing Jess Cook, and CEO Joshua Perk let you eavesdrop on their one-on-ones to hear how they're building Vector into a standout brand and must-have tool for B2B marketers.Come for the big-picture strategy and day-to-day tactics. Stay for the jokes that make HR nervous.This Meeting Could've Been a Podcast drops May 21st on YouTube and all major podcast platforms.

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17 results

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