Alright, let’s talk AI.
What if you stopped renting software and started hiring coworkers? Not dashboards. Cloud Employees. Real AI teammates that take signals, run the play, and own outcomes.
That was the topic on this week’s Transaction Podcast with Matt and Craig, where we went deep on how the go-to-market stack is being rewritten in real time.
The old world ran on tools and dashboards. The new one runs on agents and teammates.
We dug into how AI pricing got broken, why ABM stopped working, and what happens when signal-based marketing meets agentic execution. The conversation got real fast, because this isn’t theory anymore. It’s happening inside revenue teams right now.
Check out the latest episode below. We unpack what this shift looks like inside real companies and why the next GTM stack will look more like a roster than a toolbox.
Fun fact: the moment that got the biggest reaction wasn’t about pricing or ABM. It was the realization that you won’t buy tools anymore, you’ll hire teammates.
That’s the future of work. And it’s already here.
Our Favorite Moments
(1:12) Why “outcome-based pricing” is a CFO’s worst nightmare (and why everyone secretly hates it).
(5:47) The death of ABM and how signal-based marketing plus an execution layer changes everything.
(10:22) When Gabe called out the “Slack the signal to sales” problem and why it kills 90% of pipeline.
(14:03) Builders vs. Buyers: how the market’s splitting and why most companies will end up hiring, not building.
(18:45) The quote that broke LinkedIn: “Tools are gone. Teammates are in.”
(25:18) What Cloud Employees actually look like inside real teams, from SDRs to customer support.
(31:40) Why AI pricing models are broken and what a “salary-based” model could look like instead.
(40:12) The future org chart: how human-to-agent ratios will define the next Fortune 500.
(46:05) Matt’s take on why rigid SaaS vendors will get wiped out by customizable agent frameworks.
(51:00) The ECE metric (Employee-to-Cloud Employee ratio) and what it means for headcount planning.
Our take: This conversation hit a nerve. The old GTM stack was built on tools and headcount. The new one runs on Cloud Employees, autonomous teammates that scale output without scaling payroll.
The companies that figure this out first won’t just move faster, they’ll rewrite how revenue gets built.
Watch now: [YouTube] | [Spotify] | [Apple Podcasts]
The Weekly Wire
1. Two economies are forming
The data’s clear: AI stocks are carrying the market while job openings drop. Rates crushed hiring, AI saved equities. The economy is splitting in two, one built on compute, one built on everything else.
2. Space is the new cloud
Google’s Project Suncatcher plans to move AI data centers into orbit. Unlimited solar power, no grid limits, and terabit transfer speeds. The cloud isn’t a metaphor anymore, it’s literally leaving Earth.
3. The $1T AI IPO isn’t hype, it’s infrastructure
OpenAI’s trillion-dollar raise isn’t about valuation, it’s about power. They’re funding energy, compute, and cognition at planetary scale. This isn’t a software company, it’s the first cognition utility.
4. Commerce just moved inside intelligence
PayPal’s integration into ChatGPT is bigger than it looks. Payments aren’t happening on websites anymore, they’re happening inside AI. The funnel collapses to a single command: search, decide, buy.
5. The workforce is ready. Leadership isn’t.
Most employees want AI agents. Most managers aren’t trained to lead them. The problem isn’t adoption, it’s alignment. If you don’t build a roadmap for human+AI teams, you’ll get anxiety, not transformation.
That’s it for today. Connect with me on Linkedin to hear more about how to build an Autonomous Organization.
