Thinking Out Loud
Frameworks, tools, and perspectives on AI-powered sales and revenue leadership.
By 2028, AI Agents Will Outnumber Human Sellers 10 to 1. Here's What That Actually Means.
Gartner, McKinsey, and Forrester just released data that tells a story most revenue leaders aren't ready to hear. Here's the unfiltered version.
What Changed in AI Sales Tools in 2025 — And What's Coming in 2026
I've been in the trenches watching this space evolve in real time. Here's an honest assessment of what moved the needle, what was hype, and where I'm placing my bets for 2026.
The Fractional CRO Model: Why More Companies Are Choosing Flexible Leadership
The full-time CRO model made sense when companies scaled linearly. AI-era companies don't. Here's why fractional leadership is becoming the default for smart founders.
I Gave My AI Agent a Budget. Here's What Happened.
I gave my autonomous agent $50 and told it to generate pipeline. What it did — and what it couldn't do — taught me more about the future of sales than any conference I've attended.
The 5 AI Tools Every Sales Leader Should Be Using Right Now
Most sales leaders are still treating AI like a novelty. The ones who aren't are pulling away from the pack. Here's what's actually worth your time.
Why Your Forecast Is Wrong — And How AI Fixes It
Every CRO has sat in a board meeting defending a number they knew was fiction. It doesn't have to be this way. AI-native forecasting changes everything.
I Built an Autonomous AI Agent. Here's What It Taught Me About the Future of Work.
I spent a weekend building an agent that runs on a Mac Mini in my home office. It changed how I think about every role on a revenue team.
MEDDPICC in the Age of AI: What Changes and What Doesn't
The methodology isn't dead — it's about to get a significant upgrade. Here's how I think about deal qualification when AI can do half the research.
From $0 to $400M: The Playbook I'd Run Differently Today (With AI)
Looking back at Groupon and what I'd do differently if I had today's AI tools in my hands. The answer might surprise you.