20 Years Building
B2B SaaS Revenue
Organizations.
VP and CRO leadership at Groupon, DocuSign, CloudKitchens, and Prokeep. $415M+ in revenue generated. 400+ sellers scaled across 23 markets.
Two decades scaling B2B SaaS revenue from first dollar to nine-figure run rate — and shipping production AI systems since long before agents were a category. Currently exploring full-time senior sales leadership roles. Open to remote.
Where I've Built
Track
Record
Two decades of building revenue organizations.
Download Resume (PDF)- GTM strategy responsible for 30% of company revenue
- 3× pipeline expansion in 12 months
- Launched go-to-market motion in 3 new verticals
- Led 4 regional sales teams across 15 markets
- Tens of millions in annual revenue
- 300% increase in outbound demos generated
- Led 70+ Account Executives carrying quota in the tens of millions
- Drove significant net new ARR across enterprise segment
- Multi-product adoption: 8% → 41%
- Founded the BD organization from scratch
- $1.5M in new revenue within first 6 months
- Executive sponsor on $10M+ ACV enterprise deals
- Built ML and predictive analytics SaaS platform serving Fortune 500 clients
- Acquired by Rise Interactive (2015)
- Scaled team from 0 to 400+ sellers
- $415M+ in revenue generated
- Launched in 23 new markets
- Built Consumer Goods division to $8M monthly run rate
- Built SMB sales team from 0 to 240 sellers
- Tens of millions in division revenue
Why Revenue Teams Hire
an AI-Native Operator
Most AI consultants have never carried a quota. Most sales leaders have never deployed a production AI agent. The teams that win are the ones who find someone who's done both.
Joe Peck has spent 20 years scaling B2B revenue organizations — from first dollar to $415M+ at Groupon, DocuSign, and CloudKitchens. In 2013, he co-founded SimpleRelevance, an ML platform acquired in 2015. He's been building at the intersection of AI and revenue since before it was a category.
Today, that means your team gets custom AI agents built by someone who understands the sales motion they're automating — not just the technology behind it.
How I Operate
REVENUE ARCHITECTURE
I diagnose the specific bottlenecks in pipeline, pricing, team structure, and process — then build the systems to fix them. Took Groupon's Consumer Goods division from zero to $8M monthly run rate across 23 markets. Drove DocuSign's multi-product adoption from 8% to 41% across 70+ AEs.
AI AS OPERATING LEVERAGE
Production AI systems, not demos. Co-founded an ML and predictive analytics SaaS platform serving Fortune 500 clients (acquired in 2015). Today, I build working agents for account research, deal coaching, forecast scoring, and pipeline signals. AI fluency is only valuable when it ships.
TEAM BUILDING
Sales organizations are built, not hired. Hiring profiles, comp plans, enablement programs, and performance frameworks — refined across 400+ sellers managed at Groupon, DocuSign, CloudKitchens, and Prokeep.
Projects
Public AI projects exploring how the next generation of tools will change B2B sales. Built to demonstrate working systems and articulate a point of view — not to sell anything.
Thinking Out Loud
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.
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.
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 than any conference keynote.
Get in Touch
Currently exploring senior sales leadership roles — VP Sales, CRO, or Head of Sales — in B2B SaaS. Open to fully remote or Chicago area. Reach me at joe@joepeck.ai or on LinkedIn.