AI Strategist · Sales Leader · Builder

The CRO who
builds AI agents.

20 years scaling SaaS teams to $400M+. Now I build the AI tools and strategies that make your next $100M inevitable.

Organizations I've Scaled

GrouponDocuSignCloudKitchensProkeepCareerBuilderSpringCM
About
Currently taking on a limited number of advisory and fractional engagements.

From Scaling Sales Teams
to Scaling Intelligence

I've spent two decades in the trenches of SaaS sales — building teams from zero, opening new markets, and driving hundreds of millions in revenue at companies like Groupon, DocuSign, and CloudKitchens.

Now I'm focused on what I believe is the biggest unlock in the history of B2B sales: artificial intelligence. Not the hype. The real, practical application of AI to pipeline generation, deal execution, forecasting, enablement, and everything in between.

I don't just talk about AI — I build with it. I run autonomous AI agents, architect workflows, and develop frameworks that give revenue teams a genuine competitive edge.

Whether you're a startup trying to find product-market fit or an enterprise looking to transform your GTM motion, I can help.

$415M+
Revenue Generated
400+
Sellers Scaled & Led
20+
Years in SaaS Sales
Average Pipeline Growth
Services

How I Help

Currently accepting 2–3 new engagements per quarter.

AI-Powered GTM Strategy

I design go-to-market strategies that leverage AI for smarter prospecting, personalized outreach, pipeline forecasting, and deal intelligence. Not theory — executable playbooks your team can run tomorrow.

Sales Organization Design & Leadership

From building your first sales team to restructuring a 400-person org, I bring the operating system: hiring profiles, comp plans, territory design, enablement programs, and performance management frameworks.

Fractional / Advisory Sales Leadership

Need a senior sales leader without the full-time commitment? I serve as a fractional CRO/VP Sales or board-level advisor to help you hit your next growth milestone.

How We Work Together

Three ways to engage, depending on what you need and where you are.

1–2 weeks

Advisory Sprint

Rapid assessment and strategic recommendation. Ideal for GTM audits, AI readiness evaluations, or a senior second opinion on a major sales decision.

Deliverable
Written strategy brief + 2 working sessions
Ideal for
Companies facing a specific, defined challenge
3–6 months

Fractional Leadership

I embed with your team part-time as a fractional CRO or VP Sales. I attend pipeline reviews, coach your managers, and build the systems that scale.

Deliverable
Ongoing operational leadership + weekly engagement
Ideal for
Series A–C companies scaling past $5M ARR
Custom

AI Revenue Transformation

End-to-end design and deployment of AI-powered sales systems — from agent builds to workflow automation to team enablement. I build the tools, train the team, measure the results.

Deliverable
Custom scope: tools, training, and measurable outcomes
Ideal for
Organizations ready to make AI a competitive advantage

Investment varies by scope and engagement type. Let's talk about fit →

Free Resource

Get the Playbook

7 AI workflows that are changing how top sales teams operate. Specific, actionable, and ready to implement this week. Free.

  • Account research in 30 seconds
  • AI-powered deal coaching
  • Autonomous outbound sequencing
  • Forecast signal scoring
  • Win/loss pattern extraction
  • GTM blueprint generation
  • Champion tracking & alerts
Free Download
The AI-Powered Sales Playbook
7 Workflows You Can Implement This Week
PDF · 12 pages·Free forever

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Experience

The Track
Record

Two decades of building. Now available to build for you.

Case Western Reserve University
BA Political Science · Cum Laude
Get in touch →
Prokeep
Senior Director of Sales
2024 – 2025
Designed GTM strategy · $1M+ new ARR · 3 new verticals
CloudKitchens
Head of Sales, Central U.S.
2022 – 2023
4 regional teams · 15 markets · $20M+ revenue
DocuSign
AVP & RVP of Sales
2019 – 2022
70+ AEs · $60M+ annual quota · 41% multi-product adoption
SpringCM → DocuSign
VP Business Development
2018 – 2022
Built BDR org from zero · $10M+ ACV enterprise deals
SimpleRelevance
Co-Founder
2013 – 2016
Built ML/predictive analytics SaaS · Acquired by Rise Interactive
Groupon
Regional VP of Sales
2010 – 2012
0 to 400+ sellers · $415M+ revenue · 23 new markets
CareerBuilder
Sales Director
2004 – 2010
Built SMB sales team from 0 to 240 sellers
Contact

Let's Talk

Whether you're looking to hire a sales leader, need help building your AI strategy, or want to collaborate — I'd love to connect.

Q2 2026 availability: Limited. Reach out early.
Email
joe@joepeck.ai
LinkedIn
joseph-p-peck
Typical response time
Within 24 hours
I read every message personally.

I read every message personally and respond within 24 hours.