Chris Pitchford, Founder of Brev

Summary:

Chris Pitchford joins Ryan Estes to explore how AI agents are reshaping business execution. Brev embeds AI directly into enterprise workflows to automate status tracking, identify risks, and align teams across OKRs—all without logging into new tools. Chris breaks down his startup journey, enterprise go-to-market playbook, and vision for a future where agents and humans work side-by-side.

Key Takeaways:

AI agents automate execution—not just status reports
Weekly check-ins drive 2.5x more goal achievement
Design partner process was cold, rigorous, and legally binding
Predictable pricing is key for enterprise adoption
Brev’s real moat is data and embedded workflows, not just the model

Frameworks:

Brev Agent Model: Listen → Track → Flag → Update
Design Partner Funnel: Outreach → Interview → Contract → Feedback
Pricing Validation: Ask “cheap” vs “prohibitively expensive” to find the middle ground

Resources:

Connect with Chris Pitchford:

The future of workflow orchestration: AI agents and enterprise SaaS