Tech Marketing Rewired How to Build a "Digital Workforce": Onboarding and Coaching AI Agents w/ Lauren Esposito
What if your smallest team could operate with the reach and rhythm of a 40-person org? We sit down with Lauren Esposito, CMO at Asymbl, to unpack a practical, repeatable method for scaling work through digital labor.
Lauren shares how she transitioned from Salesforce’s vast systems to a startup’s blank page and built an agent-led model that unlocks sales capacity, accelerates hiring, and preserves institutional knowledge.
We dig into the core framework—design, onboard, coach—and how naming and managing agents like real teammates changes outcomes.
You’ll hear how “Teddy,” an AI SDR embedded in CRM, email, and Slack, now performs at the capacity of five reps without sacrificing quality or compliance. Weekly reviews with the CRO sharpen performance, while a human SDR used the uplift to advance to AE in record time. Lauren also explains digital twins: capturing not just brand voice, but the reasoning behind decisions—trusted sources, audience priorities, and approval rules—so expertise scales and doesn’t walk out the door.
From recruiting agents that helped hire 100 people in 100 days to a “Content Guardian” that elevates copy across the org, Lauren shows why agents must live where humans work to drive adoption. We cover time-to-value expectations, sensible guardrails for trust and governance, and why CMOs should start with one end-to-end job—often SDR outreach or content review—before expanding to campaign orchestration across SEO, design, landing pages, and paid. If you’re ready to move beyond isolated prompts and into an operating model that compounds, this conversation is your playbook.
Enjoyed the episode? Follow, share with a teammate who’s building AI into their go-to-market, and leave a quick review so more builders can find the show.
I am always looking for ways to improve. Send me a text and let me know your thoughts! - Kevin
🎧 Tech Marketing Rewired is hosted by Kevin Kerner, founder of Mighty & True.
New episodes drop regularly with unfiltered conversations from the frontlines of B2B and tech marketing.
Catch the video version of the podcast on our YouTube channel.
👉 Catch all our episodes at www.techmarketingrewired.com
📩 Got a guest idea or question? Email us at kevin@mightyandtrue.com
🔗 Follow Kevin on LinkedIn for more insights and behind-the-scenes takes.
📰 Subscribe to Kevin's Substack at: Subscribe to Kevin's Substack at: https://kevinkerner.substack.com/
📰 Want more tech marketing insights? Subscribe to the Drag & Drop newsletter for fresh thinking, real talk, and tools that make your job easier.