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.

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