How to Blend Human and AI Coaching to Build Skills That Actually Stick

How to Blend Human and AI Coaching to Build Skills That Actually Stick

Sales coaching is the #1 skill leaders want their frontline managers to improve. Yet one of the hardest to execute consistently. The fix isn’t more hours in the day. The fix isn’t more hours in the day. It’s knowing exactly where each seller needs to improve so coaching conversations are targeted, not surface-level.

In this on-demand webinar, Lauren Bailey, Founder of Factor 8, and Brendan Sweeney, VP of Global Sales at Allego, cover a tactical breakdown of how top sales organizations are pairing human coaching with AI to multiply manager impact — through realistic practice, targeted feedback, and reinforcement at scale.

What you’ll learn:

  • A repeatable coaching framework for live calls, post-call feedback, and 1:1s to match to rep experience with each situation
  • The most common coaching mistakes that stall improvement and frustrate reps (and how to avoid them)
  • How to coach live without taking over the call
  • How AI-powered practice and feedback reinforce training between manager coaching sessions
  • How to scale personalized coaching and practice across your entire org and connect it to measurable performance

Strong coaching drives performance, engagement, and consistency. When managers pair the right technique with AI, coaching becomes scalable instead of overwhelming.

Speakers:

A smiling yet slightly nervous man with a beard and mustache, wearing a blue textured blazer over a white dress shirt, stands against a plain gray background.

Brendan Sweeney, VP of Global Sales at Allego

Brendan Sweeney is the Vice President of Global Sales at Allego. He leads high-performing teams responsible for driving new business and account growth across all segments. Brendan has a proven track record of delivering exceptional results —spearheading initiatives across cross-functional teams. With over a decade of enterprise sales leadership experience, including past roles at FORM and Allego, Brendan is passionate about building scalable go-to-market strategies, developing top-tier talent, and driving employee and customer success through innovative sales enablement.

A woman with wavy blonde hair, wearing a white top and gold hoop earrings, smiles at the camera against a plain, light gray background, embodying the confidence of Sales in 2026.

Lauren Bailey, Founder at Factor 8

A twenty-year veteran of the Inside Sales industry, Lauren has worked as both the Director of Sales and Director of Training while traveling the world to launch Inside Sales teams. Lauren has worked with in-house and outsourced sales teams selling outbound, inbound, via chat, direct, field-teamed, & channel. Her primary industry experience is in IT, Software, and Distribution. Corporate experience & clients include SAP, Sony, Waste Management, Ingram Micro, Grainger, Microsoft & Google. Lauren founded Factor 8 in 2007 and now also Founder of #GirlsClub, an organization committed to getting more women in Sales Management and Leadership.

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