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Ryan Engley

Customer Success
Positioning
Mindset
Mental Health
Hiring
HR/People Ops
Company Culture
Scaling
Scaling Teams

Ryan is an accomplished executive coach who brings 14 years of hands-on experience leading through startup, scale-up, and acquisition in high-growth SaaS. 

As the second employee, growing into roles like SVP of Customer Success and VP of Product Marketing, he was pivotal in scaling Unbounce from $1M to $37M ARR and from 8 to 250 employees distributed around the world.

Unlike many coaches, Ryan has been on both sides: a Hudson Institute–trained executive coach with nearly 1,000 coaching hours and a SaaS operator who's lived the challenges his clients face. As Head of Program at SaaS Academy, he led one of the largest coaching platforms for SaaS leaders. Since 2022, Ryan has coached 120+ leaders and SaaS founders to grow their startups and themselves.

Ryan's strongest areas of focus are:

  • Customer success: Journey mapping, CS org design, onboarding/engagement strategies, voice of customers
  • Positioning/messaging: How to best convey what you do in a way that resonates for your ICP
  • Operational systems to scale: Planning rhythms, meeting cadence and structure
  • Scaling leadership and developing new managers
  • Overwhelm & burnout (for founders, often from being the bottleneck): building self-managing teams and independent thinkers, intercepting the behaviours that contribute to team dependence
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