Kyle Maines

Retirement Care Leader

Kyle Maines, CRPS®, currently serves as the Retirement Care Leader at Gusto since November 2025. Prior to this role, Kyle held various positions at Guideline from July 2018 to November 2025, progressing from Customer Onboarding Specialist to Senior Manager of Customer Onboarding. Earlier experience includes serving as Project Coordinator in the Insurance Practice at Smith & Wilkinson from February 2016 to June 2018 and as First Assistant Golf Professional at Poland Spring Resort & Country Club from May 2012 to January 2016. Kyle Maines earned a Bachelor of Science in Management with a minor in Finance and a specialization in PGA Golf Management from Coastal Carolina University.

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