Gaylan Greenawalt
About Gaylan Greenawalt
Gaylan Greenawalt is a Senior Product Manager at Guideline, specializing in enhancing mobile app experiences in the financial services industry. He has extensive experience in both the tech sector and the US Navy, with a career mission focused on building software that promotes human flourishing.
Current Role at Guideline
Gaylan Greenawalt is currently serving as a Senior Product Manager at Guideline in the Austin, Texas Metropolitan Area. Since 2024, his primary focus has been on enhancing mobile app experiences within the financial services industry. His expertise in managing both participant and plan sponsor experiences in the retirement planning sector is central to his role at Guideline.
Previous Experience at OneTask and Airspeed
Prior to his current position, Gaylan worked at OneTask as a Product Advisor from 2022 to 2024 in the Austin, Texas Metropolitan Area. He then went on to serve as a Senior Product Manager at Airspeed from 2021 to 2023. These roles enabled him to hone his skills in product management and advisory within tech-focused environments. Both positions involved substantial responsibilities in ensuring the development and implementation of user-centric software solutions.
Naval Service Career
Gaylan's extensive naval career includes various leadership roles. From 2021 to 2022, he was the Head of Plans & Tactics Department at USS GETTYSBURG (CG 64) in Norfolk, Virginia. Prior to that, he served as the Head of Operations Department at USS PAUL HAMILTON (DDG 60) from 2019 to 2021 in the Greater San Diego Area. His earlier naval roles include being a Student at the U.S. Naval War College in Newport, Rhode Island, Head of Antiterrorism Program at USS COWPENS (CG 63), and Flag Aide to the Chief of Legislative Affairs in Washington, DC.
Educational Background
Gaylan Greenawalt's education began at Thomas Edison Preparatory High School, where he took college preparatory classes from 2003 to 2006. He attended the U.S. Naval Academy Preparatory School for a year before advancing to the United States Naval Academy. At the Naval Academy, he earned a Bachelor of Science in Econometrics and Quantitative Economics from 2007 to 2011. His strong academic background in quantitative disciplines laid the foundation for his analytical approach in product management.
Career Mission and Focus
Throughout his career, Gaylan Greenawalt has been committed to building software that promotes human flourishing. This mission has driven his approach to product management, particularly in roles where enhancing user experiences is pivotal. His work at companies like LinkedIn and Guideline reflects this mission, as he focuses on creating impactful, user-friendly solutions that cater to the needs of both individuals and organizations in the financial and professional sectors.