Gaylan G.
Studied at United States Naval Academy
Worked at Airspeed
Available tomorrow at 1:30 AM UTC
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About Gaylan
🦄 Senior Product Manager at Overland AI building autonomous off road vehicles for the department of defense, allies, and national security adjacent organizations. Responsible for command and control interface, hardware (vehicle and payloads), and autonomy stack. 🌟 Former Product Manager at LinkedIn, Amazon, Guideline (Series E - recently acquired by Gusto), and Airspeed (Series Seed Start up) ⚓️ Veteran Naval Officer with 11 years of leadership experience leading teams from 30 to 100 throughout 4 operational deployments. Former U.S. Navy-Senate Liaison working at the Navy Office of Legislative Affairs and Flag Aide (Deputy Chief of Staff) to the Chief of Legislative Affairs for the Navy. ⚽️ Former Division I and Professional Soccer Player ❓Ask me about: ⦿ Military and First Responder Veterans transitioning to tech industry ⦿ Breaking into Product management ⦿ B2B SaaS and Defense Tech ⦿ Chief of Staff and executive stakeholder management ⦿ Creating/implementing organizational and team systems and mechanisms that scale
Work Experience
Senior Product Manager
Overland AI
July 2025 - Present
Responsible for the hardware (ULTRA), command and control interface (OverWatch), and our autonomy stack (OverDrive) working with 39 engineers building autonomous off road vehicles for the department of defense and national security adjacent customers.
Product Advisor
simpler.
September 2022 - Present
Senior Product Manager
Amazon
March 2025 - July 2025
Responsible for Kindle Unlimited selection strategy across 14 countries world wide as well as the Product Owner for the Amazon Prime Reading benefit world wide.
Senior Product Manager
Guideline
February 2024 - February 2025
Led an engineering and design team of 12 responsible for the participant (employee) and sponsor (admin) experiences including web and mobile apps.
Senior Product Manager
Airspeed
June 2021 - October 2023
Senior Director of Plans and Strategy
U.S. Navy
January 2021 - May 2022
Director of Operations
U.S. Navy
November 2019 - December 2019
Product Manager
August 2017 - September 2018
Responsible for the LinkedIn Sales Navigator Core Experience.
Deputy Chief of Staff to the Chief of Legislative Affairs
U.S. Navy
October 2016 - August 2017
U.S Navy-Senate Liaison
U.S. Navy
May 2015 - October 2016
Head of Antiterrorism
U.S. Navy
January 2014 - May 2015
Head of Main Propulsion Division
U.S. Navy
July 2011 - December 2013
Gaylan was also given offers to work at
Dropbox
Anduril Industries
Havoc AI
Education
United States Naval Academy
Bachelors, Quantitative Economics
2007 - 2011
The mission of the US Naval Academy is to develop Midshipmen morally, mentally and physically and to imbue them with the highest ideals of duty, honor and loyalty in order to graduate leaders who are dedicated to a career of naval service and have potential for future development in mind and character, to assume the highest responsibilities of command, citizenship and government.