Gregory Leos is the General Manager and Head of Payments at Weave (NYSE: WEAV), leading all aspects of the company’s payments business serving the healthcare sector. He is also the Founder of GKA & Associates, a professional services firm helping companies accelerate revenue growth and guiding executives in their careers. Previously, Gregory was Chief Revenue Officer at VikingCloud, overseeing global revenue operations across five continents for this private equity–backed cybersecurity and payments compliance leader. Before that, he spent over six years at Fiserv (NYSE: FI), leading enterprise sales, the Franchise Solutions unit, and the joint venture with Bank of America. Gregory has held senior roles at fintech and cybersecurity firms including Worldline, Trustwave, and Sysnet, contributing to major transactions such as GlobalCollect’s $1.2B sale to Ingenico, Trustwave’s $810M acquisition by Singtel, and the Global Payments (NYSE: GPN) IPO. Active in the fintech community, he has served on ETA and Merchant Risk Council committees and spoken at major industry events. He also advises Chicago startups and serves on the Board of Trustees for Lincoln Park Zoo. Gregory earned a B.A. in Psychology from California State University–San Bernardino and resides in Chicago.