Despite their insights on buyers, markets and growth, CSOs rarely become CEOs. In this episode, hosts Billy Luckey and Betsy Gregory-Hosler sit down with Heather Combs, a former CSO turned CEO, to discuss her experiences and recommendations for sales leaders who aspire to do the same.

Heather Combs, an accomplished leader in the technology sector, is beginning her second turn in the CEO seat, having just taken the helm at Ripple Operations, a newly formed provider of maritime logistics solutions. Previously, Heather served as CEO of StraighterLine, where her visionary leadership transformed the company into a premier provider of online courses. Under her guidance, StraighterLine pioneered innovative partnerships and streamlined operations, resulting in significant growth and enhanced student success. With a proven track record of scaling high-growth companies, Heather’s strategic acumen and dedication to innovation continue to make a positive impact in the tech industry and beyond. Recognized as a Power Woman of DC Tech and a champion for women in leadership, Heather’s influence extends to empowering girls in science, technology, engineering and math (STEM) fields through the STEM for Her Advisory Council and to supporting entrepreneurs through the Mindshare board and Techstars Mentor Program.