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.

Sales expert Lori Richardson joins Betsy and Billy to discuss the state of women in B2B sales, including the opportunities a sales career offers, the barriers women face and the actions you can take to attract and retain top women in the field.

Lori Richardson is a top B2B sales influencer and a champion for getting more women into sales and sales leadership in B2B roles. In addition, she has run the data-backed sales strategy firm Score More Sales since 2002, after a career in sales and leadership. Lori is the author of “She Sells” — a book to help company leaders and sales leaders find, recruit, retain and promote more women into sales and leadership roles. She also hosts the award-winning podcast “Conversations with Women in Sales” and is a sales coach for Harvard Business School’s MBA program.

As your organization’s growth strategy evolves, is your go-to-market strategy keeping up? In this episode of the Gartner Sales Podcast, co-hosts Betsy Gregory-Hosler and Billy Luckey speak with Gartner expert Rachael Buchler to discuss the four types of go-to-market strategies, the symptoms of misalignment, and how sales leaders should approach the challenge.

Rachael Buchler is a senior director analyst in Gartner's Sales practice. Rachael has more than 25 years experience in B2B retail energy sales where she led strategic initiatives and operational teams to drive customer growth and deliver cross-functional efficiencies. She has developed and executed go-to-market sales strategies for both existing and emerging markets and integrated B2B sales teams as part of merger and acquisition activities. She is a qualified coach and a member of the International Coaching Federation (ICF).

After over a year of hype, what is the real state of generative AI (GenAI) in B2B sales? In this episode, Betsy and Billy speak with Gartner expert Adnan Zijadic to discuss how sales leaders and the C-suite are engaging with GenAI, which use cases are gaining ground, and where sales leaders are missing out.

Adnan Zijadic is a director analyst in the Sales Technologies team at Gartner for Sales Leaders. His research focuses on sales force automation (SFA/CRM) platforms, evaluations, and strategy, along with Sales AI use cases and best practices. Not only that, he also pioneered Gartner’s first ever workable CRM readiness assessment, the SPEED framework.

In 2024, the most successful CSOs will exert as much influence internally as they do externally, aligning closely with executive peers and championing the commercial organization’s needs. In this episode of the Gartner Sales Podcast, co-hosts Betsy Gregory-Hosler and Billy Luckey speak with Dave Egloff, Gartner Vice President Analyst, to explore how CSOs can build C-suite collaboration and trust.

Dave Egloff is a VP Analyst in Gartner’s sales practice. He actively advises and produces research for sales and commercial executives to boost their teams effectiveness and optimize their go-to-market strategies. With more than 20 years of global experience, Dave’s holistic approach combines qualitative assessments with quantitative insights. His areas of expertise include sales design and optimization, go-to-market strategy, sales transformation, sales operations and sales compensation.

In this episode of the Gartner Sales Podcast, Betsy and Billy sit down with Gartner Chief of Research Robert Blaisdell to discuss our recently published 2024 CSO Leadership Vision. Robert explains the Leadership Vision results, including key trends and recommendations that will help CSOs anticipate and respond to market changes across the coming year.

Robert Blaisdell is the Chief of Research for the Gartner Sales Practice. Robert has 20 years of experience in strategic account management, account planning, sales enablement, strategic planning and marketing.

Sales leaders have great expectations for their key account programs, but they frequently disappoint.  Gartner expert Dan Hawkyard joins Betsy and Billy to discuss why key accounts so often underperform and how sales leaders can strengthen them for a fast start in 2024.

Dan Hawkyard is a Senior Principal Analyst in the Gartner for Sales Leaders Expert Team. He works with global sales leaders on their journey towards maturing their commercial functions and his expertise include key and account management, customer segmentation and buying insights and experience.

Your sales strategy may be a work of art, but the most brilliant plan means nothing if sellers won’t execute. In this episode of the Gartner Sales Podcast, Betsy and Billy talk to Gartner Sr. Research Specialist Delainey Kirkwood, discussing how CSOs can drive effective seller behavior change and measure enablement’s impact in their organizations.

Delainey Kirkwood is a Senior Research Specialist in Gartner's Sales Research Practice. In her current role, Delainey creates and communicates insights and tools focused on addressing the mission-critical priorities of sales enablement leaders, particularly on the topics of revenue enablement and behavior change. Delainey is the managing editor of Gartner's Chief Sales Officer Quarterly. Delainey is a graduate of UNC-Chapel Hill and she began her career in manufacturing operations. She has been with Gartner for three years.