Speaking Engagements

Headshot of Caroline Holt. Expert Speaker in Sales Teams And Strategy in Washington D.C.

With over two decades of experience as a trailblazer in product, sales, sales enablement strategy, talent development and executive leadership, our founder, Caroline Holt has inspired audiences at some of the world’s most prestigious events and organizations. Whether as a keynote speaker, discussion panelist, fireside chat host or emcee, Caroline has the experience and versatility to deliver a memorable, engaging and impactful performance in live and virtual settings.  

Her most frequently requested topics include:

  • Understanding the Most Critical Sales Skills for Top Performance

  • Optimizing LinkedIn for Social Selling

  • Thinking Like a Challenger Seller: Best Practices for Challenging Status Quo

  • Why People Hate Sales People: Aligning Buyer & Seller Journey for Better Results 

  • Let’s Go Outbound! (Wait… But How?)

To inquire about having Caroline speak at your next event, please send us an email.

Deborah Matteliano

Global Head, Restaurant Technology at Amazon Web Services

“Caroline is a silver bullet for any sales team. If your sales team is under-performing, or even performing well, you need her. Especially if you have new talent – put new sellers directly into Caroline's capable hands and let her mold them before they develop ineffective habits. As my lead trainer at The Advisory Board Company, she has been the single biggest factor in my sales success over the past 3 years.”

  • “Caroline is one of the few individuals who can exceed sales expectations in her own career and actually teach others how to do the same. There's a big difference between leading a training and actually changing the way sellers think and acquire new business. Caroline does the former and achieves the latter. It's tough to replicate her, too, because she spontaneously role plays and answers objections on the spot. In training, she authentically models the in-the-moment behaviors that sellers need to teach, tailor, and take control of an evaluation.

    I've seen her make talented sellers into company-leading performers and people who shouldn't even be in sales thrive in their roles. I love sales training and have taken courses in QBS, Spin Selling, Challenger Model and read over 50 books on sales execution and excellence. A 20 minute conversation with Caroline is more powerful than all of that.”

Natalie Jung

VP Customer Success at Boclips | ex-EVERFI

“I was lucky enough to participate in Caroline's robust sales/account management training programs while weboth worked at EVERFI. Not only was Caroline a genuinely empathetic and kind leader, but her mastery of the sales profession is unparalleled. I think of the lessons I learned from Caroline literally every day, and her training program has had a ripple effect at my current company and surely every company I or her other students will work at in the future.”

  • “The training programs she developed for EVERFI were completely bespoke and were clearly well informed by the thoughtful relationshipsshe had cultivated with the sales force at the time. An underrated aspect of Caroline's success is how dedicated she is towards making training fun, engaging, and empowering every member of the team to fully participate and grow through active learning. I still think of the "pitch offs" we did and the interactive quizzes and videos that she would whip up and distribute so regularly. My last year at EVERFI truly felt like I was dually enrolled in a professional development course, for which I will be eternally grateful.”

Michael Romero

Managing Director, NewMediaWire

“I had the pleasure of working with Caroline during a recent workshop and was blown away by her depth of knowledge and valuable impact. Having 20+ years of sales experience personally in the agency and corporate environments, I'm always looking to learn and glean from high-performance selling professionals. Caroline's preparation was particularly worth noting with an emphasis on bedrock fundamentals informing a larger scale initiative, and I was able to take away a few action items that I believe will enhance our own grassroots efforts as Manufactur enters stage 3.0.”

Gabe Ellis-Ferrara

Senior Client Executive at BonterraSenior Client Executive at Bonterra

“Caroline was an absolutely incredible leader to work with. She brought learning and development to the forefront and did so, so much more, often connecting dots across the company to an extent I've never seen done before to chart the wider vision. Caroline is world-class and it was a truly privilege and a joy to work with her.”