Doug Carrara

Founder | Career Growth Strategist

Doug is a career growth strategist who has spent over three decades leading, evaluating, and developing world-class sales and sales leadership talent. He founded Carrara & Co. to bring elite, athlete-style career representation to sales professionals after recognizing critical gaps in the market. Executives often lacked the guidance needed to build effective career strategies, and recruiters and companies prioritized their own interests over those of the individual. Doug’s proprietary four-step process gives clients a competitive edge, positioning them proactively for long-term success. Take the first step toward a future you control—connect with Carrara & Co. and let’s get started.

“I am focusing my attention on empowering high-potential & high-performing sales executives to successfully navigate their careers, reach their desired goals, and love what they do.”
-Doug Carrara

How Baseball’s Super-Agent Inspired me to start a Career Revolution

Picture this: It’s 2006, and the New York Yankees have just signed Johnny Damon for a whopping $52 million. Not bad for a player past his prime, right? But the real star of this show wasn’t on the field, it was in the negotiation room. Enter Scott Boras, baseball’s most formidable agent, weaving a tale so compelling it would change the game of career management forever.

As a lifelong baseball enthusiast with an insatiable curiosity for human careers, I found myself captivated by Boras’s masterful storytelling. He didn’t just rattle off statistics; he painted a vivid picture of Damon’s value, backing every claim with rock-solid facts and persuasive details. Boras’s narrative wasn’t just about a player, it was about wins, playoffs, and World Series dreams. And just like that, a lightbulb moment struck.

Why should baseball players have all the fun? Why don’t sales executives, or any professionals for that matter, have agents fighting in their corner? If you’ve ever navigated the treacherous waters of job hunting, you know the truth, which is that neither companies nor recruiters truly have your best interests at heart.

That’s when the idea for Carrara & Co Career Management Agency was born. We set out to bring the agent approach to the corporate world, arming professionals with the storytelling techniques and negotiation strategies that turn career goals into reality.

Why the Octopus?

We believe that octopus and high-performing sales executives and leaders share key traits. Both excel through adaptability, intelligence, and problem-solving. Just as an octopus can quickly adjust to its environment by changing color and texture, sales executives adapt their strategies to meet diverse client needs and shifting market conditions. The octopus’s ability to solve complex puzzles mirrors a sales executive’s knack for overcoming objections and finding innovative solutions to challenges. Both thrive by multitasking efficiently, with an octopus’s independent yet coordinated arms paralleling a leader’s ability to manage teams, build relationships, and drive results simultaneously.