Career Conversations: Building a Career by Saying Yes
A decade in commercial litigation. A leap to Italy to run wine and culinary tours. Then a surprising turn into wholesale insurance that finally felt like the right kind of “win.” We’re joined by Senior Broker Kaylee Higginbotham for the first conversation in our Career Conversations series, and her story is proof that the straight-line career is the rare one. We talk about what it really takes to build a meaningful career in the insurance industry when your results depend on relationships. Kaylee breaks down the unglamorous truth behind “being a people person”: your network with retail agents and underwriters is built with consistency, a plan, and the grit to hear “no” and call again next month. She also shares the mentor advice that still steadies her today and how that mindset changes everything from prospecting to recovering after a lost deal. If you’re exploring insurance careers, wholesale broker roles, or looking for practical career development advice inside a relationship-driven business, this one is packed with takeaways. Subscribe for more Career Conversations, share this with someone considering a career pivot! Visit REDYIndex.com for critical pricing analysis and a snapshot of the marketplace. Do you want to take your career to the next level? Join #TeamCRC to get access to best-in-class tools, data, exclusive programs, and more! Send your resume to resumes@crcgroup.com today!




