Secrets of the Career Game

kendall@thatcareercoach.net

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143. Your Career Is Bigger Than One Bad Job with That Corporate Lawyer, Henry Nelson-Case

June 15, 2026

Sometimes the job is not the problem. The problem is that we let one role become our identity, our confidence, and our entire sense of security. Henry Nelson-Case, who shares workplace and legal humor online as That Corporate Lawyer, joins me to talk about career confidence, workplace mental health, and why leaving a bad job can feel so terrifying. If you feel stuck, over-attached to your title, or afraid to advocate for yourself at work, this one is for you. Inside this episode • Why your jo...

142. My Husband Spent 13 Years in Corporate Sales — Here's What He Taught Me About the Rules No One Share

June 08, 2026

Most professionals think selling yourself at work means bragging. A career sales executive says that's exactly wrong. Kendall Berg sits down with her husband, David Berg, a sales executive with 13+ years at AT&T, to break down how to play the corporate game, build executive presence, and communicate your value without feeling fake.  In this episode:  • Why "selling yourself" is actually about listening, not talking  • The 9-box framework leaders use to evaluate you (and where you land)  • How...

141. Why Quitting Your Corporate Job Might Be the Worst Way to Start a Business with Mike Shannon

June 01, 2026

There is a very loud version of entrepreneurship online right now: quit the job, burn the safety net, go all in, and figure it out later. I get the appeal. I also think that advice can get expensive very quickly, especially when the business has not been validated yet. Mike Shannon joins me to talk about the much messier, smarter side of starting a business. Mike has built multiple companies, appeared on Shark Tank, worked in AI, and wrote Sweaty Equity, a book about the unglamorous middle of...