Give Yourself Permission to Change Careers, with Carissa Kerrissey

Find Your Dream Job: Insider Tips for Finding Work, Advancing your Career, and Loving Your Job

Mac Prichard

Careers, Business

4.8 • 630 Ratings

🗓️ 7 January 2026

⏱️ 27 minutes

🔗️ Recording | iTunes | RSS

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Summary

Check out the podcast on Macslist here: (https://www.macslist.org/?post_type=podcasts&p=16547&preview=true) Changing careers can feel daunting, especially when fear, guilt, or long-held beliefs about who you should be start to surface. On this week’s episode of Find Your Dream Job, guest expert Carissa Kerrissey explains why career pivots are far more common than people realize and how our brain’s natural negativity bias can make change feel harder than it is. Carissa breaks down myths like “I’m too old to start over” and shows how identity, purpose, and shifting values often signal that it’s time to explore a new direction. She also shares practical steps for navigating the inner critic, recognizing the transferable skills you already have, and using your core values to guide your next move. If you’re burned out, feeling stuck, or simply ready for a fresh start, Carissa’s advice offers a clear, encouraging path toward work that fits who you are today. About Our Guest: Carissa Kerrissey is the founder of Future Forward Careers. Carissa’s company helps burned-out teachers and mission-driven professionals reclaim energy, rediscover purpose, and transition into fulfilling work. Resources in This Episode: Connect with Carissa on LinkedIn. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Have you ever been asked this in a job interview? Tell me about a time when you didn't agree
0:05.0	with your boss. What would you say? This is what's called a behavioral interview question,
0:12.1	and it's a common tactic. Employers use this kind of question to explore your fit for a job
0:17.5	based on your past experience. It can be an easy question to answer if you have the right strategy.
0:23.6	I show you how to answer these gotcha questions in our free MaxList Guide,
0:28.6	100 behavioral interview questions you need to know.
0:32.6	To get your copy, visit maxlist.org slash questions.
0:36.6	You'll also learn four simple steps for answering any behavioral
0:41.1	interview question. Again, that's maxlis.org slash questions. You can count on getting these questions
0:48.3	in your next interview. Why not get the answers before you walk into the interview room? Go to maxlist.org slash questions.
1:00.4	This is Find Your Dream Job, the podcast that helps you get hired, have the career you want,
1:12.5	and make a difference in life.
1:14.6	I'm your host, Mac Pritchard.
1:16.5	I'm also the founder of Max List.
1:19.2	It's a job board in the Pacific Northwest that helps you find a fulfilling career.
1:24.9	Every Wednesday, I talk to a different expert about the tools you need to get the work you want.
1:30.3	Making a career pivot can be challenging, and to do it successfully, you need to commit to the change.
1:38.3	Carissa Kerasey is here to talk about giving yourself permission to change careers.
1:47.8	She's the founder of future forward careers.
1:54.2	Carissa's company helps burned out teachers and mission-driven professionals reclaim energy,
1:57.8	we discover purpose, and transition into fulfilling work.
2:00.2	She joins us from outside of Portland, Oregon.
	...

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