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

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

4.8630 Ratings

🗓️ 7 January 2026

⏱️ 24 minutes

🧾️ Download transcript

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:

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Transcript

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0:00.0

This is Find Your Dream Job, the podcast that helps you get hired, have the career you want, and make a difference in life.

0:17.7

I'm your host, Mac Pritchard.

0:19.8

I'm also the founder of Max List. It's a job board in the Pacific Northwest that helps you find a fulfilling career.

0:26.6

Every Wednesday, I talk to a different expert about the tools you need to get the work you want.

0:33.6

Making a career pivot can be challenging, and to do it successfully, you need to commit to the change.

0:42.4

Carissa Kerrissy is here to talk about giving yourself permission to change careers.

0:48.5

She's the founder of future forward careers.

0:52.2

Carissa's company helps burned out teachers and mission-driven professionals

0:56.4

reclaim energy, we discover purpose, and transition into fulfilling work. She joins us from

1:02.5

outside of Portland, Oregon. Well, Carissa, let's jump right into it. Here's where I want to

1:09.0

start. Why might people be reluctant to change

1:12.3

careers? What's going on there? Yeah. There are numerous reasons why someone would be hesitant

1:18.0

to change careers, but I want to back up for a minute. And I just want to acknowledge that

1:22.0

changing careers is actually a completely normal process in our lifetime. The average amount of times that an American

1:30.7

will change jobs is around 12. And careers, it's anywhere between three and seven. So I just

1:38.1

want to first acknowledge that it's normal. It's a normal process for us to go through. As we move through different phases of our life, things shift, our values shift, our priorities and our goals shift. So I just want to first start by acknowledging how common and normal this process really is. When we are thinking about making a big change in our life, we are going to have a lot of fears that

2:02.9

pop up because what we're really doing is we're stepping into the unknown. And that's scary.

2:09.3

This actually goes back to neuroscience studying the brain and why we are so prone to fear change

2:17.4

is that we're all born with a negativity bias, which means that we

2:22.3

are focused, laser focused on the things that could go wrong. And that can look like in a career

2:28.3

change, these thoughts that pop up around, I am too old to start over. I don't have the right skills or experience.

2:37.1

This isn't going to work for someone like me. So those are common objections and fear is a natural

...

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