Happen To Your Career - Meaningful Work, Career Change, Career Design, & Job Search

When your dream role at a prestigious company leads to 2:00 AM work calls and a total loss of self, how do you find the courage to walk away? Keith Penningroth shares his journey from burnout to a career that honors his mental health and leverages his natural signature strengths.

What you'll learn

• How to identify the "lines in the sand"
• The "sink or swim" reality of elite tech cultures
• How to define your signature strengths
• The physical toll of chronic workplace stress
• The power of winning others over (WOO)
• How to argue for yourself productively
• Why starting with small changes is more effective

Our book, Happen To Your Career: An Unconventional Approach To Career Change and Meaningful Work, is now available on audiobook! Visit happentoyourcareer.com/audible to order it now! Visit happentoyourcareer.com/book for more information or buy the print or ebook here!

Want to chat with our team about your unique situation? Schedule a conversation

Free Resources

What career fits you? Join our free 8 Day Mini Course to figure it out!

Career Change Guide - Learn how high-performers discover their ideal career and find meaningful, well-paid work without starting over.

Related Episodes

1. Should I Quit My Job? How to Know It's Time (Spotify / Apple Podcasts)
2. Discover Your Strengths to Find Your Ideal Career (Spotify / Apple Podcasts)

As human beings, when we get stuck, we tend to focus on one thing that we latch onto as the "reason" why. Or one thing that if we could only do, it would solve all of our problems.

It's never just one thing. It's always more nuanced than that.

There is one thing that is very clear though. The reasons why you think you're stuck and the reasons why you're actually stuck, are two completely different things.

To binge-listen to more career happiness success stories (and career hacks), find all the podcasts HERE.

Or tell us more about your personal career situation and schedule a conversation with our team to learn how we can best help!

Have you ever heard of career coaches use a ranking system for career change difficulty?

As the difficulty goes up, these career coaches would have you believe it's impossible… except it's not. I've talked to career experts and career coaches that will try to talk you out of it.

It's difficult to imagine how career changes actually work without starting over if you've never done it yourself.

So, in today's episode, we're revealing the 4 most common ways that people change careers (without starting over).

To binge-listen to more career happiness success stories (and career hacks), find all the podcasts HERE.

Or tell us more about your personal career situation and schedule a conversation with our team to learn how we can best help!

Mentioned Resources:

1. How to Connect with Anyone (Spotify / Apple Podcast)
2. Designing Career Experiments (Website)

Are your skills transferable to your dream career?

Many people don't believe that their skills can apply to the career they are desiring to move into. People tend to put their skills and experience into boxes and can't see how the skills of one box can apply to another box.

The truth, though, is that most of your skills and experience CAN transfer, even if you don't yet know what your dream career is.

We've developed an entire process to do this. Want to know how? Listen immediately (press play already) and learn all the things!

To binge-listen to more career happiness success stories (and career hacks), find all the podcasts HERE.

Or tell us more about your personal career situation and schedule a conversation with our team to learn how we can best help!

Wondering if you have to choose between another degree and staying in the comfortably-miserable job you're in right now?

There's a third option: A more unconventional way to get unstuck without starting over from the bottom.

It uses the experience you have in your career while allowing you to find a role that you love. What is this unconventional approach?

Listen to the first episode in our 4 part series: How to Get Unstuck (Without Starting Over) to find out.

To binge-listen to more career happiness success stories (and career hacks), find all the podcasts HERE.

Or tell us more about your personal career situation and schedule a conversation with our team to learn how we can best help!

What if your job looks perfect on paper but quietly drains your energy, confidence, and momentum? In this episode, executive Paul Ichilchik shares how spending 80–90% of his time outside his strengths became a breaking point—and how challenging assumptions about security and success led to an intentional career change that restored alignment and energy.

What you'll learn

• How to recognize executive misalignment before it turns into burnout
• Why "success on paper" can be the most dangerous career trap
• How to identify when you're spending too much time outside your strengths
• The hidden cost of tying identity too closely to title, pay, or status
• Why saying no to a strong offer can be a strategic leadership move

Our book, Happen To Your Career: An Unconventional Approach To Career Change and Meaningful Work, is now available on audiobook! Visit happentoyourcareer.com/audible to order it now! Visit happentoyourcareer.com/book for more information or buy the print or ebook here!

Want to chat with our team about your unique situation? Schedule a conversation

Free Resources

What career fits you? Join our free 8 Day Mini Course to figure it out!

Career Change Guide - Learn how high-performers discover their ideal career and find meaningful, well-paid work without starting over.

Related Episodes

1. An Overthinker's Guide To Making Better Career Decisions (Spotify /Apple Podcasts)
2. Should I Quit My Job? How to Know It's Time (Spotify / Apple Podcasts)

When job security disappears, the only stability that lasts is the clarity you build within yourself. Amelia Johnson shares how intentional reflection, strategic networking, and defining her values helped her turn a layoff into a confident, values-driven career transition.

What you'll learn

• How to turn a layoff into a clear, intentional career pivot
• Why "feeling safe" at work isn't always a sign you should stay
• How getting clear on your values helps you avoid the wrong roles
• Why applying to fewer jobs can actually speed up your search
• How to spot red flags (and green flags) during interviews

Our book, Happen To Your Career: An Unconventional Approach To Career Change and Meaningful Work, is now available on audiobook! Visit happentoyourcareer.com/audible to order it now! Visit happentoyourcareer.com/book for more information or buy the print or ebook here!

Want to chat with our team about your unique situation? Schedule a conversation

Free Resources

What career fits you? Join our free 8 Day Mini Course to figure it out!

Career Change Guide - Learn how high-performers discover their ideal career and find meaningful, well-paid work without starting over.

Related Episodes

1. How to Figure Out What You Really Want (Spotify / Apple Podcasts)
2. Should I Quit My Job? How to Know It's Time (Spotify / Apple Podcasts)

Ever feel trapped in work that doesn't fit, convinced certain career paths just aren't for you? Aaron spent over a decade believing he'd "tried law and failed" when he'd never actually tried at all, while Steph kept fitness as a side hustle because she believed "you can't make money in fitness." Their breakthroughs reveal how the biggest career obstacles aren't external barriers—they're the limiting stories we tell ourselves, and why questioning these beliefs can unlock careers you thought were impossible.

What you'll learn

• Why limiting beliefs about career failure often prevent us from pursuing paths we never actually tried
• The feedback exercise that reveals what everyone else sees about your potential (that you can't see yourself)
• Why reaching rock bottom in your career is often the clarity you need to question false limitations

Our book, Happen To Your Career: An Unconventional Approach To Career Change and Meaningful Work, is now available on audiobook! Visit happentoyourcareer.com/audible to order it now! Visit happentoyourcareer.com/book for more information or buy the print or ebook here!

Want to chat with our team about your unique situation? Schedule a conversation

Free Resources

What career fits you? Join our free 8 Day Mini Course to figure it out!

Career Change Guide - Learn how high-performers discover their ideal career and find meaningful, well-paid work without starting over.

Related Episodes

1. An Overthinker's Guide To Making Better Career Decisions (Spotify /Apple Podcasts)
2. How to Figure Out What You Really Want (Spotify / Apple Podcasts)

What if the problem isn't your focus—but the way you're trying to force your brain to work? In this episode, Scott shares real, lived strategies for working with ADHD instead of against it—and how that shift can transform productivity, energy, and career fit.

What you'll learn

• Practical strategies I use daily (not generic advice)
• How to identify your personal "golden focus window"
• Why weekly planning reduces overwhelm and decision fatigue
• How accountability dramatically improves follow-through
• How ADHD can be a competitive advantage—not a liability

Our book, Happen To Your Career: An Unconventional Approach To Career Change and Meaningful Work, is now available on audiobook! Visit happentoyourcareer.com/audible to order it now! Visit happentoyourcareer.com/book for more information or buy the print or ebook here!

Want to chat with someone on the team about your situation? Schedule a conversation

Free Resources

What career fits you? Join our free 8 Day Mini Course to figure it out!

Career Change Guide - Learn how high-performers discover their ideal career and find meaningful, well-paid work without starting over.

Related Episodes

1. Figuring Out Your Perfect Career Match (Spotify / Apple Podcasts)
2. Discover Your Strengths to Find Your Ideal Career (Spotify / Apple Podcasts)

What happens when career burnout slowly erodes your identity, energy, and mental health even in a stable, pension-backed role? After decades in city planning, Cathy realized that job security wasn't worth sacrificing her wellbeing. In this episode, she shares how she confronted scarcity beliefs, walked away from stability, and rebuilt her life around autonomy and alignment.

What you'll learn

• How to recognize when burnout is tied to identity, not just workload
• Why job security and pensions can become avoidance mechanisms
• The hidden cost of masking and over-functioning at work
• How scarcity beliefs influence career decisions
• What it really takes to leave a "stable" job and rebuild on your own terms

Our book, Happen To Your Career: An Unconventional Approach To Career Change and Meaningful Work, is now available on audiobook! Visit happentoyourcareer.com/audible to order it now! Visit happentoyourcareer.com/book for more information or buy the print or ebook here!

Want to chat with our team about your unique situation? Schedule a conversation

Free Resources

What career fits you? Join our free 8 Day Mini Course to figure it out!

Career Change Guide - Learn how high-performers discover their ideal career and find meaningful, well-paid work without starting over.

Related Episodes

1. Changing Careers (When You Don't Know Your Next Job Title) (Spotify / Apple Podcasts)
2. Executive Burnout: Making A Midlife Career Change (Spotify / Apple Podcasts)