Have a Nice Life, a podcast by Hadassah Damien and Pippi Kessler - Stats, Episodes and Rankings

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Season 2 Preview

Season 2

Friday, October 30, 2026 • Duration 26:10

Have a Nice Life is back! After more than two years, money coach and organization design strategist Hadassah Damien and organizational psychologist and career coach Pippi Kessler return with a new format: live coaching sessions with real people working through real money and career questions — solo parenthood, moving countries, making "enough," funding art, starting small businesses and more. No manifesting. Just real stories, real numbers, and exercises you can try at home.

In this episode, Hadassah and Pippi share the themes that cut across the season (like why people shy away from taking career moves they say they want, how inflation is scrambling our mental math, Robin Hood business planning, and more). You'll also hear the backstory of how HANL came to be (hint: it's a perfect example of our recommendation to create chaos) and how we were both changed by releasing season 1.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

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Bonus Episode: How to do Experiments to Figure Out a Career Change

Season 1 · Episode 17

Monday, May 19, 2025 • Duration 47:42

In earlier episodes of Have a Nice Life, Pippi and Hadassah talked about running experiments on your ideas and testing prototypes to get more information to help you make decisions. There’s so much to say about this, and in this bonus episode, we go into more detail on exactly what we mean by a career change experiment, its specific question and prototype components, and how to define and run an experiment to get more information about what you might do in your next career move. There’s lots of examples given, which apply to specific ideas you might be testing, or exploration you may need to do.

Hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out if you want more exercises, insights, or guidance.

You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

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Bonus Episode: Tools for Generating and Expanding Your Career Ideas

Season 1 · Episode 16

Friday, May 16, 2025 • Duration 25:14

In Season 1 of Have a Nice Life, Pippi and Hadassah talked about how to come up with criteria for yourself when it comes to understanding what you might do for work; but coming up with job ideas can still be very hard! So in this bonus episode, we go into ways people can use three tools - AI, skills assessments, and experience mapping - to identify fields, jobs, and types of work that we might want to explore more. This is for people who have more specific ideas as well as those of you wrestling with existential sized uncertainty and questions!

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out on one of our websites if you want more exercises, insights, or guidance. You can buy the workbook on Pippi or Hadassah's websites. If you want more of this, check out the workbook or video course. And stay tuned for Season Two of Have a Nice Life, coming later this year!

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

Becoming more Satisfied with a Return and Review + the Big Reveal

Season 1 · Episode 15

Wednesday, May 29, 2024 • Duration 47:59

You’re done! Kind of. What if you have made a Big Life Decision, but later you want things in your life to be different? That would make you NORMAL. As you grow and your life changes, your criteria will probably change. We want you to plan to evolve along with your life and be ready to continue to tell yourself the truth about what you want and need.

Reflecting and learning - and letting it be ok that you get to change - will help! In this episode we tell stories about our own many changes in work, attitudes, and lives, and share ways of thinking to help you be ready for change yourself. Get your “it’s not over until I say it is - I can change if I need to!” attitude on.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out on one of our websites if you want more exercises, insights, or guidance. You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See for more information.

For now decisions, and how to know when you know

Season 1 · Episode 14

Wednesday, May 22, 2024 • Duration 01:00:46

When we’re about to make a decision, it can feel high stakes. How do you REALLY know what direction to take - and what if you want to change later? What if your “knowing” or “deciding” buttons are frayed from trauma or operating in survival mode?

In our last few episodes we’ve talked about how to reduce the risk of getting it wrong with criteria and prototyping, so today we talk about how to use that information, how to know you know, and what it means to give yourself permission to try a new thing. It’s your nice life to go after, after all. And, of course, almost no decision in life is your final one.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out on one of our websites if you want more exercises, insights, or guidance. You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

How Pilots and Prototypes Will Help You

Season 1 · Episode 13

Wednesday, May 15, 2024 • Duration 40:39

Even when you have a sense of what you want, it’s reasonable that gathering other kinds of information can be wise, before committing to a specific direction. Pilots and prototypes are kinds of experiments that help you try on or try out a way of living before you fully commit, and are excellent ways to learn things in your body that you can’t learn from imagination or research. We love them!

In this episode of Have a Nice Live, Pippi and Hadassah tell stories of our own and some clients’ prototyping that gave us such important information. You’ll learn how to think about these experiments, and how to make sure you learn from them.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out on one of our websites if you want more exercises, insights, or guidance. You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

Networking and Creating Productive Chaos

Season 1 · Episode 12

Wednesday, May 8, 2024 • Duration 37:46

If networking sounds horrifying, do! not! fear! In this episode of Have a Nice Life you’ll learn how and why to talk to people and try stuff without any name tag or blazer, the superpower that is productive chaos, the secret stash of people who can help you, and why you don’t need to fake anything to get a lot out of chaos networking.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out if you want more exercises, insights, or guidance.

You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

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How to change and learn safely, no net required.

Season 1 · Episode 11

Wednesday, May 1, 2024 • Duration 39:20

This episode is for anyone who wants to be better at changing and will not spout privileged nonsense about jumping and the net will find you, since that is simply not available to a lot of people. Instead, we’re going to teach you how to make trying things and building towards change safer to try.

Change can feel - and be! - risky, but what can you do to reduce that risk and change safely for you? This episode tells stories that examine ways to do this: assessing two-way doors, taking little bites, learning within your window of tolerance, and finding a net first.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out if you want more exercises, insights, or guidance.

You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

Pulling good-for-you ideas out of a brainstorm

Season 1 · Episode 10

Thursday, April 25, 2024 • Duration 22:20

So you have a brainstormed and you have seven rough ideas of what your life could be - WELL NOW WHAT? Fear not: in this episode you’ll learn three ways to pull ideas that are good for *you* out of a brainstorm.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out if you want more exercises, insights, or guidance.

You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

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Brainstorming career ideas

Season 1 · Episode 9

Wednesday, April 17, 2024 • Duration 01:01:50

What to do with all your context, criteria, and research when you also know in your heart you want to be a sandcastle artist, poet, or person who wishes to preserve their creativity for after work? This episode dives into brainstorming your career ideas - and helps you get around the ways you might halt your brainstorm before it gets good.

Have a Nice Life is hosted by Hadassah Damien, a money coach and business strategist, and Pippi Kessler, a career coach and organizational psychologist. This podcast is a companion to a workbook by the same name - check it out if you want more exercises, insights, or guidance.

You can buy the workbook on Pippi or Hadassah's websites.

The show's website links to videos, socials, and ways to listen to the podcast. Check out the Have a Nice Life workbook if you want more exercises, insights, or guidance. You can buy it on Pippi or Hadassah's websites.

Book a coaching session with Pippi here: https://cal.com/pippi-kessler/session or work with Hadassah here: https://www.ridefreefearlessmoney.com/work-with-me/

Hosted on Acast. See acast.com/privacy for more information.

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Have a Nice Life – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

RSS feed quality and score

Publication history

Latest published episodes

Related Shows Based on Content Similarities

Related Shows Based on Content Similarities

Apple Podcasts

Spotify

Have a Nice Life – Details, episodes & analysis

Podcast details

Recent rankings

Apple Podcasts

Spotify

Shared links between episodes and podcasts

Other5

RSS feed quality and score

Publication history

Latest published episodes

Similar podcasts and content

Related Shows Based on Content Similarities

Related Shows Based on Content Similarities

Other5

Apple Podcasts

Spotify