Andrew Skotzko

I hope this finds you happy, healthy, and thriving wherever you are! It’s been TWO YEARS now that this podcast has been alive in the world (first ep dropped Nov 5 2019). And it’s been almost four years since I first started thinking about the podcast idea after a New Year’s Day brainstorm around a friend’s kitchen table.

That blows my mind. It’s been a rewarding and challenging journey so far.

Looking back on the second year of the podcast, I want to talk about three things:

1. Six lessons learned in year two
2. Some of my favorite episodes in year two, and what most impacted me from them
3. Show updates going forward

Listen to the episode

Lessons from year two of the podcast

Lesson 1: Start then learn

I wish I’d started the podcast sooner. This is one that pretty much every creator I know says. It’s an easy thing to “know” cognitively, and much harder to face down in experience.

I’ve said this to many other people who are interested in doing a podcast, but now I’m reminding myself: you can always change it later. Your show is your creation. And until you have a big audience anyway, it’s not like you are really risking anything. I have a friend who is worried about iterating on his show that he just started. It’s like, who cares?

I spent almost two years thinking about and toying with the idea of the podcast before I ever put it live. In retrospect, I wish I’d done what every advisor said, which is what I’m saying now; start, then learn.

Gratitude to Sahil and The Minimalist Entrepreneur community for making this so central to our conversations.

Which leads me to my second big lesson…

My partner in this conversation is Bo Burlingham. Bo is an editor-at-large of Inc. magazine and the author of five books which have profoundly impacted the trajectory of values-led, intentional business around the world.

Bo’s work has been such a big inspiration to me and foundational to a lot of my thinking over the years, so it was such a privilege to sit down with him. I don’t know of anyone that has explored more deeply, through real-world examples, what it means to build a meaningful business.

Bo has given name and voice to multiple movements that continue to shape the world of business, such as open book management, transparent start-ups, and the idea of small giants—companies that live from the truth that greatness and bigness have nothing to do with each other.

This is a fascinating conversation for anyone interested in exploring what it takes to create a business that is both personally and externally meaningful. We discuss questions such as what does it actually mean for a company to be great? What makes a company meaningful? What is the foundation of a values-driven approach to business? What are the roots of business success and service? And, what makes for the kind of business that makes everything it touches better for the contact?

I saved this conversation for episode 50, because it felt appropriate to celebrate that milestone by talking with one of the people whose work has most shaped the way I see the world of business and what’s possible with companies as a force for good progress in the world.

Please enjoy sitting down with the sage, Bo Burlingham.

SCROLL BELOW FOR LINKS AND SHOW NOTES

This episode flips the script and this time, Andrew is the guest! This is a crosspost of my interview on the “How I Give” podcast exploring entrepreneurship and philanthropy.

This was a fun and intimate interview about my own career journey, mental models, and worldview. It will help you get to know me much better, and what is behind this show.

As always, I love hearing what resonates and what doesn’t land with you. Please do send me feedback on Twitter at @askotzko.

Enjoy!

SCROLL BELOW FOR LINKS AND SHOW NOTES

This is a short, follow-up episode to ep42, which introduced a mental model for fulfilling work called ARM. That episode sparked several 1:1 follow up conversations with listeners, and I want to share a few lessons that have emerged since to add some nuance to the model:

1. engagement and performance are really about the work itself
2. making sense of passion vs purpose
3. how to think about internal vs external validation
4. how to think about toggling between internal and external explorations

As always, I love hearing what resonates and doesn’t land with you. Please do send me feedback on Twitter at @askotzko.

Enjoy!

SCROLL BELOW FOR LINKS AND SHOW NOTES

My partner in this conversation is Matt Kressy, the founding director of the MIT Integrated Design & Management (IDM) program. He’s an expert in innovation, leadership and product development. As an entrepreneur and founder of Designturn, he has designed, invented, engineered, and manufactured products for startups, Fortune 500 companies, and everything in between. And since 1999, he’s taught courses at MIT, Harvard, and the Rhode Island School of Design (RISD).

Most recently, Matt is also on the founding team of New England Innovation Academy , the first middle and high school in the country that prepares students to shape the world through human-centered design.

This conversation was really heartfelt and I found it to be a beautiful exploration about art, design, and much of the inner drives that fuel our creative work. It’s a hard one to summarize, but it’s worth your time.

SCROLL BELOW FOR LINKS AND SHOW NOTES

Today, I am trying out a new kind of episode bringing you some big ideas. Even before I started doing the podcast, I read a lot and I still get asked about what books I recommend all the time. So I thought it could be fun to share the key ideas from books that have been very impactful to me. By me summarizing it, hopefully you will get a sense of some of the key ideas and know if the book is worth your time and energy to go deeper on.

There is no better place to start than with possibly my favorite leadership book of all time: “The Infinite Game,” by Simon Sinek.

Here’s the teaser: you probably aren’t playing the game you think you’re playing. Or at least not with the right mindset.

Enjoy, and let me know on Twitter what you think of this new episode format and what these ideas open up for you.

SCROLL BELOW FOR LINKS AND SHOW NOTES

This is an experiment inspired by my conversation with Pam Fox Rollin in episode #22, exploring the adaptation of “The Timeless Way of Building” to personal and creative leadership.

“The Timeless Way” is a classic book about the design of buildings and towns, which, to quote Pam, “asserts that places where you feel yourself come alive come about through a process in which the building or town grows organically out of the inner nature of the people in it… It’s a process which allows the life inside a person to flourish openly in freedom.”

I think that is such a beautiful idea. That inspires me to wonder, what if that was the impact on people that our teams, our companies, and our leaders had?

When Pam and I talked, she suggested this idea that I wanted to explore ever since, which is what brings us here today. She said it might be really interesting to swap out the word “building” for “leaders” or “teams,” that it could reveal something very interesting. I started with that, and then made other small substitutions and modifications to make the end result flow better. In this episode, I’ll share the first thing that came out of it.

This episode is 100% an experiment with a new format, where rather than an interview, I bring you a condensed idea. Let’s give it a try and see what we think. Let me know what you think on Twitter @askotzko or via email — what you like, what you don’t, etc. If we both enjoy it, I’ll play with more things in this direction.

This is obviously a derivative work, so credit for all original material goes to Christopher Alexander who wrote “The Timeless Way,” and a thank you to the writers collective Cincibility, which previously shared just the italicized parts of the book and saved me a bunch of typing.

SCROLL BELOW FOR LINKS AND SHOW NOTES

Teresa Torres is one of the top product coaches in the world, and one of the people who has most impacted how I think about creating and bringing things into the world. She teaches a structured and sustainable approach to creative work that infuses decisions with customer input, and has coached hundreds of teams of all sizes around the world. She is also the author of the newly-released book, “Continuous Discovery Habits,” which I think of as the missing operator’s manual for product teams and more broadly, I actually consider a must-read for anyone doing creative work.

I say that because the the framework we discuss in this conversation isn’t really about products at all: it’s about critical thinking, decision making, and problem solving in a world that’s always changing and irreducibly complex. And the genius of Teresa’s approach is that it is a simple set of habits that you can adopt in your work to increase the odds your bets pay off.

We talk about all things product discovery, how to increase your sense of agency and overcome obstacles to being more creative, career strategy, and how to balance the unsolvable, built-in tensions that are inherent in all creative work.

It’s a privilege to bring you Teresa Torres.

SCROLL BELOW FOR LINKS AND SHOW NOTES

Courtney Bigony is the Director of People Science at 15Five and the creator of Positive Product Design, which is a methodology to align tech products with the latest science of human thriving. She studied with the father of positive psychology, Martin Seligman, and holds a Master of Applied Positive Psychology degree from the University of Pennsylvania. She was named a 2019 Workforce Game Changer by Workforce Magazine, and has contributed pieces featured in Forbes and Huffington Post.

I have been eagerly waiting for months to release this episode and I am so excited to bring this to you. We go deep on Positive Product Design, which was just named a finalist in Fast Company’s 2021 World Changing Ideas. In addition to that, we go deep on positive psychology and how to use it as a foundation for a fulfilling career, discuss how to craft your work around your values passions and interests, and geek out on a bunch of books that you are definitely going to want to add to your reading list.

Please enjoy learning with Courtney Bigony.

SCROLL BELOW FOR LINKS AND SHOW NOTES

In this episode, I share a simple mental model, ARM, for thinking about crafting fulfilling work that has emerged over many conversations in the last eighteen months.

The ARM model is a mental model to help you intentionally craft a more fulfilling job and career.

I get really fired up about career-related topics, because I really care about seeing a world of people that are fully alive. And work is a huge factor in crafting a life that makes you feel fully alive. So getting this area of your life to be a source of energy, meaning, and positive emotion is one of the best things you can do for yourself.

This is the first time I’ve talked about this model, and I’m curious to hear feedback, suggestions, disagreements, etc. Feel free to let me know via email or on Twitter!

Update: I’ve now released a follow-up episode answering four questions about the model that have come up since this episode was released. Check it out here.

SCROLL BELOW FOR LINKS AND SHOW NOTES