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Alex Hillman: How to play the long game of business (#32)

Alex Hillman

Alex Hillman is a pioneer who has made it his mission to help independent creatives build sustainable careers. He’s the author of the recent bite-sized hit, The Tiny MBA, which is an insightful collection of short lessons about the long game of business.

Alex cofounded Indy Hall, Philadelphia’s first coworking space, and helped launch what became the coworking boom. He also built Stacking the Bricks with Amy Hoy, where they teach creative professionals how to bootstrap their own businesses.

As I believe you’ll hear, Alex is a very caring and generous person with his knowledge and experience and loves nothing more than to hear about how these ideas are helping people level up, so please reach out to him via email at Alex [at] tiny.mba and let him know what resonated with you.

Among many other things in this conversation, we talk about…

  • What does it look like to bring intentionality to our careers, to be able to connect the dots between starting where we are with what we have, and the long term aspirations and impact we want to create?
  • mindsets that will help you to have balance and equanimity in the face of uncertainty and having no control
  • the application of Buddhist teachings to a business career

This was a really fun conversation that will help you cultivate continuity in your efforts and invest in the long game of business, to benefit yourself and everyone around you.

Please enjoy learning with Alex Hillman.

And if you have a moment, I’d love it if you could give me a little feedback via this SurveyMonkey link. (It only takes one minute.)

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Marty Cagan: Empowering product teams to do the best work of their lives (#31)

Marty Cagan

My guest in this conversation is Marty Cagan. If you aren’t familiar with his work, Marty is a very influential person in the world of technology — he’s basically the godfather of modern tech product management.

Before he founded the Silicon Valley Product Group (SVPG) to help others create successful products, Marty was an executive responsible for defining and building products for some of the most successful companies in the world, including Hewlett Packard, Netscape, and eBay.

As part of his work with SVPG, Marty is an invited speaker at major conferences and top companies across the globe. He’s a highly sought after coach to the best product organizations out there, and has had a significant impact on the teams that make most of the tech products you love.

His first book, INSPIRED, is the seminal book out there for how product people should approach their work. Now he’s done it again with EMPOWERED, which he coauthored with his partner at SVPG, Chris Jones.

Please join me in learning about how to create empowered teams and the kind of environment where people can do the best work of their lives, with the one and only, Marty Cagan.

And if you have a moment, I’d love it if you could give me a little feedback via this SurveyMonkey link. (It only takes one minute.)

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Natalie Nagele: Building a people-first company at Wildbit (#30)

Natalie Nagele, Wildbit CEO

My guest in this conversation is Natalie Nagele, the cofounder and CEO of Wildbit. Wildbit is a bootstrapped, independent, people-first software company that is celebrating a very special milestone: 20 years in business! Now entering their “third act,” Wildbit is starting to expand its focus to new arenas, starting off with the new job board called People-First Jobs.

I’m catching Natalie at a very special moment – right at Wildbit’s 20-year anniversary, a milestone that most businesses never reach, and one that’s even more rare in the fast-paced world of software. As such, this conversation is a bit more reflective and goes deep into the mindsets and worldview that have enabled Wildbit to evolve as it has.

Wildbit is one of the best examples I’ve come across yet of the kind of company I want to see the world be full of. They are a terrific example of building an ethos and approaching a company as a vehicle within which everyone can continually evolve and do fulfilling work that makes a net positive contribution to all people affected.

For anyone who either runs a company or aspires to build one, this conversation will inspire and guide you to make impact and enjoy the journey.

I hope you enjoy going deep into Natalie’s world as much as I did. With that, I give you Natalie Nagele.

And if you have a moment, I’d love it if you could give me a little feedback via this SurveyMonkey link. (It only takes one minute.)

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One year of the podcast! And a new show name. (#29)

Wow, it’s been a year of the podcast! So much has happened. I wanted to acknowledge the anniversary ep — which happens to release on election day in the USA — and announcing an upcoming name change for the show.

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Rob Walling: Build a great business and let that be enough (#28)

Rob Walling, founder of TinySeed

Do you want to build a small giant startup? Where do you begin, and what and when is enough? Learn the reasons and mindsets needed to build non-venture track startups. In this episode, I talk with Rob Walling, a serial entrepreneur. Currently, Rob runs TinySeed, the first startup accelerator for SaaS bootstrappers and MicroConf, a conference and community for non-venture track company founders. Rob is also host of Startups for the Rest of Us, a popular podcast for bootstrapping entrepreneurs.

If you’ve ever been interested in starting your own business and thought there must be a 3rd option between a small side project and a billion dollar Silicon Valley VC-fueled unicorn, then you need to hear this.

Please enjoy learning from the master of “startups for the rest of us,” Rob Walling.

And if you have a moment, I’d love it if you could give me a little feedback via this SurveyMonkey link. (It only takes one minute.)

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2020 Resources for Product Leaders: a Curated List

Congrats, you got the job! You’re leading a team of product managers. Now what?

“How do I get into product?” is a super common question, with a corresponding number of articles. But there’s far less good information out there about how to level up once you’re already in product.

What skills do you need to develop as you move up into product leadership? Roles like group product manager (GPM), director of product, VP, or CPO need different skills.

The challenge is how to keep learning and getting better in a structured, step-by-step way.

This, my friends, is where most people plateau.

There’s far less guidance available after you grok the core PM role and level up into leadership. My experience has been that there are a bunch of resources to help guide you into product management and learn the core role. But afterwards… you’re kind of on your own.

When you were a line PM, you spent most of your time thinking about the product, users, and how it needed to evolve. Sure, you had to deal with the stresses of roadmapping, stakeholder expectations, and product reviews. But at least the product itself bounded the work.

You were responsible (hopefully) for helping your team ship features that would delight customers and serve the business.

Now, you have a whole new set of challenges to think about: People management. Org structure and team design. Feedback and communication architecture. Connecting strategy and vision with line-level execution. Protecting your PMs—not to mention the engineers and designers they work with—from the whiplash of the latest “just this once” sales special and the CEO’s pet project of the week.

It’s hard.

And, there aren’t that many places you can turn to for help along the way. It’s time consuming to find the best resources and filter out the bad ones. There’s a dearth of quality, actionable resources for PMs that already have the job and want to level up.

Between my own product career and researching the podcast, I’ve invested MANY hours exploring these challenges. It’s been a very aggressive learning curve, and I’ve found quite a few good resources that will save you time.

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Filed Under: Blog, Leadership, Product Leadership, Product Management

Hope Gurion: What nobody told you about being a product leader (#27)

Hope Gurion

Hope Gurion was the Chief Product Officer of CareerBuilder, the SVP of Product at Beachbody, and led multiple product verticals at AOL. Today, Hope coaches product leaders and teams seeking to grow through customer-centric, evidence-based strategies. She’s led almost 50 products teams in her career, in both consumer and B2B companies. Hope also hosts one of my favorite product podcasts, “Fearless Product Leadership” , where she helps other product leaders shorten their learning curves.

In this conversation, we discuss:

  • the things nobody tells you about product leadership
  • the root causes of many dysfunctional product orgs (hint, they are at the executive level)
  • how to get over the fear of saying no and coming across as “mean”
  • Hope shares some of her battle stories from the front lines of organizational transformations—what has, and hasn’t, worked

In short, this conversation is full of gold that anyone working in or around the leadership of a product organization needs to know.

So without any further adieu, please enjoy learning with Hope Gurion.

And if you have a moment, I’d love it if you could give me a little feedback via this SurveyMonkey link. (It only takes one minute.)

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David Dylan Thomas: Understanding implicit bias (#26)

David Dylan Thomas

As a listener of this show, you’re someone interested in using your time to make things that make things better, and this conversation with David Dylan Thomas will help you do that.

David’s work centers on the intersection of bias, design, and social justice. He’s the author of the new book, Design for Cognitive Bias, serves as a Content Strategy Advocate at Think Company, and is the creator and host of the Cognitive Bias Podcast.

David’s developed digital strategies for major clients in entertainment, healthcare, publishing, finance, and retail. He’s also a prolific public speaker on topics at the intersection of bias, design, and justice, and has presented at conferences such as TEDNYC, SXSW Interactive, Confab, the Wharton Web Conference and many more.

This is a conversation about the power we each have to affect the world around us. David’s work will help you to see the ways that we are each unavoidably biased, and more importantly, what we can each do about it. No matter what it is you do, understanding cognitive bias will help you do it better for everyone that it affects.

Whether you realize it or not, you are a designer — we are all designers of something — whether it be a system, products, meetings, spaces, conversations, or something else. And as a designer, understanding bias will help you do more good with your work.

Please enjoy, David Dylan Thomas.

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Karl Kuhnert: How to find strength in vulnerability and live your values as a leader (#25)

Karl Kuhnert

Ever struggle with vulnerability as a leader? Me too. 

This year, I’ve been thinking a lot about values, and how I show up and live them (or don’t). 

Karl Kuhnert is all about helping leaders to make their unique contribution. He teaches leadership, organizational change and professional ethics at Emory University, as well as in the Executive Education Programs at UCLA, HEC Paris, and The University of Georgia. He did his undergraduate work at Penn State and earned his PhD in industrial-organizational psychology at Kansas State University. 

In 2000, Karl was awarded the Hammer Award from Vice President Al Gore for outstanding contributions to the federal government, and has served as a consultant and executive educator with many organizations big and small, including UPS, the US Treasury Department, Siemens, The Jet Propulsion Lab @ CalTech, Cox Automotive, The Federal Reserve, Federal Home Loan Bank, The Robert Wood Foundation, Carnival Cruise Line, AECOM, Farmers Insurance, and The American Cancer Society and many more.

This is a conversation about the genius and strength of vulnerability, and the levels of development that we each go through as leaders, and how we each can keep evolving to give our authentic gifts. This is about living our values.

Please enjoy learning from Dr. Karl Kuhnert.

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Laura Garnett: Find your zone of genius and never fear a job search again (#24)

Laura Garnett

If you’re anything like me, you spend a lot of time and energy in your career and want it to be a joyful, rewarding, and positively challenging experience, but probably have struggled with that at times. In this conversation, I’m excited to bring you one of the best thinkers I’ve found yet on crafting a joyful career. 

My guest in this episode is Laura Garnett (@garnettl). Laura is a performance strategist, TEDx speaker, a regular contributor to Inc and Forbes and the author of The Genius Habit and the tactical follow-up, Find Your Zone of Genius, which releases September 1.

As a Performance Strategist, Laura works with highly motivated CEOs, executives, and managers who want to maximize their engagement, tap into their unique talents, and access a whole new level of joy and hunger at work, as well as create that kind of experience for their teams. In a nutshell, Laura helps people identify their unique genius and purpose, and craft an actionable plan to leverage them in their day-to-day work. 

Laura is a global speaker and contributor at leading conferences and publications like Inc, Forbes, Fast Company and has consulted with leading organizations all over the world including Capital One, OpenTable, LinkedIn, and Instructure. Prior to launching her own company, she honed her marketing, strategy, and career-refining skills at companies like Capital One, American Express, IAC, and Google. 

In this conversation, we go deep on how to connect with your unique zone of genius — that integration of the head and the heart where you are intellectually on fire and emotionally invested — how to own the value you bring and create joy in your day to day work, as well as more enlivening ways to think about success. 

On top of all that, for part of the conversation Laura puts me in the hot seat and helps me uncover the core emotional challenge that drives my sense of purpose and impact, and I share openly about some things that I haven’t before. I hope this is useful to you as an example of an important part of the process.

Please enjoy learning to unlock your genius with Laura Garnett.

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Andrew Skotzko (@askotzko) is a product leader, podcaster, and entrepreneur living in Los Angeles, CA.
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