The Reboot Podcast

“Hurrying and delaying are alike ways of trying to resist the present.” - Alan Watts What’s the conversation you are having with yourself right now? Maybe you’re thinking about an email you wrote earlier, or need to write later. Maybe you’re thinking about an ever-growing todo list, and feeling the anxiety well up within. Or maybe you are doing all of the above. When you stop to really notice, it’s amazing how many conversations we are having internally at any given time. The most important conversation we have is with ourselves. What are you saying right now? Congressman Tim Ryan is our guest for Episode 38 of the Reboot Podcast. Tim is a special guy, and not just because he’s a congressman, and not just because he’s from Ohio - though that's pretty great too - but because he’s committed to bringing heart, humanity, mindfulness and a long term focus into a space that doesn’t always welcome it: government. In this conversation (originally recorded in November), Tim shares his journey to mindfulness, his ongoi

"A leader is best when people barely know he exists, when his work is done, his aim fulfilled, they will say: we did it ourselves." ­ - Lao Tzu For leaders the temptation to tell, fix, and even do is so strong. “I know the way,” or “I have the answers,” or “the buck stops with me.” Sometimes it’s impossible to resist the ego boost of providing the answer, giving the fix, telling the way. But what impact does this have on the team, and ourselves? And is it even true? Jerry is joined today by Patrick Campbell, co­founder and CEO of Price Intelligently - a bootstrapped company in Boston. Patrick and Jerry explore different leadership styles, the power of “if I die docs,” and how the secret to leadership may not lie in having the right answers, but instead asking the right questions. Links Price Intelligently - http://www.priceintelligently.com/ Price Intelligently on Twitter ­ - https://twitter.com/priceintel Patrick Campbell on Twitter ­ - https://twitter.com/Patticus

Do you love yourself enough to listen with the ears of your heart to the other voices of yourself speaking? - Beno Kennedy In today’s special episode Jerry Colonna, Jim Marsden, and Jade Sherer talk about the power and opportunity of time on the land, Jerry’s own experience on a quest, which was guided by Jim and Jade, and why a quest could change your awareness forever. If it terrifies you, you are ready...go apply at reboot.io/quest. Links Apply for the Reboot Quest - http://www.reboot.io/quest Jim Marsden on Twitter - https://twitter.com/jamarsden Jade Sherer - http://www.earthsecho.com/htm/about.htm Earth’s Echo Explorations - http://www.earthsecho.com/index.htm Animas Valley Soulcraft Program - http://www.animas.org/ Bill Plotkin - http://www.animas.org/about-us/our-founder/ "Soulcraft" by Bill Plotkin - http://www.amazon.com/Soulcraft-Crossing-Mysteries-Nature-Psyche/dp/1577314220

“By cultivating skillful attitudes of mind, we will respond to more and more of life with awareness and wisdom. With steady awareness of the way things are, the perseverance to stay with that awareness, and the willingness to learn from it, we maximize our sense of well-being.” — Steve Armstrong Life happens. It’s full of moments, good and bad, we never thought would happen to us. The magic and opportunity lies in what you do with those moments. Everything is workable if we choose to work with it. And if we choose to let it work us. Our guest today, Richard Hughes-Jones, is choosing to work with it. As a former management consultant, he was always a man with a plan both for himself and others. So it was quite a big leap for him to dive into the entrepreneurial world nearly two years ago, a place where a plan doesn’t guarantee survival. Instead, he was quickly reminded he was part of a bigger struggle, one where plans most certainly do not ensure success or survival: life. In this conversation with Jerry, Rich

“Your vision will become clear only when you can look into your own heart. Who looks outside, dreams; who looks inside, awakens.” – Carl Jung. "Work is difficulty and drama, a high-stakes game in which our identity, our self-esteem, and our ability to provide are mixed inside us in a volatile, sometimes explosive ways.” That's David Whyte in his incredible book, "Crossing the Unknown Sea: Work as a Pilgrimage of Identity". That volatile, explosive mix is a gift. It presents a tremendous opportunity for us to do our own work, our inner work, and further develop our own understanding of self. In our conversation today, Jerry is joined by Henry May, founder and CEO of CoSchool, based in Columbia. Henry comes to Jerry with this very issue: How might the journey of entrepreneurship, specifically his own, open up new opportunities for him to grow? Or said more directly: How might he use his work at Coschool to do the real work on his humanity? CoSchool - http://coschool.co/ CoSchool on Twitter - https://twitter.com

"Never let the odds keep you from doing what you know in your heart you were meant to do.” - H. Jackson Brown, Jr. Have you ever asked yourself the question: I wonder if we'd be better off with someone else in my role? In this podcast, a listener, Kent Cavender-Bares from Rowbots, comes to Jerry with a similar question: "What if my deep integrity, my commitment to simply telling how it is, is the reason we’re unable to fundraise? Do I even have a Superpower? Wouldn’t Rowbots be further along if someone else was leading?" Jerry and Kent explore the double edge of a superpower, and how the path through Kent's challenges may lie in a new set of questions: How can I be even more like Kent? How can I embrace my superpower? How can I believe in myself? And why is that so damned important? Links Rowbot - http://rowbot.com/ Rowbot on Twitter - https://twitter.com/rowbotsystems Kent Cavender-Bares on Twitter - https://twitter.com/kbares Parker Palmer - https://en.wikipedia.org/wiki/Parker_Palmer Jerry’s post, “The Cru

“Be yourself; everyone else is already taken.” - Oscar Wilde VC’s Bryce Roberts of OATV and Indie.vc, and Chris Marks of Blue Note Ventures both found the standard issue of the VC world was not a fit for them. They both sought out to set a new path, one that aligned with who they are and what they value. In a conversation with Jerry, and each other, they explore the challenges on their journey, and the potential opportunities they have to better connect with entrepreneurs through those challenges. This conversation may leave you asking yourself: In my own work, what are my values? What are my priorities? What am I wearing today? Links Bryce Roberts on Twitter - https://twitter.com/bryce Chris Marks on Twitter - https://twitter.com/bluenotevc Indie.vc - http://indie.vc Blue Note Ventures - http://bluenotevc.com O’Reilly Alphatech Ventures - http://oatv.com Bryce’s blog post - The Peace Dividend of the Seed Surge - http://techcrunch.com/2013/11/02/welcome-to-the-unicorn-club/ Aileen Lee’s article on on Unicorn

“Authenticity is the alignment of head, mouth, heart, and feet - thinking, saying, feeling, and doing the same thing - consistently. This builds trust, and followers love leaders they can trust.” - Lance Secretan So many entrepreneurs seek to model their leadership after the high-profile, successful giants. Should I be a leader more like Steve Jobs? How can I be more like Jeff Bezos? How can I be more like Travis from Uber? These are not only questions without answers, they are the wrong questions. The real question is, “Who the fuck are you?” You’re not Steve Jobs. You’re not Jeff Bezos. You’re you. What does the leader within you look like? In today’s conversation, Jerry is joined by Evgeny Shadchnev, Co-founder and CEO of Makers Academy. Ev wrestles with the question of whether it’s possible to scale an organization built around trust, or does success require a leader who governs by fear. Together they discover a more beautiful, more fundamental question --“Who is Evgeny?” In that answer they may find a pa

“Watch carefully the magic that occurs when you give a person just enough comfort to be themselves.” – Atticus Finch There’s a saying: Behind every great man is a great woman. I would add: behind every great entrepreneur is a great friend. The entrepreneurial path simply can’t be traveled alone. So when Jerry asked Kickstarter’s CEO and Co-founder, Yancey Strickler: Who do you turn to? He response was immediate: Ian Hogarth, Co-founder and Chairman of Songkick. We’re grateful to have Yancey and Ian join Jerry in today’s podcast to talk about their friendship, the importance of peer relationships in entrepreneurship, the relief of being heard by those who can empathize with your experience, as well as those who can challenge you from a place of love and deep understanding. Enjoy this discussion with Jerry, Ian Hogarth, and Yancey Strickler. This conversation was recorded in early December, and since then Ian has announced his intention to give up the Co-CEO role at Soundkick and focus on his role at Chairman.

“Life doesn't run away from nobody. Life runs at people.” - Joe Frazier Carrie Barry has had great challenges to overcome, including real struggles at home that forced her to leave at the age of 12 and strike out on her own. She’s proven resilient, stitching the struggles of her past into the fabric of her being and choosing to appreciate and utilize that pain into the work she does today. Carrie Barry is a former Olympic Boxer and entrepreneur who owns and runs a boxing gym in Boulder where people come to break a sweat, get a hug, and learn some valuable life lessons. She also happens to be, in a twist, a boxing coach for 2 of Reboot’s finest: Jerry and Ali. Join Jerry in getting a little coaching, and a lot of inspiration in this conversation with Carrie Barry. Links The Corner Boxing Club - http://www.thecornerboxing.com The Corner Boxing Club on Twitter - https://twitter.com/thecornerboxing

The shadow is everything about ourselves that we do not know or refuse to know, both dark and light. It is the sum total of the positive and negative traits, feelings, beliefs, and potentials we refuse to identify as our own. The shadow is that part of us that is incompatible with who we think we are or are supposed to be. - David Richo Tracy Lawrence, Co-founder and CEO of Chewse, and Jerry talk about authenticity, leading from the heart, and the power of embracing the lost and disowned parts of ourselves. For Tracy, it’s not only about being there for the little girl who was bullied in middle school, but also about owning her very own inner bully. Reclaiming that part of herself will not only impact her approach to the latest company experiment, but it also might affect her own leadership and bring her and her company deeper into alignment. links Chewse - https://www.chewse.com Tracy Lawrence on Twitter https://twitter.com/chewishgirl "Shadow Dance" by David Richo http://www.amazon.com/Shadow-Dance-Liberati

Full notes at Reboot.io/podcast "From caring comes courage." -Lao Tzu It’s wonderful to have the support of so many, to have so many who believe in you. But there is another side to it: the weight and fear of disappointing them. Zoe Weintraub is founder of Opus for Work and is our guest on this episode of the podcast. Zoe and Jerry discuss both the beauty and burden of external expectations, and ultimately find that when you follow the emotion and vulnerability associated with them, they expose your superpower hiding in plain sight. Links Opus for Work - https://www.opusforwork.com Zoe Weintraub on Twitter - https://twitter.com/ZoeWeintraub Opus for Work on Twitter - https://twitter.com/OpusForWork

Full notes at Reboot.io/podcast “...the greatest gift of relationship proves to be that as the result of encountering each other, we are obliged to grow larger than we had planned.” - James Hollis Two co-founders, who refer to each other as business soulmates, have found themselves in that special place of alignment. A place in partnership where they align not just intellectually, not just energetically, not even just at a values level, but at a human level. Jules Pieri (her second time on the show) and her partner Joanne Domeniconi are the co-founders of The Grommet. They join Jerry to talk about the beginning of their partnership, where and how they found alignment at the human level, how it has evolved over time, and the challenges it represents as they scale the business. Links The Grommet - thegrommet.com The Grommet on Twitter - https://twitter.com/TheGrommet Jules Pieri - https://twitter.com/julespieri Joanne Domenic - https://twitter.com/jdomeniconi Fred Wilson - https://en.wikipedia.org/wiki/Fred_Wil

Full notes at Reboot.io/podcast "Can we live beyond compare?" -David Richo Brad Feld is an investor, entrepreneur, and blogger who has been supporting entrepreneurs all over the world since 1987. Brad has also been a great Reboot supporter and teacher. In this conversation, Brad joins Jerry Colonna to talk about VC’s as Dungeons and Dragons characters, Brad’s evolved investment criteria, and the single best piece of advice Brad offered to Jerry that changed his career. Links Feld Thoughts Blog - http://www.feld.com Something New is Fucked Up In My World Every Day by Brad Feld - http://www.feld.com/archives/2015/04/something-new-fucked-world-every-day.html Foundry Group - http://www.foundrygroup.com Anchor Point Fellows Program at Wellesley College - Leave us a review on Apple Podcasts! Follow our step by step guides:
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Full notes at Reboot.io/podcast See Hugh's special Reboot inspired cartoons on the show notes linked above. Hugh MacLeod has tapped into his own heart and his own woundedness so that he can speak to the hearts of people and organizations to inspire, to question, to laugh and to grow. Hugh joins Jerry in this episode of The Reboot Podcast to discuss how how he got his start, what motivates leaders, and how to work (and lead) from the heart. (Hint: often the "how" lies in identifying our own wounds). Hugh’s Cartoon - “I am not delusional. I am an entrepreneur.” -    Leave us a review on Apple Podcasts! Follow our step by step guides:
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Full notes at Reboot.io/podcast "With a little more care, a little more courage, and, above all, a little more soul, our lives can be so easily discovered and celebrated in work, and not, as now, squandered and lost in its shadow.” - David Whyte Sometimes we spend so much time looking at where we aren’t or where others have gone that we don’t fully appreciate where we are and how much we’ve grown on the journey. A year ago today, Reboot didn’t have a podcast. A year ago today, Sherman Lee was staring down a draining bank account, a shaky business model, and a crippling fear: if I fail, I won’t be able to provide. A year later we sit with our 23rd podcast episode, a return visit from one of our first guests, Sherman Lee, and an opportunity to appreciate Sherman’s journey and growth since we last spoke. Links Episode notes -https://www.reboot.io/episode/23-with-a-little-more-care-with-sherman-lee-and-jerry-colonna/ Good Audience - Good Audience on Twitter - Sherman Lee on Twitter -   Leave us a review on App

We’re often in (or feel we’re in) uncharted waters - a place where making things up as we go is a necessity. Feeling lost in those places can be anxiety-inducing. We feel incompetent. We feel shameful. We can end up feeling that everyone has figured it out but me. But how true is that, really? And perhaps the better question--how can owning my own anxiety in these areas help me step more fully into my authentic self and even increase my capacity for happiness? We are honored to welcome one of our key teachers at Reboot, Sharon Salzberg, to the podcast. In this conversation Sharon and Jerry discuss Sharon’s entrepreneurial path, a new definition of success (and failure), authenticity, loving kindness, and the question: Does anyone really know what they are doing? Sharon Salzberg on Twitter - Insight Meditation Society - Lovingkindness - Real Happiness -  Real Happiness at Work -   Leave us a review on Apple Podcasts! Follow our step by step guides:
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"I would love to live like a river flows, carried by the surprise of its own unfolding." John O'Donohue The ups and downs, the hills and valleys, the ebb and flow, the rollercoaster - there are many ways to describe the emotional journey of being an entrepreneur. There are also many, many ways we try to straighten out and control the journey. We look to “optimize” for the peaks and minimize the valleys. But what if we’re looking at it all wrong? In this episode of the Reboot podcast, Jerry is joined by Bill Morrision, founder of Constellation Behavioral Health, which offers specialized treatment programs for alcohol and drug addiction. With Jerry, Bill explores the deep and complicated connections between his purpose, his mission, the peaks, the valleys, and the fear of going off plan.   Constellation Behavioral Health -  Alta Mira Recovery Programs - Jerry’s blog post “Up and to the Right” - Pema Chodron’s “Comfortable with Uncertainty” -   Leave us a review on Apple Podcasts! Follow our step by step guid

full show notes: reboot.io/podcast "Everyone thinks of changing the world, but no one thinks of changing himself." - Leo Tolstoy It sounds so obvious, perhaps even tongue in cheek, but it also seems to be forgotten enough that it needs to be said aloud again: Investors are human too. They, like the entrepreneurs they back, can ride the rollercoaster of emotions that often come with starting a company. In this episode Jerry Colonna is joined by Bijan Sabet of Spark Capital to explore some of the tensions that often arise between investors and entrepreneurs, the emotional perspective of the investor, and the importance of purpose and artistry. As a bonus, it includes Jerry reading a blessing at the end.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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For more go to reboot.io/podcast What’s it like to find your path of authentic service in the world? What if you could use the pain of the past, a pain of not knowing where you fit in, of not knowing where you belong to propel you toward work that makes a difference? What if you could create a place of belonging? Well, it might look a lot like what Tanisha Robinson is building with Print Syndicate. Started just 2.5 years ago with 8 people, Print Syndicate now has over 140 employees and will generate more than $20M in revenue this year. But the company isn’t just about shirts and home goods, it’s a place where people (including a black, gay, woman from a Mormon family of 7 in a small town in Missouri) have a place to self-identify and a place to belong. As Tanisha shares, running a company fueled by your passion to make the world better is both exhilarating and heart wrenching.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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