The Reboot Podcast

"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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see more at: Fear is a familiar and powerful co-founder in startups. We do our best to quiet it, shut it down, deny it. Perhaps our biggest struggle is simply acknowledging it. But what if you not only acknowledged your fear, but leaned into it? What if you let go of your own hope to control things, and go back to building and leading from a place of love? Jules Pierri, cofounder and ceo of the product launch platform the Grommet, has done just that for her growing team of 55 employees. In this conversation, Jules and Jerry discuss what it was like to embrace the grit of her Detroit working class upbringing, face head on the fears of being a non-prototypical entrepreneur building a new kind of company in one of the scariest economic times in recent memory. Through it all, Jules has been able to move forward with courage to build an organization where people can feel loved and do great work in the process.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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see more at: “A good half of the art of living is resilience.” ― Alain de Botton Nigel Sharp, our first returning podcast guest, is wrestling with one of the hardest question any entrepreneur can ask themselves: Am I being stubborn or resilient? Shouldering the hope and opportunity of improving a country through his organization and carrying a real concern for his own team, he stares down an empty company bank account, wrestling with a deep confusion whether he should push on or move on. Jerry and Nigel explore the questions he’s holding, what moves him personally about his business, and where to possibly go next.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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see more at: What if your agreements with partners and co-workers were more focused on the characteristics of how you come together, related to one another, and work together, instead of what happens when sh*t hits the fan? What if your co-founder agreement came from a place of hope instead of fear? Zelle Nelson and Maureen McCarthy are co-founders of The Center For Collaborative Awareness and our guests for today’s conversation. They’ve created a collaborative process called “The Blueprint of We,” used to build and sustain healthier, more resilient business and personal relationships - those that start from a place of hope and openness. They join Jerry to share how they came together, how the process works, and how this work can impact your relationships and your organization.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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For full video visit: JW Player has come a long way. The JW player and platform is now used by over 2.5 million publishers and 20% of the fortune 1,000 companies. Each month about 1 billion people watch video on their platform. Behind those numbers are real people--including three co-founders who, over the last eight years, have experienced their own profound personal growth and leadership transformations. In a special first video episode, only fitting for the co-founders of one of the world’s largest video platforms, we have the 3 co-founders of JW Player (Dave Otten, Jeroen "JW" Wijering, and Brian Rifkin) joining Jerry in person. In a very open conversation, they explore key challenging moments in their company and partnership history -and how they emerged from those moments stronger and more committed than ever. It's an inspiring story of leaders born through adversity.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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Full notes and more: reboot.io/podcast Who are you? What do you believe to be true? What do you bring consciously to the world? And, even more interesting, what do you bring unconsciously to your work, your organization, your relationships? How does that which you have either denied about yourself, or feel uncomfortable about, shape your life, either positively or negatively? What lies in this unseen shadow? And why is it important for you to explore? The work of today’s guest shows up in just about everything we do here at Reboot so we are thrilled to have one of our key teachers, Parker Palmer, join Jerry for a discussion on a very important and powerful topic: Shadow and Leadership.   Leave us a review on Apple Podcasts! Follow our step by step guides:
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To have a firm persuasion, to set out boldly in our work, is to make a pilgrimage of our labors, to understand that the consummation of work lies not only in what we have done but who we become while accomplishing the task. -David Whyte - Crossing the Unknown Sea: Work as a Pilgrimage of Identity  Show notes (and more): reboot.io/podcast In today’s conversation Jerry is joined by Ben Rubin - Cofounder and CEO of Change Collective - an organization itself that is set on helping people make positive change in their lives. Ben comes to Jerry wondering how he can better deal with the negative inner dialogue. They quickly discover that inner voice, and more specifically the feelings that precede it, are a powerful indicator of an underlying fear. What opportunities exist in exploring that fear?   Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer:  - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to d

Difficulties are just things to overcome, after all. -- Sir. Ernest Shackleton Ben Saunders knows very well the ups and downs that come with attempting to do something groundbreaking. Like so many entrepreneurs, he struggled with the challenges of being an effective leader, and faced the pain of fundraising or not meeting payroll. But Ben’s end goal was a bit different. He’s a polar explorer. Between October 2013 and February 2014, he and his companion Tarka broke the record for the longest ever polar journey on foot. On their path to the South Pole, they faced temps of -50F and windchills near seventy below all while they covered nearly seventy marathons back-to-back on less than four hours of sleep a night. This record breaking journey was nearly ten years in the making for Ben, and truly was an amazing accomplishment, but despite all that he found the inner journey that followed even more challenging. In this conversation, Ben and Jerry discuss Ben's journey on and off the ice.   Leave us a review on Apple

“Consciousness is so turbulent” - Emily Horn Vincent Horn is a mind hacker & Buddhist geek. He has been practicing meditation intensively since his freshman year in college. In 2006, Vincent co-founded Buddhist Geeks, which has gone on to become one of today's most important venues for exploring Buddhist thought & practice in the 21st century. Buddhist Geeks has been featured on the pages of the Los Angeles Times, The Guardian, Tricycle, and The Atlantic. Vincent was also honored to be part of Wired’s "Smart List 2012: 50 people who will change the world." In this episode, Vincent and Jerry talk about their mindfulness practices, how Vincent navigated his own ups and downs as an entrepreneur, and how meditation and mindfulness can create better leaders, and better organizations. And be sure to listen all the way through the end, as Vincent has included a 10 minute guided meditation for you to kickstart your own mindfulness practice.   Leave us a review on Apple Podcasts! Follow our step by step guides

“I have not failed. I've just found 10,000 ways that won't work.” ― Thomas A. Edison Most startups fail. We all know this as much as we try to forget it. The absolute hardest, hardest question an entrepreneur can ask themselves is: When do you know it’s over? In the first of two conversations in this episode, we are joined by Derek Bereit, CEO and Co-Founder of Symptomly, who is staring down the end of his runway and wrestling with this very question. In a second conversation we hear from Beth McKeon, Founder and CEO of Kids Calendar, who is dealing with another common challenge: How do you find, recruit and hire the right person for your startup at the stage that it’s in?   Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer:  - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.  

Be Without Deception. Being without deception is an extension of telling the truth: it is based on being truthful with yourself. When you have a sense of trusting your own existence, then what you communicate to other people is genuine and trustworthy. -Chogyam Trungpa Rinpoche In 19 years of friendship and partnership in the startup world, Fred Wilson and Jerry Colonna have seen just about everything. In this conversation they share some stories from the Flatiron Partnership days, what makes a perfect board, the importance of trust in investing, and what makes a good leader. They even discuss the sheer terror they felt on their own entrepreneurial journey. In what we hope will be a series of several, enjoy this first Reboot conversation with Fred Wilson and Jerry Colonna.   Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer:  - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our ep

“Knowing yourself is the beginning of all wisdom.” ― Aristotle For notes and more: Entrepreneur and CEO Blaine Vess has an impressive story. Studymode, the company he helped start and bootstrap from his dorm room almost 16 years ago, now has 30 employees and sees between 60-90M visitors a month. It’s rare to find 15 year old bootstrapped companies. It’s rare to have the same CEO for 15 years as Blaine has been. But last year, Blaine wanted more for his company and himself. He wanted to know how to help push his company to the next level. To achieve that, he didn’t look elsewhere, he looked within. In this conversation, Jerry and Blaine talk about Blaine’s “year of introspection”. It included a stop at one of our bootcamps, working with a coach and a therapist, and that year ultimately helped him understand how and why he was holding himself back. Perhaps Blaine and Jerry’s conversation, our first of 2015, may spark your own year of introspection.   Leave us a review on Apple Podcasts! Follow our step by step

After years of rapid growth and expansion, followed by a serious year of depression, Rand Fishkin, founder and former CEO of Moz, found himself in a room surrounded by VC backed CEO’s and entrepreneurs where the question was posed: “How many of you struggle seriously with depression or severe anxiety or emotional issues?” He watched almost every person raise their hand. It’s shocking how universal depression is in startups. For anyone struggling with depression, it’s helpful to know you’re not alone. In this podcast, which is slightly different than past episodes, Jerry converses with Rand about his experience - his “loop,” how shame and guilt are at times his driver, the importance of understanding one’s emotional state, and how he’s made progress in coming out of his own depression, including his one piece of advice for entrepreneurs or anyone dealing with their own depression.   Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer:  - How To: Leave

Do you have an innate desire to make people happy? And does that desire at times cause you to at hold back the truth, out of fear of perhaps hurting others and yourself? Carm Huntress is the CEO of RxReview, a company solving a big problem with big data - overspending on prescription drugs. The company started in January 2012 and is growing beyond it’s 11 employees. Carm realizes his nature as a people pleaser affects his leadership in detrimental ways. In this episode, Jerry and Carm unpack what it means to be fierce, and what’s behind the desire to make people happy. It’s a conversation that will leave you asking: “What if I led from a place where I knew I was good and also know there are things I want to do better?” Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer:  - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Joseph Chura is the founder and CEO of 2 startups that employ nearly a combined 100 people, yet he feels a constant drive for more. In this conversation with Jerry, Joseph shares his struggles to be present, especially at home with his wife and kids and they explore the question: Why is the drive to succeed, the itch to not sit still, so strong? Leave us a review on Apple Podcasts! Follow our step by step guides:
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How can you save a business from the brink of bankruptcy and grow it 2,000% in 10 years, and yet feel like it could all go away in any given moment? Or face the fear, the weight, that you must be chief breadwinner...for you, your family, your co-founder and team’s family as well? Fear is pervasive in our lives, and in the crazy world of startups and entrepreneurship it is an always present participant. In this episode, we have two entrepreneurs dealing with two different and yet similar fears, fears that entrepreneurs will know all too well. Leave us a review on Apple Podcasts! Follow our step by step guides:
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As CEO of a young startup, you can often feel what you are facing right now can make or break your company, can make or break you. And you will likely find yourself in this place more than once. Nigel Sharp, CEO of Armenian based Lion Sharp, finds himself in one of these very moments. He feels the energy of a promising product, and the reality of 6 months of runway. How do you balance the excitement and challenges? How do discuss the reality of your finances with your team? How do you discuss your fears, not only of failure but of success? Leave us a review on Apple Podcasts! Follow our step by step guides:
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Duncan Morris, by any measure, had achieved a great deal success as co-founder and CEO of the international, 60 employee, online marketing agency - Distilled.net. And yet, something felt off for him. At our bootcamp in June he was touched and challenged by a question from Jerry: “What if you could truly understand who you are, and lead from that place?” In evaluating this question, a new question emerged for Duncan: “What if I don’t want to be a leader of a company with 60+ people?” In this conversation with Jerry, hear how exploring these questions has ultimately changed his work, his company, and his life. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: - How To: Leave a Review on Your iPhone: Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.