The Reboot Podcast

#61 The Seasons of Our Lives - with Sally Spencer & Jerry Colonna

May 25 • 62 min

Sally Spencer-Thomas is a psychotherapist who found herself in a moment in which she was not prepared when her brother committed suicide. After that significant event in her life, Sally poured much of her life into building awareness and leading…

#60 The Work of Your Life - with Khe Hy & Jerry Colonna

May 3 • 55 min

Khe Hy spent 14 years in Financial Services and was successful by all signs, but his work and life felt ‘meh.’ Something felt disconnected from him as he suited up in the morning and turned off the finance switch in the evening. He opted for a life of…

#59 Everything is Waiting for You - with Al Doan and Jerry Colonna

Apr 19 • 39 min

Al Doan led his family’s fledgling small town quilting shop to a leading online retailer with over 450 employees in just a few short years. To the outside world, this rapid growth established Al has a wildly successful and admired leader, but behind…

#58 The Joy of Surrender - with Simon Cant and Jerry Colonna

Apr 5 • 42 min

Simon Cant’s path to becoming a VC has been a windy road. Building on a career that includes stints as a lawyer, founder, consultant, director of a non-profit and advisor, he is now an LP in Reinventure, an Australian fintech fund. Alongside his…

#57 There’s Just Us - with Bijan Sabet and Jerry Colonna

Mar 22 • 39 min

“If we have no peace, it is because we have forgotten that we belong to each other.” - Mother Teresa For Bijan Sabet- an investor, US citizen by birth and descendant of Korean and Iranian immigrants- the January 27th Trump administration issue of an…

#56 Participate in Your Own Rescue - with John Guydon & Jerry Colonna

Mar 8 • 46 min

But little by little, as you left their voices behind, the stars began to burn through the sheets of clouds, and there was a new voice which you slowly recognized as your own, that kept you company as you strode deeper and deeper into the world,…

#55 Fierce Compassion - with Roshi Joan Halifax & Jerry Colonna

Feb 15 • 46 min

“To pay attention, this is our endless and proper work.” - Mary Oliver In this episode Jerry Colonna is joined by Roshi Joan Halifax, a Buddhist teacher, Zen teacher and anthropologist. Jerry first met Roshi Joan a few years ago when she was presenting on…

#54 Hearts Broken Open - with Matt Munson & Jerry Colonna

Jan 25 • 50 min

A disciple asks the rebbe: “Why does Torah tell us to ‘place these words upon your hearts’? Why does it not tell us to place these holy words in our hearts?” The rebbe answers: “It is because as we are, our hearts are closed, and we cannot place the holy…

#53 Transform Your Hustle - with Catherine Hoke & Brad Feld

Jan 18 • 64 min

Almost all successful entrepreneurs will fail - if not fail, fail, fail, and fail again - on their path to success. Every human being made choices in their lives which they regret, are embarrassed of and have caused them deep shame. What would your life…

#52 Feast on Your Life - with Rob Symington & Jerry Colonna

Dec 14, 2016 • 52 min

“If we hope to go anywhere or develop ourselves in any way, we can only step from where we are standing. If we don’t really know where we are standing… We may only go in circles…” ― John Kabat-Zinn The Reboot podcast was started because we believed that…

#51 The Love that Heals: Welcoming in Our Shadow - with Jerry Colonna & James Hollis

Nov 22, 2016 • 44 min

“One does not become enlightened by imagining figures of light, but by making the darkness conscious. The latter procedure, however, is disagreeable and therefore not popular.” - C.G. Jung Exploring one’s shadow is no easy undertaking. The idea of getting…

#50 A True Place of Belonging - with Virginia Bauman & Iris Bainum-Houle

Nov 1, 2016 • 48 min

This is the bright home in which I live, this is where I ask my friends to come, this is where I want to love all the things it has taken me so long to learn to love. - David Whyte, from “The House of Belonging” Virginia Bauman and Iris Bainum-Houle have…

Reboot Extras #4: 360 Reviews with Fred Wilson & Jerry Colonna

Oct 19, 2016 • 15 min

360 reviews are a tool that can help leaders make course corrections, supporting both individual growth and the growth of the company. They are an opportunity to hear specifically through the voices of their colleagues how their behavior is making an…

Reboot Extras #3: Blind Spots - Reboot on the Startup Podcast

Oct 19, 2016 • 36 min

Are you courageous enough to look in your blind spots? Alex Blumberg is at a crossroads. His company, Gimlet Media, is producing some of the most successful, interesting podcasts out there with household names such as Reply All, Heavyweight and Startup…

#49 The Tragic Gap - with Tarikh Korula & Jerry Colonna

Oct 6, 2016 • 42 min

“I want to think again of dangerous and noble things. I want to be light and frolicsome. I want to be improbable beautiful and afraid of nothing, as though I had wings.” ― Mary Oliver, Owls and Other Fantasies: Poems and Essays Startups are founded with…

#48 When Are You Really an Entrepreneur? - with Sarah Weiler & Jerry Colonna

Sep 22, 2016 • 53 min

“Development involves giving up a smaller story in order to wake up to a larger story.” - Jean Houston When is the moment at which you become an entrepreneur? Is there a definitive moment or action that makes it official? Sarah Weiler followed her passion…

#47 Embracing Both Sides of Yourself - with Amir Salihefendic & Jerry Colonna

Sep 4, 2016 • 42 min

“I am not what has happened to me, I am what I choose to become.” - Carl Jung Amir Salihefendic, the founder and CEO of Doist, is the creator of the powerful and popular productivity tool, Todoist (which is awesome). He comes to Jerry feeling torn between…

Reboot Extras #2: Co-Founder Conflict with Dan Putt & Jay Acunzo (Traction Series)

Aug 29, 2016 • 20 min

A few weeks ago, we released our first Reboot Extras in collaboration with NextView Venture’s Traction Podcast. Today we’re happy to bring you part 2 of that conversation. In today’s Reboot Extras, NextView’s Jay Acunzo really takes on the role of a…

#46 Hitting a Wall - with Semil Shah & Jerry Colonna

Aug 21, 2016 • 34 min

“Most of us have two lives. The life we live, and the unlived life within us. Between the two stands Resistance.” ― Steven Pressfield “The War of Art” Semil Shah has done remarkably well as a one-man shop, but he is wrestling with the challenges of…

Reboot Extras #1: Unspoken Cofounder Issues with Dan Putt & Jay Acunzo (NextView Series)

Aug 1, 2016 • 14 min

This is our first Reboot Extra bringing you more Reboot content, ideas, and stories from more Reboot Voices. What happens when you and your co-founder experience conflict or strife but don’t address it up front? When something festers and is ready to boil…

#45 What’s Love Got to Do with It? - with Brad Feld & Fred Wilson

Jul 31, 2016 • 60 min

“Wisdom, then, is a deeper way of knowing. Wisdom is the art of living in rhythm with your soul, your life, and the divine. Wisdom is the way that you learn to decipher the unknown; and the unknown is our closest companion. So wisdom is the art of being…

#44 We Are Designed to Fail - with Nick Russell & Jerry Colonna

Jul 4, 2016 • 51 min

“Our capacity to fail is essential to what we are.” Costica Bradatan http://opinionator.blogs.nytimes.com/2013/12/15/in-praise-of-failure/ Startups fail. We hear it all the time. Failure is good. We hear that all the time too. But we rarely hear about the…

#43 Dharma of Inclusivity - with Konda Mason & Jerry Colonna

Jun 20, 2016 • 52 min

There is real suffering out there, suffering that is causing violence. What are some of the causes of the suffering and how might we address those? It’s a true honor to welcome entrepreneur, creator, and educator Konda Mason to the podcast for an…

#42 Building Relational Trust - with Parker Palmer & Jerry Colonna

Jun 6, 2016 • 53 min

Parker Palmer is a man whose teachings mean so much to us and our work at Reboot, so it’s wonderful to welcome him back to the podcast for a new conversation with Jerry. Jerry invited Parker back to explore some important questions: - What is the role of…

#41 Are You Afraid of Your Own Power? - with John Guydon & Jerry Colonna

May 27, 2016 • 53 min

“As we let our own light shine, we unconsciously give others permission to do the same. As we are liberated from our own fear, our presence automatically liberates others.” - Marianne Williamson “A Return to Love: Reflections on the Principles of a Course…

#40 Beyond Blame - with Dave Zwieback & Jerry Colonna

May 14, 2016 • 45 min

“The way to start would be, first, when we feel the tendency to blame, to try to get in touch with what it feels like to be holding on to ourselves so tightly. What does it feel like to blame? How does it feel to reject? What does it feel like to hate?…

#39 It’s Time for New Choices - with Mary Lemmer & Jerry Colonna

Apr 24, 2016 • 49 min

You do not have to be a fire for every mountain blocking you. you could be a water and soft river your way to freedom too. - options by Nayyirah Waheed Mary Lemmer shares the emotional story of seemingly everything working against her in last 18 months -…

#38 Plant the Seed to Your Life - with Congressman Tim Ryan & Jerry Colonna

Apr 10, 2016 • 47 min

“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…

#37 Are You a Servant Leader? - with Patrick Campbell and Jerry Colonna

Mar 28, 2016 • 52 min

“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,”…

#36 The Quest - with Jim Marsden, Jade Sherer, & Jerry Colonna

Mar 20, 2016 • 42 min

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,…

#35 Everything is Workable - with Richard Hughes-Jones and Jerry Colonna

Mar 14, 2016 • 44 min

“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…

#34 Self-Actualization is Limitless - with Henry May and Jerry Colonna

Feb 28, 2016 • 43 min

“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…

#33 Do I Even Have a Superpower? - with Kent Cavender-Bares and Jerry Colonna

Feb 15, 2016 • 40 min

“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…

#32 Invest in Being Yourself - with Bryce Roberts and Chris Marks

Jan 31, 2016 • 53 min

“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…

#31 Why Being Real Matters - with Evgeny Shadchnev and Jerry Colonna

Jan 17, 2016 • 59 min

“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…

#30 Who Do You Turn To? - with Yancey Strickler and Ian Hogarth

Jan 1, 2016 • 46 min

“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…

#29 Who’s in Your Corner? - with Carrie Barry and Jerry Colonna

Dec 15, 2015 • 51 min

“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,…

#28 Reclaiming the Shadow - with Tracy Lawrence and Jerry Colonna

Nov 28, 2015 • 57 min

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…

#27 From Caring Comes Courage - with Zoe Weintraub and Jerry Colonna

Nov 7, 2015 • 41 min

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…

#26 Finding Your Business Soulmate - with The Grommet Co-founders

Oct 23, 2015 • 62 min

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…

#25 Live Beyond Compare - with Brad Feld and Jerry Colonna

Oct 10, 2015 • 52 min

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…

#24 This is All Temporary - with Hugh Macleod and Jerry Colonna

Sep 18, 2015 • 31 min

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…

#23 With a Little More Care… - Sherman Lee and Jerry Colonna

Sep 6, 2015 • 45 min

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…

#22 Does Anyone Really Know What They are Doing? with Sharon Salzberg

Aug 22, 2015 • 46 min

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…

#21 The Pathless Path - with Bill Morrision and Jerry Colonna

Aug 11, 2015 • 47 min

“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…

#20 Investors are Human Too - with Bijan Sabet and Jerry Colonna

Jul 24, 2015 • 44 min

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…

#19 Building a House of Belonging - with Tanisha Robinson and Jerry Colonna

Jun 20, 2015 • 43 min

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…

#18 Taking your Seat - with Jules Pieri and Jerry Colonna

May 29, 2015 • 45 min

see more at: http://reboot.io/podcast 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…

#17 Are You Being Stubborn or Resilient? - with Jerry Colonna

May 16, 2015 • 40 min

see more at: http://reboot.io/podcast “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 any entrepreneur can ask themselves: Am I being stubborn or…

#16 Mindful Partnerships -with Jerry Colonna and Blueprint of We

Apr 30, 2015 • 35 min

see more at: http://reboot.io/podcast 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…

#15 Becoming a Leader: The Crucible of Co-Founder Conflict

Apr 4, 2015 • 62 min

For full video visit: https://www.reboot.io/podcast 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…

#14 Shadow and Leadership - with Parker Palmer

Mar 18, 2015 • 59 min

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…

#13 “You Are Not Alone in the Fear” - with Ben Rubin

Mar 3, 2015 • 46 min

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…

#12 The Journey After the Journey - with Ben Saunders

Feb 18, 2015 • 54 min

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…

#11 Stop and See: Mind Hacking, Meditation and Leadership - with Vincent Horn

Feb 8, 2015 • 55 min

“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…

#10 Fail with Honor - with Derek Bereit, Beth McKeon, & Jerry Colonna

Jan 21, 2015 • 41 min

“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…

#9 Investing in Trust - with Fred Wilson and Jerry Colonna

Jan 13, 2015 • 45 min

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.…

#8 How Introspection Changed My Business - With Blaine Vess and Jerry Colonna

Jan 4, 2015 • 34 min

“Knowing yourself is the beginning of all wisdom.” ― Aristotle For notes and more: http://www.reboot.io 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,…

#7 Depression and Entrepreneurship - with Rand Fishkin

Dec 10, 2014 • 47 min

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…

#6 Do You Avoid Difficult Conversations? - with Jerry Colonna and Carm Huntress

Nov 26, 2014 • 38 min

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 -…

#5 How Do You Define Success? - with Jerry Colonna and Joseph Chura

Nov 11, 2014 • 58 min

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…

#4 The Hidden Burdens in Our Work - with Jerry Colonna, Sherman Lee, and Joseph Bassett

Oct 28, 2014 • 49 min

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…

#3 This being so, so what? With Jerry Colonna and Nigel Sharp

Oct 16, 2014 • 42 min

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…

#2 What if I don’t want to be CEO? - with Jerry Colonna and Duncan Morris

Sep 28, 2014 • 48 min

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…

#1 How self-reflection potentially saved a business - with Jerry Colonna and Derek Flanzraich

Sep 14, 2014 • 49 min

Derek Flanzraich, CEO of one of the fastest growing health and wellness sites, Greatist, joins Jerry for this episode to share the story of his personal journey over the last 10 months. His journey of introspection started when he attended a CEO bootcamp…