The Reboot Podcast
Reboot.io
The Reboot podcast showcases the heart and soul, the wins and losses, the ups and downs of startup leadership. On the show, Entrepreneurs, CEOs, and Startup Leaders discuss with Jerry Colonna the emotional and psychological challenges they face daily as leaders.
Episodes
Mentioned books

Dec 4, 2018 • 1h 1min
#95 Who We're Meant to Be - with Joe Wilding & Jerry Colonna
On this episode of the Reboot Podcast we welcome Joe Wilding, the co-founder and CTO of Boom Supersonic, a Colorado based company focused on reviving supersonic air travel. Although Joe has experienced successes and various advancements throughout his career, he grapples with a nagging feeling that he wasn't measuring up to the other "great leaders" in his field. Introverted and a highly-visual learner, Joe always felt he was wired just a bit differently from his peers. Throughout the past decade, Joe has transitioned out of supporting roles and into higher management positions. Recently, this has triggered thoughts around authenticity in leadership and has materialized the urge to align his inner and outer self in the workplace. With support from Jerry, Joe aims to tackle the question, "What type of leader am I?" Jerry emphasizes to Joe that there are many ways to lead, and the tendency to constantly compare ourselves to others often serves in diminishing our ability to grow into our most authentic self, inhibiting our ability to become who we're really meant to be. Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup
Nov 8, 2018 • 42min
#94 When Is Enough, Enough for Me? - with Steven Kane & Jerry Colonna
For leaders in the modern world, dodging the constant bombardment of projected successes that others display across various media outlets can be exhausting. Comparing ourselves to others can lead to an overwhelming sense of inadequacy, which often ripples out to thoughts of insecurity about our work, our relationships, and the way we are perceived by our peers. As Theodore Roosevelt so poignantly observed, "Comparison is the thief of joy." By allowing our gaze to become so outwardly attuned, we create an internal roadblock against finding peace and equanimity within our own lives. On this episode of the Reboot Podcast, Jerry is joined by longtime friend and self-described serial entrepreneur, Steve Kane. In this discussion, Steve comes to Jerry with the lingering question, "When do we begin to know when enough is enough?" Together, they explore the pivotal role Steve's father played in molding the baseline for determining his "enough," and how his own radical self-inquiry supported Steve in making a difficult decision during the successful exit of his third startup, Gamesville. As they ponder the question of 'enough,' Jerry and Steve touch on the ways in which we, as humans, yearn for safety, love and belonging, and how, ultimately, our ability to expand our awareness of 'enough' is an act of continuous practice, one which allows us to take stock of our lives at any moment and truly consider, "When is enough, enough for me?" Links Steve Kane on Twitter - https://twitter.com/stevenkane Reboot Bootcamp - reboot.io/bootcamps Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup

Oct 26, 2018 • 58min
#93 Standing in the Gap - with Amy Nelson & Jerry Colonna
Although the challenges women leaders face today have been well documented and highly publicized and most of us recognize that women are often forced to tackle unique and disproportionate challenges from their male counterparts, it can be hard to fully empathize with the biases with which we ourselves may not be called to face. On this week's episode, you'll meet one female founder who generously shares her story and the singular obstacles she's been summoned to encounter. A former corporate litigator, Amy Nelson is now the CEO and founder of the Riveter, a workspace which provides support and equal opportunities for women leaders and changemakers. Born in Seattle in 2017, The Riveter has experienced explosive expansion - with five locations being built in the first 16 months. As a result, Amy is now facing down the many hurdles that emerge during a period of rapid scaling. In this conversation with Jerry, Amy expounds on a few of the barriers she's come up against when raising capital and what it means to take her seat as a leader. Jerry introduces Amy to Parker Palmer's image of, "The Tragic Gap," recognizing that Amy has been called to stand in the space between the world that is, and the world that is possible. She is carrying the burden for all female entrepreneurs to forge a future where women not only have equal opportunity but a true place of belonging as leaders, forging a system where all individuals are worthy of the freedom to actualize in the fullness of who they are. Links Amy Nelson on Twitter - https://twitter.com/amy_riveter "The Myth of CEO Work-Life Balance" - www.forbes.com/sites/amynelson1/…nce/#4692dfa919ae "The Three Unspoken Challenges of Women in Tech" - medium.com/@Reboot.io/the-3-un…n-tech-417f15651ca1 Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup

15 snips
Oct 5, 2018 • 43min
#92 The Love That Heals: Welcoming in Our Shadow - with James Hollis & Jerry Colonna
Jungian analyst James Hollis joins Jerry to discuss exploring our shadow selves, the Jungian concept of shadow in leadership, and how awareness of our shadow can lead to true compassion. They delve into the complexities of power, projection, and self-examination in relationships, emphasizing the importance of self-reflection and personal responsibility for fostering positive change.
Sep 20, 2018 • 39min
#91 Do I Even Have A Superpower? - with Kent Cavender-Bares & Jerry Colonna
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 Rowbot comes to Jerry with a question a similar question about his superpower: "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 Rowbot, be further along if someone else was leading?" Jerry and Kent explore the double edge of a superpower, and how the path through his 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 - www.rowbot.com Kent Cavender-Bares on Twitter - twitter.com/kbares Leave us a review on Itunes! Follow our step by step guides: - How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Sep 6, 2018 • 54min
#90 The Fear of Being You - with Leonie Akhidenor & Jerry Colonna
As many leaders can attest, the harshest critics we face often come from within. Even when we feel confident in our work and our abilities, it's not unusual for thoughts such as, "Am I doing enough?" to arise. Once our inner critic emerges, questions of guilt begin to creep in that we aren't grinding nearly as long or as hard as those around us. As entrepreneurs, the challenge we face is discerning not only what triggers this internal voice, but recognizing what that voice, our Loyal Soldier, serves to protect. On this episode of the Reboot Podcast, Leonie Akhidenor, Head of Residential Development for View Bank Homes, works with Jerry to explore the roots of her own inner critic, tracing the emergence of Leonie's Loyal Soldier back to a childhood environment where achievement and success were deemed paramount. Uncovering that, as she grew, Leonie's constant fear of failure manifested as her superpower, providing an abundance of passion and grit which served to propel her professional success. But as Jerry notes, all superpowers contain a shadow side, and in this instance, Leonie's fear also brings with it the anxiety and unease that comes with feeling like she isn't measuring up to her peers. During their time together, Jerry touches on how the anxieties that we carry (and often our parents carry) are passed from generation to generation, and how the logic we used as a child and the survival techniques we developed may actually no longer be needed in our present situations, allowing us to recognize that we're ok, just as we are. Links A Blessing For One Who's Exhausted - https://soundcloud.com/storyweaver3/john-odonohue-a-blessing-for-one-who-is-exhausted Lovingkindness: The Revolutionary Art of Happiness - https://www.amazon.com/gp/product/157062903X/ref=dbs_a_def_rwt_bibl_vppi_i2 Little Dreamers - https://littledreamersonline.com Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: www.reboot.io/leave-itunes-review-via-iphone/ - Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases. www.Reboot.io/signup

Aug 16, 2018 • 39min
#89 Everything Is Waiting for You - with Al Doan & Jerry Colonna
Al Doan, former CEO of Missouri Quilt Company, speaks with Jerry Colonna about a journey that ultimately led him to walk through the fear and challenge of stepping down as CEO, to create the space for the life of his dreams to emerge. Links Missouri Quilt Company - https://www.missouriquiltco.com/ Al Doan on Twitter - https://twitter.com/drbillnye Signs you need to leave your startup - https://medium.com/@drbillnye/signs-you-need-to-leave-your-startup-7e7ce9284f0b CEO bootcamp - https://www.reboot.io/service/bootcamps/ Reboot Circles - https://www.reboot.io/service/peer-groups/ Episode #29 Who's in your corner? With Carrie Barry - https://www.reboot.io/episode/29-whos-in-your-corner-with-carrie-barry/ Episode #77: Knowing You're Not Alone, The Magic of Peer Groups - https://www.reboot.io/episode/77-knowing-youre-not-alone-magic-peer-groups-christine-carrilo-al-doan-keeley-tillotson-bryan-birsic Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: https://www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: https://www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.

Aug 2, 2018 • 55min
#88 The Work of Your Life - with Khe Hy & Jerry Colonna
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 more meaning and started RadReads, a passion project now grown into a community of sorts. But something still didn't feel right for Khe. Even though he preached a lot about what's important, he found that a hard talk to walk and instead found himself putting the most important things in his life - his wife and daughter - last on his list of priorities. Despite all of Khe's efforts in meditation, mindfulness, and reflection, he struggled to figure out how to be present for his life. Instead, he found himself thinking about ideas, people in his network, and ways to improve. As a self-proclaimed life-hacker, he struggled to find the metrics and hacks to be present. As Khe and Jerry discuss, perhaps the answer to being present is deeper than hacks and metrics. Perhaps the clue lies in what he's so afraid of. Links RadReads - https://radreads.co/ Khe Hy on Twitter - https://twitter.com/khemaridh Leave us a review on Apple Podcasts! Follow our step by step guides: - How To: Leave a Review on Your Computer: https://www.reboot.io/leave-itunes-review-via-computer/ - How To: Leave a Review on Your iPhone: https://www.reboot.io/leave-itunes-review-via-iphone/ Never miss an episode! Sign up for our newsletter to stay up to date on all our episode releases.
Jul 12, 2018 • 48min
#87 The Adventure You Expected - with Michelle Haunold Lorenz & Jerry Colonna
Reverend Michelle Haunold Lorenz has dedicated the past 18 years of her life to her company, Gearhead, a magazine and record label that showcases the best of punk and hotrod culture. In her time spent as founder and CEO, Michelle has experienced first hand the ups and the downs that emerge when running and operating a business. Recently married, Michelle has begun to hear whispers of transformation, potentially signaling a transition into a new stage of life, one in which she finds herself questioning her life's path and purpose. Looking for support and guidance, Michelle reached out to Jerry and Reboot Podcast. As she considers the past two decades, Michelle reflects on the challenges she's faced - which run the gambit of downsizing and layoffs, declaring bankruptcy, and bouts of co-founder conflict - as well as the lessons she's learned and the gifts she's received in the process. As Jerry and Michelle work together, they consider the uniqueness of her journey, and the beauty of taking ownership of her life, and the ride that she is on - even if it's not the adventure she expected. Links Sell the Apartment, Keep the Startup - https://www.gimletmedia.com/startup/sell-apartment-keep-startup-season-6-episode-3 Gearhead - https://www.gearheadhq.com/ Leave us a review 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.

Jun 30, 2018 • 58min
#86 How Have You Lived Your Life? - with Parker Palmer & Jerry Colonna
Aging, the continuous passage of time, is a journey upon which we must all embark. As life unfolds before us, we may be naturally drawn towards a state of inquiry in attempt to discern the purpose and meaning in our soul. For many leaders, the draw can be to gaze upon external outcomes as a manifestation of our life's meaning, allowing our worthiness to be derived from our relationship between mean and end. But what if we were to allow ourselves to abandon the question, "Does my life have meaning?" and instead consider, "How have I lived?" In this episode, Jerry is joined by speaker, activist, and friend of the Reboot Podcast, Parker J. Palmer, author of "On the Brink of Everything: Grace, Gravity, and Getting Old". Over the course of their conversation, Jerry and Parker contemplate the insights they've gained in the process of aging, the power of living life with kindness and gratitude, and the importance of remaining open to being human together. Links #14 – Shadow and Leadership – with Parker J. Palmer - https://www.reboot.io/episode/shadow-and-leadership #42 – Building Relational Trust – with Parker J. Palmer - https://www.reboot.io/episode/42-building-relational-trust-parker-palmer "On the Brink of Everything: Grace, Gravity, and Getting Old" - https://www.amazon.com/Brink-Everything-Grace-Gravity-Getting/dp/1523095431 - https://onthebrinkofeverything.com/ Czeslaw Milosz's, Love - https://www.poemhunter.com/poem/love-2 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.


