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 positiv...
Mar 04, 2015•46 min•Ep. 13
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...
Feb 19, 2015•54 min•Ep. 12
"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 p...
Feb 09, 2015•55 min•Ep. 11
"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 M...
Jan 22, 2015•40 min•Ep. 10
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 ...
Jan 13, 2015•43 min•Ep. 9
"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, 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. H...
Jan 05, 2015•31 min•Ep. 8
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 a...
Dec 10, 2014•44 min•Ep. 7
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 wha...
Nov 26, 2014•37 min•Ep. 6
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: - How To: Leave a Review on Your Computer: www.reboot.io/leave-itunes-review-via-co...
Nov 11, 2014•57 min•Ep. 5
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, f...
Oct 28, 2014•48 min•Ep. 4
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 yo...
Oct 16, 2014•41 min•Ep. 3
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 conv...
Sep 28, 2014•47 min•Ep. 2
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 last October and begin to reflect on a personal challenge, which ultimately lead him to a solution to a business challenge that could have destroyed his business. Derek's openness and introspection is inspiring, and will inspire you to re-examin...
Sep 14, 2014•49 min•Ep. 1
