Best selling authors of Tribe of Millionaires, David Osborn and Pat Hiban, joins us to share the story behind their new book. We also have a no BS conversation on making money and why its an important fuel to your life.
Beyond money, we also talk about the power of building a tribe of like-minded people — who will support you in your dreams, goals and a lot more.
Tribe of Millionaires
Entrepreneurs, real estate investors, and authors David Osborn and Pat Hiban talk about their new book and the story behind it. Pat candidly shares that Dan Clements helped them put together this book.
“Dan Clements flew to Japan with 27 billbros, members of our mastermind. He listened to each of these members talk. During that time, we masterminded on how to make money and he heard personal stories that we shared.” – Pat Hiban
Dan created Ethan Martinez, the protagonist in the book, from listening to the stories of GoBundance members. GoBundance is a mastermind group for businessmen, who are millionaires. These men get together and share ideas to improve their net worth, health and/or their marriages.
The book Tribe of Millionaires is a fable about Ethan Martinez. He receives a mysterious invitation after the death of his father. He then embarks on an adventure not only to save his struggling business but to discover his past.
“Basically, what happens was, his father dies and he goes to his Dad’s funeral to settle the estate. He hasn’t talked to his father in over 20 years. When he gets there, his father’s pallbearers are all millionaires and multi-billionaires.” – Pat Hiban
Ethan needed to spend a week with these pallbearers on an island before he could inherit the Estate. He then discovers what makes these men successful. Ultimately, he figures out how he can apply these learnings to his life.
Money Fuels Life
David shares how people are more receptive to stories, rather than hard facts. He also adds the importance of spending time with like-minded people who share the same dreams and aspirations.
“You can choose it yourself and put yourself around a lot of people who are on the same journey. That will remind you on a perpetual basis of the greatness you’re choosing. It’s way easier to be great when everyone around you is great.” – David Osborn
Furthermore, he laments how the whole system does not teach kids and adults about making and keeping money. He stresses that money is not everything. However, it allows an individual to create a life that he or she desires.
“Some people think you are a jerk because you talk about money. If you’re doing it with your financial planner, they’ve got an agenda. Me and Pat just have that ability to talk about that wide range of topics including money and being genuinely interested in each other’s well-being. That’s what we’ve created in the tribe too.” – David Osborn
To hear more about how to Build A Tribe of Millionaires and more relevant information about David Osborn and Pat Hiban, download and listen to the episode.
After sticking out his thumb and traveling the world, David returned home to Austin, Texas broke and unemployed, at the age of 26. Though his travels may not have yielded wealth, they instilled the key motivation that he brings to every part of his life to create it — freedom.
Because to have everything you ever wanted takes the opportunity to design your life and believe it can happen.
Through this intention, David began to test his entrepreneurial merits alongside his business-partner mom in the world of real estate. The results were nothing short of remarkable. In less than 10 years, David built one of the top real estate brokerages in the world and he founded over 50 companies.
Yet, more than anything else, the inherent freedom derived from his success awards him the time to focus on the importance on what matters most: being a proud father of two beloved daughters, a son, and husband to the wonderful and talented Traci Osborn.
Today, David continues to travel the world not only to be enlightened by new experiences but to share his insight and expertise with others so they, too, can truly be free.
Pat Hiban Interviews Real Estate Rockstars is a top-ranked, 3-day a week real estate podcast. He interviews the best of the best in and around the real estate industry.
He is also the founder of REBUS UNIVERSITY which trains real estate agents to be successful and men’s mastermind group GoBunbance.
After building a team of over 50 members and making millions in the Real Estate Sales World, Pat realized he had spent over two decades being lead by mentors while growing very few mentees.
It was at this point that he wrote his New York Times Best Selling Book -“6 steps to 7 figures, A Real Estate Professional’s Guide Building Wealth and Creating your Destiny.”
Not too long after, Pat Hiban Interviews Real Estate Rockstars was born.
Pat has not always been a semi-retired, New York Times International Best Selling Author, podcast host, entrepreneur, and billion-dollar real estate agent.
After throwing his graduation cap at Frostburg State University in the summer of 1987 (A long time ago), Pat set out to find that necessary three-letter word…..JOB.
While trying to get his Real Estate license Pat substitute taught in Maryland, where he has lived his entire life.
His first year in Real Estate was…. decent. Selling 10 homes, and taking home $13,700 in commissions Pat knew that he needed more.
At the beginning of his third year in the industry, attending a Floyd Wickman Sweathog Course changed his life, and allowed him to realize that being a listing agent was the way to go. He made a commitment and switched to prospecting regularly for listings by calling up and down every street in town looking for future sellers. BOOM business for him tripled. From there, the sky was the limit.
After spending a few years at Long and Foster Realty, he made a switch to RE/MAX where he spent the next 15 years.
In 2004, he became the #1 RE/MAX agent in the world.
We hope you enjoyed this episode of Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes! Get amazing, different stories on business, marketing, and life. Subscribe to our newsletter The Difference.
As we continue our run on legendary VCs, we feature today Bruce Cleveland, an entrepreneur, executive, venture capital investor and best selling author of Traversing the Traction Gap. We have a fun and insightful conversation today about the state of enterprise tech and why its the best place to create enduring value. We also touch important points on digital transformation and a lot more!
Joining our list of legendary VCs that we have featured on Follow Your Different is Bruce Cleveland. He joins Randy Komisar (Episode 106) and Heidi Roizen (upcoming episode). He is the founding partner of Wildcat Ventures which has been rated in the top 1% of enterprise technology investors on the planet.
At the moment, he is taking up his Masters Degree at John Hopkins University, America’s first research university. He took up Digital Communication, which he feels would be beneficial for writing content for his succeeding books.
Enterprise Tech Scene
Bruce shares a number of important insights into the enterprise tech scene. Furthermore, he shares that the valuations of companies of public SAS companies or tech companies selling into enterprise using a subscription model are reflective of the enduring value.
Additionally, he cites examples of consumer companies that require a tremendous amount of capital, as opposed to enterprise companies, which require much less.
“Consumers require so much capital, not a fund to build a product but to build the market share.” – Bruce Cleveland
Enterprise vs. Consumer Company
Bruce shares what investors are looking for enterprise and consumer companies. The MOIC or The Multiple On Investment Capital is nominally better in an enterprise. However, he mentions that the issue is these enterprise companies take longer to build up.
“You don’t get those big mark up in the first 2 years, as the company began to scale and show minimum viable traction. The important part here is a lot of limited partners, people who invest in venture firms. They want to see early mark up in your funds.” – Bruce Cleveland
These investors want to see great markups to show the committee that the firm is of great financial health. However, they don’t inform the committee how much money they need to get the company “out of the door.”
“They are extraordinarily capital intensive, and the multiple uninvested capitals are high. A lot of these things are faddish. They may work initially, I don’t know, they can move in other areas. Then they’ll be okay, but a lot of times, these things can come and go.” – Bruce Cleveland
To hear more about the Top 1% of Enterprise Technology Investor Bruce Cleveland, download and listen to the episode.
Bruce Cleveland is a Founding Partner at Wildcat. He focuses on investments in AI marketing, EdTech, enterprise software as a service (SaaS) and the Internet of Things (IoT).
He’s also the author of Traversing the Traction Gap.
His specific areas of interest include enterprise automation, education and training, and general business applications. Bruce likes working with early-stage companies that use technology and data to increase revenue and decrease costs.
An avid adventurer and sailor, Bruce enjoy the challenge of creating new companies and navigating new markets.
He is interested in growing entrepreneurial hubs outside of Silicon Valley, with a particular focus on the Pacific Northwest.
Bruce also is committed to sharing his knowledge and experience through the Traction Gap Framework™. This aims to help entrepreneurs navigate the critical go-to-market period between initial product release (IPR) and reaching minimal viable traction (MVT).
As a son of school teachers, Bruce supports continued education.
He founded GreenFig to offer applied business science training to higher-ed students and individuals in job transition.
Bruce held senior executive roles in engineering, product management and product marketing. He worked with companies, such as Apple, AT&T, Oracle, and Siebel Systems.
In this role, Forbes and IDC credited him with creating the most effective B2B alliance program in the software industry.
Bruce began his venture capital career at InterWest Partners, where he was the first investor and a former board member of Marketo. The company held an IPO in 2013 and was acquired by Vista Equity Partners in 2016 for $1.8 billion.
Bruce attended the United States Military Academy, West Point, and received a B.S. in business administration from CSU, Sacramento.
We hope you enjoyed this episode of Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes! Get amazing, different stories on business, marketing, and life. Subscribe to our newsletter The Difference.
From time to time, we will bring on guests to go deep on a topic in a particular field. Today’s guest is Tom Schwab, founder of Interview Valet. As we celebrate International Podcast Day, we will discuss the power of podcast guesting and why it is a strategic component of legendary marketing today.
Connecting with People
Tom stresses the importance of podcast guesting, especially for business executives, authors, and entrepreneurs. He believes exposure brings opportunity and podcast guesting is one of the most intimate and targeted ways for customers to know somebody.
“I love podcasts because its a way to really connect with people. You’re not yelling, you’re talking with them. They’re choosing to listen to you.” – Tom Schwab
Mainstream Media vs. Podcasting
Tom discusses how powerful podcasting. He says it should be a major part of one’s content strategy. In mainstream media, aside from the cost to advertise (television, print, and radio), one acquires a limited time and limited space, unlike in podcast guesting, where it reaches hundreds of thousands, overtime.
“You’re tapping into an audience, getting that like and trust, getting introduced by someone, they already know. The other thing too is, if you do a live speech, it’s really hard to repurpose that content. If you do a podcast interview, you can do the transcript to make blogs.” – Tom Schwab
Christopher agrees with Tom, as he speaks based on experience. He mentions how he appears on different mainstream media and only get to share a portion of his thoughts for a few seconds.
“Podcast interview is an easy and scalable way to really go deeper. People will understand you and what really drove you, why you got into the business. People should know they could like and trust you. That’s really hard to do in a 30 sec clip or a little Facebook ad.” – Tom Schwab
The Golden Age of Podcasting
Tom cites Harvard University and the conference that they organized last year on podcasting. They call this time as the Golden Age of Podcasting and there is never the best time to explore podcast advertising other than at the present time.
Christopher also shares that there is a lot of whitespace opportunity in podcasting. He believes that there is a high value for sponsors because podcasts provide a high level of intimacy in terms of getting to know the guests through a conversation.
“I think today, brands want to know the heart behind it. Those people that can get out there early and explain that, not in an ad but in an actual conversation. To me, that’s where you can really build up a lifetime value of a customer.” – Tom Schwab
To hear more about the power of podcast guesting and more relevant information from Tom Schwab, download and listen to the episode.
Tom Schwab knows how to build an online business.
He’s done it successfully several times and now helps others find online success with podcast interview marketing.
Marketing at its heart is starting a conversation with someone who could be an ideal customer.
Tom helps thought leaders (coaches, authors, speakers, consultants, emerging brands) get featured on leading podcasts their ideal prospects are already listening to. The Interview Valet system then helps them to turn listeners into customers.
The author of Podcast Guest Profits: Grow Your Business with a Targeted Interview Strategy, Tom is also Founder/CEO of Interview Valet, the category king of Podcast Interview Marketing.
We hope you enjoyed this episode of Lochhead on Marketing™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes! You may also subscribe to his newsletter, The Difference, for some amazing content.
Today’s guest is David Rendall—a standup comedian, with a doctorate in organizational leadership and author of The Freak Factor—gives us a run-down on self-acceptance which benefits our personal and business life. He talks about how our weaknesses can become strengths and why finding people who are weird like you is a good thing.
The Good and the Bad
Twiggy. Stickman. Ladder. These are some of the nicknames of David Rendall during his younger years. He was unusually skinny when he was young and was working odd jobs, something that most people of his age would not even bother to try. However, David turned his life around and embraced his inner freak.
The word freak usually has dual meanings. If people dub someone as a control freak or a neat freak, it usually means they are overdoing it and they need to tone it down. On the other hand, being called a freak in a sporting context means you have outside of ordinary skills.
“Freak is often a term we use for criticism but its also a term we use positively. I want both of those associations. I want it to remind people of something negative and positive at the same time.” – David Rendall
Embracing The Freak in You
David encourages people to be different in a very specific way. People should be willing to be themselves and to disregard the idea that they need to hide their weaknesses. Most of the time, people suppress who they are because of the pressures from their parents, teachers, employers, friends, and society.
“I’m trying to get people to see themselves differently and finding their strength in spite of that weakness and be willing to amplify and embrace those parts of themselves.” – David Rendall
Oftentimes, David says that people sacrifice uniqueness for acceptance. In his book, he discusses the importance of affiliation. He defines it as finding other people who are a freak in their own ways.
“Partner with people who are strong where you are weak. Look for the people who are different from you, but the other side of that is, finding the right spot and finding the right people.” – David Rendall
Be Weird and Different.
As he encourages people to find others who are also weird, he reminds people to not expect acceptance, love, and connection from everyone. He advises people not to force themselves everywhere, instead, to find people who will accept them as they are.
“You’re not gonna win everybody over. Ultimately it’s about finding people like youfor the weird person that you are, instead of ‘they’ll like you once you’ve changed.’” – David Rendall
He also shares the reason why people get stuck hiding who they are: because they thought people around them know better than them. These people—parents, teachers, employers—are often bound by rules of success and they thought imposing these will also ensure success.
To hear more about The Freak Factor, and more information about David, download and listen to the episode.
David Rendall. Randall. Randell. Rendell. Reynolds. Whatever.
No one knows how to pronounce his last name.
David’s mission in life is to be hilarious and helpful.
He’s a standup comedian with a doctorate in management.
A class clown turned leadership professor, he went from disrupting classes to teaching classes to disrupting companies and conferences from Portland to Paris to Pakistan.
After being criticized and punished his whole life for being hyperactive, he now channels his frantic energy to compete in Ironman triathlons and ultramarathons.
He wears more pink than the average middle-aged man. Well, actually, he wears more pink than an eight-year-old princess.
As a nonprofit executive, he built businesses to employ people with disabilities.
During the last fifteen years, David Rendall has spoken to audiences on every inhabited continent.
His clients include the US Air Force, Australian Government, and Fortune 50 companies such as Microsoft, AT&T, United Health Group, Fannie Mae, and State Farm.
In addition to his doctorate in organizational leadership, David has a graduate degree in psychology.
He is the author of four books: The Four Factors of Effective Leadership, The Freak Factor, The Freak Factor for Kids and
• Pink Goldfish
Our guest today, Jaime Masters is an entrepreneurial coach and podcasting pioneer. She hosts “Eventual Millionaire” and she shares with us today some fun, practical and insightful learnings on what it takes to become a legendary entrepreneur.
She is an engaging business thinker who has her own quirks (love for costumes) and an amazing mother of two kids who are budding entrepreneurs.
From Tardy to Masters
Jaime Masters hosts the podcast Eventual Millionaire, where Christopher was once invited to promote his first book Play Bigger. She has interviewed close to 500 millionaires and she shares them through her book of the same title, Eventual Millionaire.
Jaime shares with us some funny and serious experiences she had when she started using her maiden name again. The name “Jaime Masters” is now a brand and she admits that she has no further intention of changing her name again, even when she remarries.
“It was something like, looking out when I’m 60, which person do I want to be? Which brand do I want to be building on my life?” – Jaime Masters
Her Kids Attend Entrepreneur School
It was a fun and admirable part of this episode when Jamie shared that her kids, a 12 and 10-year old, go to Entrepreneur School. The school has no homework and grades. They also do not have teachers, instead, they have guides. The school maximizes gamification for their modules.
“They’re learning 2x faster also, which is another thing the school wants. They learn life skills. My son video edited for my clients and is better than the editor that has been with me for 8 years.” – Jaime Masters
Part of teaching life skills, they are set to become entrepreneurs early as they are encouraged to sell products and services during their summer vacation. Jamie’s son went door-to-door with his pressure washer business and her daughter went to sell rosemary to neighbors.
“To me, the best thing about the school is, it’s about grit and pushing you out of your comfort zone. Teaching that at such a young age, not teaching memorization.” – Jaime Masters
Concerns and Motivations of Solopreneurs
Having interviewed around 500 millionaires, Jaime shares the inability to decide whether or not to hire a team is a common concern for them. Jaime further shares her process of assessing and diagnosing her clients’ concerns because sometimes, it is not a “team-problem” but an “owner-problem.”
Furthermore, she acknowledges the fact that most entrepreneurs want progress in their business. She reminded, however, her personal experiences of failing due to the wrong reasons.
“Knowing yourself really, really well is the best thing in entrepreneurship, even though it’s shitty. There are millions of holes that open up but thankfully, the holes to fill it are not achievement and materialism, which you’ll find out if you’re long enough in the game.” – Jaime Masters
To hear more about what motivates entrepreneurs and more relevant information about Jamie, download and listen to the episode.
Jaime Masters is a podcasting pioneer, host of the popular “Eventual Millionaire”, a Business Coach, Keynote Speaker, and Best Selling Author.
She’s been featured on:
CNNMoney, Yahoo’s homepage (6x), Business Insider, Inc, CNN Newsroom, Entrepreneur, Fox Business News, Success Magazine and Christopher Lochhead Follow Your Different.
Languaging Master Lee Hartley Carter joins us today for a riveting conversation about the power of language and the art of persuasion. She discusses today how language shapes everything in our lives and how to use language to convince people when facts don’t seem to matter.
Marketers and non-marketers will surely learn a ton from this conversation about communications, language strategy, and persuasion.
The Power of Language
Lee candidly shares with Christopher that she never thought about a job opportunity which involves words and messaging. When she was younger, she considers herself as obsessed with words.
For her, language is the means in which people can connect with other human beings and convey thoughts, feelings, and perspectives. Language is a powerful tool with every word, having its own meaning.
“That change in language changes thinking, which ultimately change social beliefs and norms and potentially laws and governance approaches. It can change a lot of things.” – – Lee Hartley Carter
Language Strategy in Marketing
Lee further cites examples of how the smallest change in language can have a huge impact. She cited differences in words such as estate tax/death tax, or global warming/climate change, or used vehicles/pre-owned vehicles. A simple change of words can reshape how people think about the message.
Lee also shared the common mistake marketers make in conveying a message. Oftentimes, marketers tend to “speak louder” — to share more facts to try and get the point across. This doesn’t end well, as people get turned off with the over-communication.
“Instead, what you need to do is to not speak louder but speak smarter. The way that speaks smarter is by slowing down and really saying ‘you know what, this isn’t about what I want to say. This is about what they need to hear.’” – Lee Hartley Carter
In an interesting turn of the conversation, Lee and Christopher discussed crisis response. Lee laid out her step by step advice on companies facing a crisis. First, she says that freaking out is a natural response to a crisis. However, she noted that it’s important to understand what your target audience is thinking or is feeling at that moment.
“Who are you trying to convince right now that you’re okay, is it your shareholders? is it your customers? What are they afraid of right now? What value have you just betrayed in them?” – Lee Hartley Carter
They had a great dialogue on crafting emergency messages as Christopher had his own fair share of stories to tell, with regards to crisis communications and response.
To hear more about Persuasion and more relevant information about Lee Hartley Carter, download and listen to the episode.
After a crushing loss in a student council race in the 6th grade, Lee learned the importance of getting the story right from the beginning.
In the 7th grade, when she ran again, she ran on a story that was driven by some middle school polling techniques she employed among her classmates.
And, she won.
Ever since she has had a passion for language. For the message. For the story.
And she brings this passion to her role as partner at m+p, a research-driven language strategy firm that specializes in finding the right language and messages based on one simple idea: it’s not what you say that matters, it’s what they hear.
A member of the executive leadership team, Lee oversees a diverse range of language strategy work for Fortune 500 companies and non-profits in the U.S. and abroad.
To do this, Lee has conducted, overseen, and analyzed countless instant response sessions, traditional focus groups, brainstorming and strategy sessions. and surveys in more than 15 countries.
She has worked with clients in a wide range of industries including financial services, energy, automotive, sustainability, hospitality services, food and beverage, technology, and consumer products.
And, she has worked extensively in public affairs, public policy, and issue advocacy.
Before joining Maslansky + Partners, Lee spent more than ten years in marketing and strategic communications.
And, like many of her colleagues at m+p got her start in politics advocating for teaching hospitals, graduate medical education, the use of bicycle helmets, and healthcare for those who couldn’t afford it.
Lee serves as a member of the National Head Start Association advisory board focusing on messaging, is a fellow of the National Committee on US-China Relations Young Leadership Forum, and an occasional contributor to Fox News and MSNBC.
One of the most prolific and important writers in the world and our most regular guest Dushka Zapata, joins us today. We had a heartfelt conversation about mending broken-hearts, why grief is worst when you’re young, why discipline is better than inspiration and many more!
Writing Beautiful Answers at Quora
You may find Dushka lounging in Question and Answer site Quora, where her writings receive 140 million views. Her life-affirming, fun and powerful answers have garnered her quite a following, including Christopher himself.
During this conversation, she shared a wonderful passage where we can learn a thing or to about mending a broken heart. She shares a story about a big, crowded yoga class she attended. The intention was to heal the physical and non-physical aspects of the person — whether a sprain, a wound or even sorrow, anxiety and loneliness.
“At this point, I sneaked a peek. I opened my eyes and slowly panned the room. I would say that 97% of the people on the room had placed both their hands over the left side of their chest.” – Dushka Zapata
She left a powerful message to readers, reminding everyone to tread very carefully in this world because, in reality, almost everyone is desperately trying to mend a broken heart.
Grief is Worse When You’re Young
Dushka shares another question lifted from Quora about a young 16-year old who wanted to marry her girlfriend. She crafted a very creative and wholehearted response: she affirmed what the young lad was feeling and then informed him that this feeling is temporary.
“Feelings — real and deep — change. Feelings change and the fact that they do is what breaks me. The fact that it changes, saves me and it will save you too.” – Dushka Zapata
She concludes that the younger you are, the more confusing things are because you don’t know you can survive them.
Discipline Matters More Than Being Inspired
Dushka shares to Christopher about some days in her career, where she counts on being disciplined, rather than inspired., which she believes is the secret to anything.
“I don’t think there is such a thing as motivation. I think that you just do it because, you said you are gonna do it every day.” – Dushka Zapata
More on this Oddcast, Christopher, and Dushka discuss the importance of being an amateur. She also conversed about her new book, You Belong Everywhere and Other Things You’ll Have to See for Yourself.
To hear more about Legendary Writer Dushka Zapata, download and listen to the episode.
Dushka Zapata is one of the most prolific and popular writers working today.
On question and answer site Quora her work has been viewed over 140 million times.
She’s the author of eight best-selling books.
Dushka has over 20 years experience as a senior communications executive in Silicon Valley.
When she’s not writing, she serves as a communications executive at tech juggernaut Zendesk.
Fellow entrepreneur and podcaster Mike Flynn joins us today for another great episode. He is a best-selling author and host of the podcast, The Impact Entrepreneur. Today, he talks about his heart-felt book “Master The Key,” the inspiration behind it and his opinions on personal development, commitment and service and many more.
Facts About Employee Disengagement
Mike shares some important figures for employee disengagement at work. He says that “85% of the employees globally are disengaged at work.” Further, 40% of these American employees said they have a side gig that is related to their passion.
“If someone is following their passion and they really dont know what they are passionate about, and they don’t know what they are willing to suffer for, and they still haven’t left their job that they are disengaged at, when that business fails and they fall back from that place where they were disengaged, what’s gonna happen, Christopher?” – Mike Flynn
Personal Development in the Workplace
Christopher cited some of his observations about employee disengagement at work. He cites the visible impacts of this, such as the escalating depression rates and obesity problems.
Further, Christopher shared some important points from Episode 071: How to design a company that people are lining up to work for. He discussed the importance of the personal development of every employee. For him, happy individuals in the workplace result in positive company culture.
“Every company needs to be personal development company because every organization is made up of a bunch of individuals who are grappling with 4 fundamental questions: who am I, how do I show up in the world, what would I do when I get there, who do I do it with?” – Mike Flynn
The Podcast and the Book
Mike also talks about his podcast, “The Impact Entrepreneur.” He shares that he has not earned any money from the podcast for three years. He started monetizing his talents through his book and through public appearances as a speaker. He shares that all his efforts are done out of love.
“I was at a point in life when I needed to reach out to people and learn how they managed the various impact moments: the victories, the failures, the brokenness of their life — and how they turned that into something that served the good.” – Mike Flynn
Additionally, he shares the inspiration behind his fictional book, “Master The Key: A Story to Free Your Potential, Find Meaning and Live Life on Purpose.”
To hear more about the impact entrepreneur himself, Mike Flynn, download and listen to the episode.
WIRED calls Jerry Colonna the CEO Whisperer. He believes better human beings make better leaders. Today, he joins Lochhead in a fun and deep adult conversation about his new book, Reboot, and about growing up, what it takes to become a warrior leader and a lot more.
Writing a Book He Would Read
Jerry shares that Reboot is the only book he could write. Anything else would have been complete and utter bullshit. After all, he has had too many scars to bullshit his way through life.
He didn’t even know what he wanted to write when he received his agent’s offer. But soon he realized that they wanted him to be himself and show up. And the experience, coupled with his readers’ reactions, could easily reduce him to tears.
“I wrote the book that I needed to read 20 years ago.” – Jerry Colonna
Words Coming from Life
Towards the beginning of his book, Jerry ran by some of the many hardships people could go through. A co-founder quitting, investors pulling funding, spouses giving up, and many more. Every one of these instances is not some theoretical experience and can happen to anyone.
Such are the moments to stare deeply into our own experience and ask ourselves some important questions. What are we made out of, what have we chosen? But more broadly, in what ways have we been complicit in creating conditions we don’t want?
“It’s much easier to look at the world and say, ‘Why are you doing this to me? Why is this happening to me?’ But that’s uninteresting.” – Jerry Colonna
Complicit Versus Responsible
In writing his book, Jerry used the word “complicit” purposefully. He says that it differs from “responsible”, in that being complicit is like “going along with” and also unconscious. And like Joseph Campbell and Carl Jung said, until we make the unconscious conscious, it will direct our lives and we will call it fate.
We can realize how we become complicit in creating such conditions by answering the question of how they have served us. After all, that which persists does so because it delivers something.
“We might maintain structures not in our best interest because they serve this sort of larger wish for love, safety and belonging.” – Jerry Colonna
To hear more about Reboot, warrior leaders with open hearts and more life-altering nuggets from Jerry, download and listen to the episode.
The founder and CEO of Reboot.IO, Inc. Colonna is a certified professional coach.
Colonna draws on his wide variety of experiences to help clients design a more conscious life and make needed changes to their career to improve their performance and satisfaction.
He established his coaching practice in 2007. Prior to this work, Colonna was a venture capitalist focused on investing in early-stage technology-related startups.
In 2002, Colonna became a partner with J.P. Morgan Partners (JPMP), the private-equity arm of J.P. Morgan Chase where he led the firm’s investments in companies such as ProfitLogic, Inc.
Colonna served as a director at ProfitLogic until its purchase by Oracle, Inc.
During his time at JPMP, his commitment to the non-profit sector increased significantly. In the fall of 2001, he worked with The Partnership for the City of New York to help launch the Financial Recovery Fund, a $10 million-plus program that made recoverable grants to small businesses impacted by the attacks on the World Trade Center.
He was named co-Executive Director of NYC2012 in January 2002, the organization designed to secure the City’s designation as the representation in the competition to host the 2012 Olympic Games.
In that year, he helped raise more than $6 million to further those efforts.
He joined JPMP from Flatiron Partners.
With his partner, Fred Wilson, Colonna launched Flatiron in August 1996. Flatiron became one of the most successful, early-stage investment programs.
During his tenure with Flatiron, Colonna was responsible for the firm’s investments in companies such as Geocities Inc. and Gamesville Inc. Colonna joined his first venture firm, CMG@Ventures L.P. in February 1995 as a founding partner.
CMG@Ventures was the first “Internet-specific” venture firm.
Prior to joining @Ventures, Colonna worked for ten years for CMP Media, Inc.
From 1985 to 1993, he served in a variety of roles at InformationWeek, including a three-year stint as its Editor.
Colonna also serves as Chair of the Board of Trustees at Naropa University. Naropa University comprises a four-year undergraduate college and graduate programs in the arts, education, environmental leadership, psychology and religious studies.
It is the only accredited Buddhist-inspired university in North America.
He also serves as Chair of the Board of Trustees at the Tibetan Village Project, a not-for-profit, non-political organization dedicated to creating sustainable livelihoods for Tibetans through social entrepreneurship and educational opportunities.
He is also a director at the Good Work Institute, whose mission is to educate and connect a network of local community members and actively support their collaborative efforts to regenerate their places.
The recipient of numerous awards and a compelling speaker on topics ranging from leadership to starting businesses, Colonna has been named to Forbes ASAP’s list of the best VCs and Worth’s list of the 25 most generous young Americans.
A graduate of Queens College, Colonna lives in Boulder, Colo.
We hope you enjoyed Jerry Colonna on this episode of Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes!