Best of Bootstrapping: Bootstrapping Fun.com

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page.

Tom Fallenstein, CEO of Fun.com, has built a kick-a$$ e-commerce company out of rural Minnesota. Here is our conversation from 2015.

Sramana Mitra: Let’s start with your personal journey. Where are you from? Where were you born and raised, in what kind of environment?

Tom Fallenstein: I was born in Minnesota in a small town about an hour and a half south of Minneapolis. I’ve lived here all my life. I grew up just outside of the city. I went to school in Mankato for Computer Science and Graphic Design. Our mom was a seamstress. We loved Halloween. We always had the best costumes when we were little. When we got older, all of our friends wanted to borrow those costumes, so my sister decided to rent them out. That’s how the business started.Sramana Mitra: What year are we talking when you were starting this business with your sister?

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Best of Bootstrapping: Bootstrapped Cleverbridge from Germany

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page.

We’re always impressed by entrepreneurs who manage to build sizeable companies without outside capital. Read how Founder Christian Blume maneuvered Cleverbridge to $40 million in revenue and did not want to deal with venture capital and private equity when we spoke in 2015. Cleverbridge was acquired by private equity firm EMH Partners in 2021. You can listen to our podcast interview here.

Sramana Mitra: Let’s start at the beginning of your story. Where are you from? Where were you born and raised? What kind of background?

Christian Blume: I was born in Cologne, Germany. I moved over to the US when I was seven years old. I stayed for two years in Detroit. Then, I moved back to Germany again for a couple of years. When I was 15, I moved to London and did my International Baccalaureate over there. Then I moved back to Germany again and did my apprenticeship as a car mechanic. I then went to study Economics and went to an asset management company based out of Frankfurt, which was addressing high net worth individuals who needed investment opportunities. I was part of an advisory team there before I was tasked by my General Manager to move to the Internet in 1998. That was when everything got really important. Everybody tried to attach a .com to the ending of their company name and that made them an Internet company. I was asked to actually start a subsidiary focused on individuals who were looking at running their portfolio online and administrating it. This was when I actually got in touch with e-commerce with a company called Element Five, which was acquired in 2004 by Digital River out of the US. That gave us the opportunity to start Cleverbridge at that time.

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Best of Bootstrapping: Bootstrapped Hotelplanner.com to $20M with Intelligent Financial Engineering

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page.

Tim Hentschel, CEO of Hotelplanner.com, built an excellent company with quite unorthodox financial engineering decisions that have played out very well for him. Read on to learn about some out-of-the-box thinking.

Sramana Mitra: Where are you from? Where were your born, raised, and in what kind of background?

Tim Hentschel: I was from the West Coast originally, from as far as Hawaii where my family owns some hotels and also a large tour operation company. I left Hawaii when I was 13 to move to Carmel, California where I went to high school. Then, I moved east to New York where I attended Cornell University for hospitality management.

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Best of Bootstrapping: Serial Entrepreneur Bootstrapped Two Startups to Enormous Revenue

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page.

Oversee.net Founder and Manage.com Co-founder Fred Hsu bootstrapped two companies with huge amounts of revenue. The first, he sold to a private equity firm. The second was acquired by Criteo in 2018. We spoke in 2015, amazing story!

Sramana Mitra: Let’s get started at the beginning of your personal story. Where were your born, raised, and in what kind of environment?

Fred Hsu: I was born in Ohio. My parents were Chinese immigrants who came to the States for graduate school. They had moved to Taiwan during the communist takeover. I have an older sister. She was born in Virginia. I also have a younger brother who was born in Connecticut. We moved around a lot as kids. My dad was a defense contractor moving from one air force base to another. My mom was an accountant by trade. She fell into the insurance industry and eventually, programming.

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Best of Bootstrapping: Bootstrapped an Evergreen Business from Oregon

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page.

There is a trend among entrepreneurs wanting to keep running companies without seeking an exit. Kristin Quinlan, CEO of Certified Languages International (CLI), told us about one such evergreen company in 2015.

Sramana Mitra: Let’s start at the very beginning of your story. Where are you from? Where you born, raised, and in what kind of background?

Kristin Quinlan: I was born and raised in Portland, Oregon. I went to school at the University of Oregon. My children are also there. One is graduating from there now and my daughter is currently enrolled. They are fourth-generation University of Oregon attendees. I spent a year of my education in Amherst, Massachusetts. Other than that, it’s all been here.

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Best of Bootstrapping: Bootstrapped a Highly Profitable Company in Social Media Marketing

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page.

When we spoke in 2015, Founder Jamie Tedford had bootstrapped Brand Networks to a highly profitable, large business, leveraging the disruption in brand marketing caused by social media. Excellent execution!

Sramana Mitra: Let’s start at the very beginning of your story. Where are you from? Where were you born, raised, and in what kind of background?

Jamie Tedford: I was born in a town north of Boston, Massachusetts. It’s a very typical middle-class story and family. I’m third-generation Jamie Tedford. My grandfather started a family business. He was actually an MIT alumnus. He came out of MIT during the Great Depression. He went to work for a paper company and decided to start a lumber mill. He is the first of the family that I can track back who’s an entrepreneur. The business eventually turned into a commercial lumber yard. The family stayed pretty close to home. My dad went to work for him.

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Best of Bootstrapping: Bootstrapped Using a Paycheck to Techstars and Acquisition

If you haven’t already, please study our Bootstrapping Course and Investor Introductions page. 

In previous stories, we showed you how entrepreneurs bootstrapped with a paycheck and then got into Y Combinator with a validated business. With Blueprint Registry, we show you the same strategy in this conversation from 2017 as executed by Co-founder Nevin Shetty to get into Techstars. Blueprint Registry was acquired by David’s Bridal Inc. in 2018.

Sramana Mitra: Let’s start at the very beginning of your journey. Where are you from? Where were you born, raised, and in what kind of background?

Nevin Shetty: I was born in Alabama but the first memory I have is of Saudi Arabia. I spent five years in Saudi Arabia. My dad is an aeronautical engineer. I grew up in an American compound in Riyadh and had an amazing childhood. Growing up, I remember my mom teaching English to some of the Saudi princes. I’d go over there and play with them. Then my dad moved and got a job at Boeing, so I moved to Seattle. Then I went to college at University of Washington at Seattle.

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Bootstrapping Using Services to $35M from Ireland, Then Raising $70M: Teamwork CEO Peter Coppinger (Part 6)

Sramana Mitra: How do you compare with companies like Replicon?

Peter Coppinger: I don’t know Replicon. I have to check them out.

Sramana Mitra: I haven’t talked to them in a long time, but their pitch is similar to yours. I haven’t tracked them.