Surviving Covid with a Bootstrapped Venture: Kristi Herold, CEO of JAM (Part 2)

Kristi Herold: I called everyone in my address book. I would also say, “If you know anyone that you think might be interested, will you send me their contact info?” I had friends faxing me their address books and then I would go through their address books and call everyone and tell them my idea. I kept doing that until I had about 800 names on my list.

I wanted to send out a paper newsletter. I couldn’t afford enough stamps for 800 newsletters. I could only afford 400. Luckily, my then boyfriend who was a pro-cyclist became my business partner and he ended up delivering 400 of those newsletters.

Surviving Covid with a Bootstrapped Venture: Kristi Herold, CEO of JAM (Part 1)

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

Kristi built a thriving bootstrapped business over twenty years until Covid hit. Read how she is surviving Covid.

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

From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 6)

Shane Neman: We had a real problem in finding affordable tech talent. I was in New York at this time. I bootstrapped it, so I was being very careful with how I was spending the money. In many ways that was an element of the success. It was my own money.

What happened was, we couldn’t find senior-level developers or DevOps people that we wanted. We started with trying to outsource to other countries. My senior developer at that time was from Ukraine. She was saying that she had two friends from college that were in Ukraine as well.

From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 5)

Sramana Mitra: In 2007, JoonBug was sold, and you were fully into EZ Texting. Most of the proceeds from the sale have gone into EZ Texting, what happens next?

Shane Neman: I realized that I needed to quickly start scaling the business. I started hiring developers and salespeople. I went at it as a product-first company. I made sure that the product was so easy to use that any business owner could use it.

From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 4)

Shane Neman: Back then, Shortcodes had just come out. Are you familiar with what Shortcode is?

Sramana Mitra: No. 

Shane Neman: It’s like those five or six-digit phone numbers that you text into to get a coupon. It’s a special five or six-digit phone number, and at that time they had just come out in the United States.

From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 3)

Sramana Mitra: You started as a solo entrepreneur, and it scaled. How long did you do it as a solo entrepreneur?

Shane Neman: The first year was solo, but then my girlfriend became my partner in it. She had a lot of experience in events in particular and that is how we came to doing our own events. She would do the events portion and I would do the digital online portion. I started it and once it started building, she came in a little bit later.

From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 2)

Sramana Mitra: What did you do after that?

Shane Neman: I have to remember because it was a long time ago. 

Sramana Mitra: I remember it very well. I don’t know if you know my background. I am a computer scientist from MIT. The period that you are describing – the 1994 to 2000 period – I founded and ran three startups as a founder and CEO. I remember in absolute gory detail exactly what happened on a daily basis at that time.

From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 1)

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

Shane started as a solo entrepreneur and built two companies, bootstrapped both, and found successful exits for each.

Read on for more on his journey.

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