Best of Bootstrapping: Bootstrapping OnBoard from the US Midwest

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

Co-founder and CEO Paroon Chadha has bootstrapped Passageways from Indiana, now doing business as OnBoard based in Milwaukee, Wisconsin, and he wants to help other regional entrepreneurs succeed. Along the way, he has pivoted from licensed software to cloud software, and made other strategic decisions that helped his company become more successful. Read our conversation from 2019 to learn more on his moves.

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

Paroon Chadha: I was born in Chandigarh, India. I was born to a family of entrepreneurs. Growing up, the choices basically boiled down to being an engineer and then perhaps being an entrepreneur. I went to Punjab Engineering College and found myself a little bit at odds with technical internships that I did and felt like sales was my true calling. It was mostly influenced by some of my mentors in life. My dad ran businesses. It led me to join a sales job out of engineering. My first job was at Wipro. I sourced hardware and software solutions for two years in India. That’s how it started.

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From Brazil to a US HRTech Success Story: Talentify: Othamar Filho (Part 2)

Sramana Mitra: How did Cielo find you?

Othamar Filho: Three years before, they had a scout go to Brazil and to many other Latin American countries to talk to RPO companies there. I had an RPO company in Brazil. That person was at Cielo. When I had the solution ready, I showed it to him. He presented that solution to the CEO.

Sramana Mitra: Before you raised money, what was the deal size that Cielo had put together with you to use your product?

Entrepreneur Couple Bootstrapping an EdTech Company to $10M: Boom Cards CEO Mary Oemig (Part 3)

Sramana Mitra: In the 2012 to 2018 period, you were moonlighting and being creative with your bootstrapping. Was it just you and Eric?

Mary Oemig: Yes. Starting in 2016, we paid for a developer in Vietnam. We trusted the provider. We felt comfortable with the pricing. They gave us an early discount.

Sramana Mitra: What kind of revenues at that point?

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Best of Bootstrapping: Bootstrapping The Intern Group to $13M

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

I’m very bullish about market opportunities that are large enough to build sizable businesses but not large enough such that VCs end up funding numerous competing companies. This case study – my interview with David Lloyd, Co-founder and CEO of The Intern Group – shows you how a niche player with a $150 million TAM is growing nicely without outside financing.

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?

David Lloyd: I’m from the UK. I was born in London. I spent the first 22 years of my life in London before spending approximately the last 10 years of my life between London and Latin America.

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574th Roundtable Recording with Bill Baumel, Ohio Innovation Fund

In case you missed it, you can listen to the recording of this roundtable here:

Thursday, May 12: 575th 1Mby1M Mentoring Roundtable for Entrepreneurs

Entrepreneurs are invited to the 575th FREE online 1Mby1M Mentoring Roundtable on Thursday, May 12, 2022, at 8 a.m. PDT/11 a.m. EDT/5 p.m. CEST/8:30 p.m. India IST.

If you are a serious entrepreneur, register to “pitch” and sell your business idea. You’ll receive straightforward feedback, advice on next steps, and answers to any of your questions. Others can register to “attend” to watch, learn, and interact through the online chat.

You can learn more here and REGISTER TO PITCH OR ATTEND HERE. Register and you will receive the recording by email, even if you are unable to attend. Please share with any entrepreneurs in your circle who may be interested. All are welcome!

From Brazil to a US HRTech Success Story: Talentify: Othamar Filho (Part 1)

Brazilian entrepreneur Othamar Filho identified an HRTech problem to solve while building a business in Brazil.

Read how he navigated his way to building a successful company in the US.

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

Entrepreneur Couple Bootstrapping an EdTech Company to $10M: Boom Cards CEO Mary Oemig (Part 2)

Mary Oemig: We did what I would recommend to every single entrepreneur – a lot of listening tours. We talked to our future customers. We talked to teachers. We learned that teachers were trying to hire developers around the world to turn what they knew into games. They were losing a lot of money doing it, because they didn’t know how to manage developers.

We realized in the end that what we should develop is a creation platform with a student play platform based on best-in-breed knowledge about what you need to know about student performance in order to inform good next decisions about what to teach next. We trust that teachers know what content needs to be taught.