Best of Bootstrapping: Bootstrapped from Oklahoma to Exit

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

How often do you hear of a successful entrepreneurship story out of Oklahoma? Well, meet Robin Roberson, Co-founder of WeGoLook. This is our conversation from 2015. WeGoLook was acquired by Crawford & Company in 2017.

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

Robin Roberson: I was born in Oklahoma. I was raised, primarily, on a farm. There were about 12 kids in my class. I didn’t know much about the outside world other than what was there in town. I started my entrepreneurial journey in the second grade making yarn belts on the playground. I was able to talk a few of my friends into making them with me. We had quite the distributorship going with yarn belts until the Principal shut us down. When he asked us to stop making yarn belts, I started making Christmas tree ornaments to sell. He shut that down too.

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1Mby1M Virtual Accelerator Investor Forum: With Bhaskar Ghosh, Partner and CTO at 8VC (Part 4)

Sramana Mitra: There is a Series A gap. There are investors that are doing pre-Series A, but it’s a smaller pool. The Series A investors want to see a lot in place before they’re willing to write a check. How do you see this? This is not specific to your firm. I’m asking you generally as an industry observer. How do you see this resolving?

Some of the trends we are seeing is that some of the pre-seed and seed companies are exiting into companies that have raised a lot of money without trying to raise as much money themselves. They have to find some path either through exit, funding, or becoming profitable.

Catching Up On Readings: The Best Reading of 2022

This feature from The Wall Street Journal looks at some of the ten best books across the genres of fiction, non fiction, science fiction, politics, children’s books, and mystery. It also lists the books read or recommended by literary voices, thinkers, leaders, and tastemakers. For this week’s posts, click on the paragraph links.

Video FAQs

1Mby1M Virtual Accelerator Investor Forum: With Bhaskar Ghosh, Partner and CTO at 8VC (Part 3)

Sramana Mitra: Talk a little bit about this company that you invested in from the Freshworks ecosystem. Is it built on the Freshworks stack?

Bhaskar Ghosh: The founders are second-time founders. Their first company, Rocketlane, was acquired by Freshworks. I just want to call something out. We are huge fans of the entrepreneur ecosystem coming out of Freshworks and Zoho, which have revolutionized the B2B SaaS ecosystem of India.

1Mby1M Virtual Accelerator Investor Forum: With Bhaskar Ghosh, Partner and CTO at 8VC (Part 2)

Sramana Mitra: Let’s focus on the pre-seed and seed first. Are you investing in concepts? Are you looking for a certain amount of proof point? What is the sweet spot?

Bhaskar Ghosh: If you look at founders, products, and market, we focus heavily on the founder and on the market size. We are not looking for product-market fit. We are not even looking for a product. We tend to gel closely with highly technical entrepreneurs. There is bimodal DNA there. We do back first-time entrepreneurs coming out of schools. We have a very strong campus program at Yale, Caltech, MIT, Harvard, and Stanford. We tend to back founders out of these campuses fairly heavily.

Best of Bootstrapping: Bootstrapped a Freemium Business with a Paycheck

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

Aytekin Tank, Founder and CEO of JotForm, is a Turkish entrepreneur who bootstrapped his company with a paycheck. When we spoke in 2015, he was using a freemium business model, and a virtual team strategy to scale.

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

Aytekin Tank: I was born in Istanbul. I spent my childhood moving from city to city since my family worked for the government. Constantly having to adapt and make friends instilled in me an appreciation for different cultures and meeting new people. We have offices in San Francisco and in Turkey. We have remote workers in 20 countries.

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1Mby1M Virtual Accelerator Investor Forum: With Bhaskar Ghosh, Partner and CTO at 8VC (Part 1)

Bhaskar Ghosh, Partner and CTO at 8VC, discusses his firm’s investment thesis, and we have an interesting discussion about the definition of a “good” entrepreneur.

Best of Bootstrapping: Peruvian Entrepreneur Bootstrapped to $200M

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

We hear a lot from Indian and Chinese entrepreneurs. We hear some from Europeans. But thus far, not as much from Latin American entrepreneurs. WEI President Belisario Rosas is Peruvian, and is also interested in fostering further entrepreneurship in Latin America. This is our conversation from 2015.

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

Belisario Rosas: I was born in Lima, Peru.

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