Best of Bootstrapping: Lessons from Startup Mentoring Since 2008

These days, everyone seems to be a startup mentor. Whether they have ever done a startup or not, whether they have ever raised money or not, they are ready to advise entrepreneurs. I want to share with you some things we have learned in running the 1Mby1M program since 2008. Over 680 free mentoring roundtables. Over 300,000 entrepreneurs have participated.

We started experimenting with the roundtable format of online mentoring way back in the fall of 2008. At the time, 1Mby1M did not exist, not even in our heads. It wasn’t until my January 2010 New Year’s Resolution that the concept was born.

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Featured Videos

1Mby1M AI Investor Forum: Piyush Kharbanda, General Partner at Vertex Ventures (Part 1)

Piyush Kharbanda, General Partner at Vertex Ventures, discusses his firm’s AI investment thesis.

Colors: September

I’m publishing this series on LinkedIn called Colors to explore a topic that I care deeply about: the Renaissance Mind. I am just as passionate about entrepreneurship, technology, and business, as I am about art and culture. In this series, I will typically publish a piece of art – one of my paintings – and I request you to spend a minute or two deeply meditating on it. I urge you to watch your feelings, thoughts, reactions to the piece, and write what comes to you, what thoughts it triggers, in the dialog area. Let us see what stimulation this interaction yields. For today – September

September | Sramana Mitra, 2019 | Watercolor, Ink | 16  x 20, On Paper

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Colors: August

I’m publishing this series on LinkedIn called Colors to explore a topic that I care deeply about: the Renaissance Mind. I am just as passionate about entrepreneurship, technology, and business, as I am about art and culture. In this series, I will typically publish a piece of art – one of my paintings – and I request you to spend a minute or two deeply meditating on it. I urge you to watch your feelings, thoughts, reactions to the piece, and write what comes to you, what thoughts it triggers, in the dialog area. Let us see what stimulation this interaction yields. For today – August

August | Sramana Mitra, 2019 | Watercolor, Ink | 16  x 20, On Paper

Best of Bootstrapping: Bootstrapping an Enterprise Software Business for 30 Years

Dean Guida, CEO and Founder at Infragistics, has a real passion for the elegance, simplicity, and beauty of software development. He has built a company celebrating these values and shared his story with me in 2021.

Sramana Mitra: We will start at the beginning of your journey. Where are you from? Where were you born and raised?

Dean Guida: When I was six years old, my mom and dad got divorced. I moved to Miami, Florida. I saw how much my mom struggled to make money for us. When I was eight years old, I just wanted to work. I convinced the maintenance man in the apartment that I was living in to let me do his work. He would pay me off the books.

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684th 1Mby1M Roundtable for Entrepreneurs Starting in 30 Minutes

Today’s 684th FREE online 1Mby1M Roundtable for Entrepreneurs is starting in 30 minutes, on Thursday, May 8, at 8 a.m. PDT / 11 a.m. EDT / 5 p.m. CEST / 8:30 p.m. India IST. CLICK HERE to join. PASSWORD: startup  All are welcome!

Best of Bootstrapping: Pre-Seed Fundraising is a Low Probability Game

For our Seed Capital series of podcasts, I’ve interviewed hundreds of investors, especially micro-VCs and angels who play an important role in the early-stage game. The toughest round of funding an entrepreneur will seek to raise is Pre-seed. How do you increase your odds?

Pre-seed has the lowest probability of success. Over 99% of the entrepreneurs who seek financing are rejected. Read more about the Probability of Pre-Seed Funding.

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1Mby1M AI Investor Forum: Mark Phillips, Founder and Managing Partner at 11 Tribes Ventures (Part 7)

Sramana Mitra: I’m sure you are seeing that category of entrepreneurs in the geographies that you’re catering to. That is a true statement. They’re benefiting from the fact that the ultralight startup trend is really taking off right now because of AI.