1Mby1M Virtual Accelerator Investor Forum: With Sergey Jakimov, Co-Founder and Partner at LongeVC (Part 2)

Sramana Mitra: I want to double-click down on a bunch of areas that are broadly relevant to digital health. What you said about applying AI to drug discovery is of interest. Any kind of quantified health measures is also of interest.

The intersection of computer science and biology is where our audience would find the most useful insight. What is the state of the union and where are you playing? What are some of the case studies in your portfolio?

1Mby1M Virtual Accelerator Investor Forum: With Sergey Jakimov, Co-Founder and Partner at LongeVC (Part 1)

Sergey Jakimov is Co-founder and Partner at LongeVC, a firm focused on the Longevity space. We discuss trends and opportunities in this sector full of whitespaces waiting for the entrepreneur’s magic touch.

Sramana Mitra: Give us a little bit of an introduction about your background as well as about LongeVC.

Best of Bootstrapping: Illuminate Ventures’ Cindy Padnos Discusses Seed Rounds

If you have been bootstrapping and think you are ready for investors, you need to learn how investors think. First, please study our free Bootstrapping course and the Investor Introductions page. Then, start looking for entrepreneur – investor fit. Today, I introduce you to Cindy Padnos, Illuminate Ventures.

Cindy Padnos, Founder and Managing Partner at Illuminate Ventures, discusses a topic that we’ve been highlighting recently: the need for multiple seed rounds as a way to bridge the Series A gap. You can listen to a podcast of our conversation here or watch the roundtable video below:

Sramana Mitra: Tell us about Illuminate Ventures. What is the focus of the firm? How big is the fund? What sized investments do you make?

Cindy Padnos: We’re on our third fund. It’s a $30 million fund. Our focus is exclusively in the enterprise or B2B category. We invest in startups that are SaaS business applications, cloud computing, mobile software targeted towards the enterprise.

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Best of Bootstrapping: Bootstrapping to Exit with David Lambert, Right Side Capital

If you have been bootstrapping and think you are ready for investors, you need to learn how investors think. First, please study our free Bootstrapping course and the Investor Introductions page. Then, start looking for entrepreneur – investor fit. Here is my conversation from 2019 with David Lambert of Right Side Capital Management.

David Lambert is Managing Director at Right Side Capital Management, a firm that invests small chunks of capital in capital efficient ventures. The firm is very much in line with the Bootstrapping to Exit philosophy we’ve been discussing. You can listen to a podcast of our conversation here or watch the roundtable video below:

Sramana Mitra: Tell us about yourself. Tell us about Right Side. Let’s get acquainted.

David Lambert: I have predominantly been a career entrepreneur before starting Right Side Capital. I came out to the San Francisco Bay Area to go to Stanford in the late 80’s. A month after I graduated, I started my first company.

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1Mby1M Virtual Accelerator Investor Forum: With Kyle Asman, Managing Director at Backswing Ventures (Part 3)

Sramana Mitra: Talk about the case studies of the two companies that you sold.

Kyle Asman: One of them was in real estate technology. It was a highly-profitable company with high revenue. They were pretty quick to exit. They needed some investment to grow some things and get to the next level. The other one was a secondary sale. That went from little in revenue and grew it well into the eight figures.

1Mby1M Virtual Accelerator Investor Forum: With Kyle Asman, Managing Director at Backswing Ventures (Part 2)

Sramana Mitra: That’s after they have come to you and decided that they want to work with you. These are two different, slightly off-center entities – a company that is already doing a million dollars in revenue that is profitability focused and is interested in a relatively early exit. Those are the characteristics of the business.

On the other hand, you have a venture fund that is looking for those kinds of businesses. What is the source of your deal flow?

1Mby1M Virtual Accelerator Investor Forum: With Kyle Asman, Managing Director at Backswing Ventures (Part 1)

Kyle Asman is Managing Director at Backswing Ventures, a firm that has a non-Unicorn investment thesis.

Sramana Mitra: Let’s get acquainted. Tell us about your background and also about Backswing Ventures.

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.