1Mby1M Virtual Accelerator Investor Forum: With Cindy Padnos of Illuminate Ventures (Part 3)

Sramana Mitra: I have a specific question that relates to our community. We have a global base of entrepreneurs. Very often, entrepreneurs have their development teams elsewhere, whether it’s India, Eastern Europe, or other parts of Europe, but they’re aware of the fact that if they’re going for enterprise customers, North American customers are the primary customer base they want to go to.

How do you look at those companies? How do you define North American companies? Do these kinds of companies fall within your scope or are they outside?

Cindy Padnos: They’re well within our scope. Most of our companies have a portion of their development resources offshore.

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1Mby1M Virtual Accelerator Investor Forum: With Cindy Padnos of Illuminate Ventures (Part 2)

Sramana Mitra: Let’s flip that question around. Now that you have been in this business for a while and you have an investment thesis, what are you looking for? Can you pinpoint where do you want to invest in? What kind of industry trends and segments of the B2B space are of particular interest to you?

Cindy Padnos: We tend to invest in companies that are leveraging all of the data that is being collected today. They take these vast amounts of data but the vast amount of data are collected in our SaaS business applications. They mind that data. They do incredible things with it.

Those are companies we’re typically looking for. They are leveraging machine learning and other AI-related techniques to build >>>

1Mby1M Virtual Accelerator Investor Forum: With Cindy Padnos of Illuminate Ventures (Part 1)

Responding to a popular request, we are now sharing transcripts of our investor podcast interviews in this new series. The following interview with Cindy Padnos, Illuminate Ventures was recorded in September 2017. 

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.

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? >>>

1Mby1M Virtual Accelerator Investor Forum: With Charlie O’Donnell of Brooklyn Bridge Ventures (Part 5)

Sramana Mitra: Entrepreneurs start up somewhere and they get intoxicated with this funding thing. If they are hitting their stride and everybody is chasing them and offering them money, it goes to their head. They want to keep raising money. If you get to a situation like that, it’s perfectly okay to sell out for a small fund.

Charlie O’Donnell: I also think there’s a little bit of a difference in terms of what goes on in geographies. One of the things I noticed is that in the Valley, the goal is to be at the top of the heap of the startup world. It’s focused on a single industry – tech.

If you sell your company for $500 million, you’re clearly not at the top. It seems like everybody is focused on that climb. New York >>>

1Mby1M Virtual Accelerator Investor Forum: With Ashu Garg of Foundation Capital (Part 4)

Sramana Mitra: In some cases, the newsroom analogy is probably not the right analogy. Think about a toothbrush brand. That’s now news-oriented. If you think about how to do content marketing for those kinds of brands, it’s a very difficult problem.

Ashu Garg: In the newsroom analogy, I’m using the word very loosely. It’s the idea that you have to have a focused team thinking about content creation in the context of what users want. Take a toothpaste brand. Talking about your toothpaste, the color and the flavor is probably not that interesting for the audience.

Maybe stories about how the brand is engaging with changing the lives of poor people in third world countries would be interesting. I >>>

1Mby1M Virtual Accelerator Investor Forum: With Charlie O’Donnell of Brooklyn Bridge Ventures (Part 4)

Sramana Mitra: Your strategy is to not worry about the ones that are not really making it and will have to raise money with liquidation preference where you don’t have the negotiating leverage. Focus on the ones that will get to decent exit and you need three of those to make your fund economics work.

Charlie O’Donnell: Yes. I do 80% to 90% of my total investment upfront, which is a deviation from the way that most fund managers work on it. The way to think about my fund is, if you had a $100 million seed fund, what percentage of that fund goes into the seed round? If you’re following on three to one or four to one, you’re really talking about, at most, 20% of the fund and the rest of it was dollars when you double down on your winners. >>>

1Mby1M Virtual Accelerator Investor Forum: With Ashu Garg of Foundation Capital (Part 3)

Sramana Mitra: Media buying has been the most obvious areas which needed to be automated because of the trends that you described. Machine learning applies very well into that space. Can you talk about other areas in marketing technology, where, powered by machine learning, there is venture-scale opportunity?

Ashu Garg: I’m going to talk about very broad themes. The beauty of entrepreneurship is, startups always prove investors wrong. I’m sure that there are folks in this audience who will have ideas that we haven’t even thought of. With that caveat, I published a book called The Decade of The CMO last year. We talked about five major technology trends within marketing technology and five buckets of areas where I think mostly billion-dollar companies will emerge. >>>

1Mby1M Virtual Accelerator Investor Forum: With Charlie O’Donnell of Brooklyn Bridge Ventures (Part 3)

Sramana Mitra: How do you process the current investment climate where capital is moving further and further upstream? Some of the funds that I’m sure you were involved in your previous life are becoming gigantic funds. As a result, they have to move upstream and deploy larger chunks of capital right away. How does a seed investor mitigate the Series A gap?

Charlie O’Donnell: For every fund that you’ve seen move up, you have some set of funds that fills in that space. The capital environment is pretty efficient. We certainly have Series A funds that insist on deploying $8 million to $20 million. It’s very hard to get a seed-funded company from their initial check to a position where they can take on a $10 million investment. >>>