In this episode of the 20 minutes VC, host Harry Stebbings interviews Michael Scott, founding partner at Underscore VC, discussing his transition from a software entrepreneur to a venture investor, his teaching experience at Harvard, and the inception of Startup Secrets. Michael shares insights from his listening tour with entrepreneurs, emphasizing that capital is a commodity, but entrepreneurs' time is invaluable. He highlights the importance of talent and community in building a company and underscores the need for alignment between entrepreneurs, VCs, and LPs. Michael explains Underscore VC's disruptive model, which involves sharing carried interest with their community of Core members who contribute to portfolio companies. The conversation also touches on the firm's approach to early-stage investing, portfolio construction, and long-term support for entrepreneurs, aiming to transform the traditional VC model into a more transparent and collaborative partnership.
Now Michael is a founding partner at Underscore VC. But prior to underscore, Michael started his first software business as a teenager. He then spent 21 years as an entrepreneur where he founded and recruited teams that attracted over a hundred million dollars in private equity for investments in multiple software companies.
This quote provides a background on Michael Scott's extensive experience as an entrepreneur and his transition to venture capital, illustrating his depth of knowledge in the field.
And I heard a few very basic things, the headline of which is that capital is clearly a commodity and entrepreneurs lives clearly aren't.
This quote highlights a fundamental insight from Michael's listening tour: while capital is essential, it is the entrepreneurs' unique commitment and time investment that are truly invaluable.
And it turns out there was one other very big theme that needed to be addressed, and that's alignment. There isn't good alignment, whether people like it or not, between the entrepreneur, their VC and the VC and their GPS, sorry. And their lps in many instances.
This quote emphasizes the issue of misalignment in traditional VC models and the need for better alignment between entrepreneurs and their financial backers.
We said, look, first of all, we're going to take a chunk of our carry and we're going to make it accessible to what we call our community, which is the cause.
This quote describes Underscore VC's approach to creating alignment by sharing the fund's carry with community members who actively contribute to the success of portfolio companies, thereby incentivizing their involvement and aligning interests.## Venture Capital Fund Structure and Incentivization
Then at each stage, each time we write a check, for example, at every series, there's a new opportunity for new core members to contribute and for the entrepreneur to choose who those are.
This quote explains the flexibility of the fund structure, which allows for new contributors to join and be chosen by the entrepreneur at each funding round, enabling the adaptation of the team as the company evolves.
That's a great question, Harry. It's so funny. We have ended up with a very select group of lps because a lot of lps just said, no way, not going to do that.
Michael Scott highlights the selectivity in LP recruitment, where traditional LPs were skeptical of the new model, leading to a group of LPs that were more innovative and aligned with the fund's approach.
So we not only selected them for their innovation, we also selected them from their causes.
Michael Scott explains that LPs were selected not only for their willingness to embrace an innovative model but also for their philanthropic and societal contributions, aligning financial objectives with broader impacts.
I don't think many of them think that way, because most of them obviously look at us as the professional portfolio managers and say, look, the reason we're giving you money is because we don't have time to do that.
Michael Scott notes that most LPs do not actively engage in portfolio strategy, instead relying on the expertise of the fund managers, but some LPs are chosen specifically for their ability to provide strategic value through co-investment or other means.
We want to be there when the entrepreneur is first thinking through those challenging problem sets and needs somebody who understands how to do this, who's done it before and is willing to take the risk with them.
Michael Scott emphasizes the fund's commitment to supporting entrepreneurs from the earliest stages, recognizing the need for experienced investors who are willing to take risks on big ideas that require substantial time and capital to develop.## Long-Term Investment Mindset
"What I love about Jeff's thinking is it's really a ten year game. So actually, how I think about it is even longer than that."
This quote underlines the idea that successful venture capital investment requires a long-term perspective, often spanning a decade or more.
"We think about the entire vector of building a business...you can at least create the vector and start to look at all the milestones it's going to take to fund them."
Michael's quote explains the concept of "vector funding," which is a holistic approach to funding that considers the full development process of a startup.
"You actually need to break it down. Another step into what I call a minimum viable segment, and you have to pick off your first segment that you can really dominate uniquely well, where customers have the same set of needs."
Michael discusses the importance of focusing on a specific market segment where the startup can excel, which is a strategic move to gain a strong market foothold.
"So if you think of a two by two, where at the bottom left is latent and aspirational needs... At the top right is blatant and critical."
Michael's quote describes his framework for categorizing market needs and assessing the potential for market creation based on these categories.
"Valuation is just a stunningly stupid concept. Who on earth can value a person?"
This quote highlights Michael's belief that early-stage valuation is not a precise science and should not be the primary focus in venture capital.
"What you've got to do is as an entrepreneur, form a partnership with your funding partner."
Michael emphasizes the importance of a strong partnership between entrepreneurs and venture capitalists, rather than a mere financial transaction.
"We intend to blow up the VC black box."
Michael's quote reflects his ambition to transform the traditional opaque venture capital process into a more open and collaborative system.
"Our core members, when they're investing with us, get to watch us and participate in a whole cloud based investing program."
This quote explains the innovative approach Michael's firm takes, involving investors in the process and providing transparency through cloud-based tools.## The Role of VCs and Entrepreneurs
"That's going to take a decade or so, but if I have my choice before I die, I will have at least tried to share that openly and hope that other VCs and entrepreneurs benefit from it."
This quote emphasizes Michael's long-term commitment to nurturing future venture capitalists and entrepreneurs, highlighting the importance of knowledge sharing within the industry.
"Right now I'm reading a fun book called Demon, which is all about the future and how, for example, VR and AR might merge into our world."
Michael explains his interest in books that challenge traditional thinking and offer a creative outlook on the future, particularly in technology.
"Everything's a learning process. So for me, one of the most important things here is that there are no answers and there is also no failure. There's only learning."
The quote highlights Michael's philosophy on the importance of continuous learning and reframing setbacks as educational experiences.
"But I think every day I have mentors. My peers are my mentors, my entrepreneurs are my mentors."
This quote conveys the idea that mentorship is not limited to formal relationships but can be found in daily interactions with peers and colleagues.
"Far the biggest challenge was to unlearn, because what I didn't want to do was bring any of the legacy of VC or even of my success to date."
Michael discusses the importance of starting fresh and not relying solely on past achievements when building a new venture.
"I'm a big believer, as you've heard, in listening rather than reading."
The quote reflects Michael's preference for active engagement and dialogue over passive consumption of written materials.
"I don't listen to many podcasts. Admittedly, funnily enough, I have very little time for them."
The quote reveals Michael's selective approach to podcast listening, prioritizing those that align with his goal of aiding entrepreneurs.
"This could be game changing. And eleven of them wrote personal checks alongside us which made it very easy for us to write our check and commit to the thing."
This quote explains the collective confidence in Mortech's potential, leading to a group investment decision.
"I do it because I've loved the industry since I was strangely 13."
Harry shares his long-standing passion for the venture capital industry, which drives his commitment to podcasting and sharing knowledge.
"Funds would be nothing without the operational support behind them."
The quote underscores the necessity of having a strong operational foundation, such as legal support, for venture funds to succeed.