Kyle (@kylenakatsuji) talks to Erik about his company, Clearcover, which plans to offer a new way to buy insurance. Kyle has extensive experience in the insurance industry as an employee, investor and founder, and describes the ins and outs of the insurance industry to us. He explains why insurance companies spend such a big percentage of their revenue on advertising and the antiquated way that most insurance is sold these days. That leads to a discussion of how insurance companies and the industry in general might be disrupted. He tells us what a new kind of insurance company might look like and which companies he’s long or short on.

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Selina Tobaccowala (@selinato) of Gixo and Holly Shelton (@hlshelton) of MoveWith join Erik for a discussion of the state of consumer fitness apps. The Gixo and MoveWith apps bring fitness to you. Selina and Holly break down the successes of a few other companies in the space and talk about what the business models look like for both online and offline fitness. Erik asks why it’s been so difficult to build a business in this space and they discuss the difficulty of behavior change and how to make fitness something you want to come back to again and again. Selina and Holly also talk about how VR/AR might affect fitness and why competition feels so good — even for non-competitive people.

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Erik talks to Sara Mauskopf (@sm) and Anne Halsall (@annekate) about Winnie, the “companion app for parents” which Erik calls the “most slept-on consumer social company today.” Sara and Anne tell us about Winnie’s unique combination of a community and a utility. They talk about how they bootstrapped the company to where it is today and their unique approach to company culture. They also discuss how they approach social media and play Long-Short, where Erik names a company and Sara and Anne say whether they’re long or short and why. They end with the advice Sara and Anne have for new founders.

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Erik talks to Tom McLeod (@tmcleod3) and Ryan Delk (@delk) of Omni about the future of access. Omni provides physical storage but is also a marketplace, allowing you to rent what you need on-demand or make extra money renting out the things you’re not using. Tom and Ryan recount their entrepreneurial journey so far and what their plans are for the company in the future. They talk about the changing patterns of consumption by millennials and how those may change consumer goods in the future. Tom explains his theory of the three types of entrepreneurs and why he says in the world of work and entrepreneurship, “everything is like selling t-shirts.”

Disclosure: Erik is an investor in Omni.

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Erik and his co-host for this episode, Abie Katz of August Capital, interview Josh Elman (@joshelman), partner at Greylock Partners. Josh recounts the twists and turns of his career and how they led to him becoming a venture capitalist. He talks about the unique approach he takes when working with founders and how that has impacted the outcome of his investments. He tells us why you so infrequently find truly visionary founders and how Greylock thinks about their seed stage Discovery Fund. Josh also explains the candid candid career advice he would give to his younger self.

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Erik interviews Ash Fontana (@ashfontana) of Zetta Venture Partners with his co-host for this episode, Abie Katz of August Capital. They talk about how Ash got his fund started and how and why he structured it the way he did. They discuss how to manage growth in a venture fund and the relative importance of being a recognizable brand in the space. They ask Ash what he looks for in a machine learning startup and Ash explains why sometimes it’s better to stay small. He also talks about how and why to be intellectually honest about your investing decisions.

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Erik and his co-host for this episode, Abie Katz of August Capital, interview Amitt Mahajan (@amittm) of Presence Capital. He talks about the future of both VR and AR, what kinds of companies he’s been investing in and the many novel applications of VR in the enterprise setting. He tells us whether he thinks AR or VR will have a bigger impact on the world and tells us about some of the more interesting advances in the technology as well as what might be coming in the future. He also discusses the possible social implications of VR and AR.

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Erik (@eriktorenberg) sits down with Donnie Dinch (@donnie), Michael Galpert (@msg) and Greg Isenberg (@gregisenberg) to discuss the state of consumer social today. They talk about why people call them crazy to try to build something in this sector today and why it’s like “walking up a downward escalator.” They dissect the uneasy relationship between the big players and the smaller companies in the space and why you need to “build with one eye over your shoulder.” They also discuss the emerging trends in consumer social, particularly as they relate to young people.

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This episode is all about the state of biotech, with Dylan Morris of Charles River Ventures and Cain McClary of KdT Ventures. They discuss the difference in incentives when investing in biotech compared to more traditional venture capital investments and why the timelines for investments in biotech are so different compared to when most venture capitalists expect a return. They explain their respective investing theses and talk about what kinds of opportunities there are for startups in the space. Plus, they speculate on what the future might hold based on what’s happening in biotech today.

Erik talks with Malay Gandhi and Christine Lemke about the state of innovation in healthcare today, why it’s so difficult to build a company in the space, the blind spots that entrepreneurs and investors from outside the sector have, how to truly change behavior and what opportunities in healthcare Malay and Christine see.

Malay Gandhi is an active angel investor in early stage, health-focused startups and advises a number of leading health tech companies. He serves as an EIR at Greylock Partners and is partner with Christine at Ensemble Labs.

Christine Lemke is co-founder and President at Evidation Health, a company that helps individuals and healthcare companies understand and influence the behaviors that create better health outcomes using data. She is also partner with Malay at Ensemble Labs.