This Week in Startups
This Week in Startups

E1149: Brad Feld on building startup communities, reconciling anxiety as an early-stage investor & remembering Tony Hsieh

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Featured Speakers

Jason Calacanis HostBrad Feld Guest

Topics Discussed

Episode Summary

Executive Summary: In this episode, Jason Calacanis interviews Brad Feld, a venture capitalist and author, about his new book 'The Startup Community Way.' They discuss Brad's OCD diagnosis, mental health in entrepreneurship, the importance of non-attachment, and the legacy of Tony Hsieh. The conversation also covers the acceleration of trends due to the pandemic, the concept of topophilia, and the need to challenge societal norms.

Main Topics: Mental Health and Entrepreneurship (Priority: 5/5): Brad Feld shares his personal journey with OCD and depression, emphasizing the stigma around mental health in the startup world and the importance of seeking help. Non-Attachment and Success (Priority: 4/5): Brad discusses the Buddhist concept of non-attachment as a way to deal with the highs and lows of venture capital, focusing on being present rather than attached to outcomes. Tony Hsieh's Legacy (Priority: 5/5): Both hosts reflect on the life and impact of Tony Hsieh, highlighting his unique approach to building community in Las Vegas and his philosophy of delivering happiness. Building Startup Communities (Priority: 4/5): Brad explains the principles from his book, emphasizing that startup communities thrive on interactions, not just components, and that entrepreneurs should choose where to live based on personal preference. Pandemic Acceleration and Societal Change (Priority: 4/5): The conversation covers how the pandemic has accelerated trends in technology, mental health, and racial equity, and the need to challenge outdated societal norms. Introversion and Energy Management (Priority: 3/5): Brad describes his introverted nature and how he manages his energy, preferring solitude or small groups to recharge, and the importance of understanding one's own needs. Topophilia and Place Attachment (Priority: 3/5): Brad introduces the concept of topophilia (love of place) and explains his deep connection to Colorado and Alaska, advocating for building a life around where you want to live.

Key Arguments: Mental health stigma in entrepreneurship is pernicious and needs to be eliminated; openness can help others. Non-attachment to outcomes allows for better handling of success and failure in venture capital. Startup communities are built through interactions, not just components; initial conditions matter but cannot force outcomes. The pandemic has accelerated existing trends, including the collapse of certain businesses and the rise of remote work. Societal norms should be challenged, as seen in debates over UBI and challenge trials for vaccines. Entrepreneurs should choose where to live based on personal preference, not external pressure to be in Silicon Valley.

Data Points: Brad's age: 55 - Brad mentions turning 55 recently, reflecting on life's finiteness. Number of appearances on the podcast: 3 - Brad is on the podcast for the third time, with previous episodes in 2010 and 2013. Distance of ultra-marathon: 50 miles - Brad ran a 50-mile race in 2012, which contributed to a depressive episode. Value creation in top tech companies: Greater than entire small business sector - Jason mentions that value creation in top tech companies during the pandemic exceeds the entire small business sector in the US. Time to get SOC 2 compliance with Vanta: 2-4 weeks - Vanta customers get SOC 2 compliance in 2-4 weeks compared to 3-5 months without.

Pivotal Quotes: "I think I'm just fine. Fucking done striving." — Brad Feld: Brad expresses his decision to stop striving for more, reflecting a shift in mindset towards non-attachment. "You really want to enjoy every sandwich." — Warren Zevon (quoted by Jason Calacanis): Jason shares this quote from Warren Zevon on David Letterman, emphasizing the importance of appreciating life's simple moments. "The real trick is this non-attachment. It's not whatever is going to happen is going to happen, but you accept that it's going to happen." — Brad Feld: Brad explains the concept of non-attachment as a way to deal with the uncertainties of venture capital.

Implications: Listeners are encouraged to prioritize mental health, challenge societal norms, and build communities based on genuine interactions. The pandemic has accelerated remote work and the decentralization of startup hubs, making it possible to build a company anywhere. Embracing non-attachment can lead to a more balanced and fulfilling life.

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About This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

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