Episode
1
Cyan Banister
.png)
Cyan Banister, former angel investor (Uber, Thumbtack) now Founders Fund Partner, shares with Jason her successes & brutal losses, her formula for choosing successful startups & founders, and her journey from angel investor to VC.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
2
Gil Penchina
Super angel Gil Penchina has invested in 200+ startups throughout his career (incl. LinkedIn, PayPal). He and Jason riff about founder tenacity, how to deal with failing companies, and getting past your own biases.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
4
Ed Roman
Angel & syndicate leader Ed Roman on optimizing for outsized outcomes, leaning on gut & market analysis, not learning the wrong lessons, avoiding fraudulent customers, & swinging for fences (only) in SV.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
5
Zach Coelius
Zach Coelius, founder-turned-angel & Syndicate leader with a $1b exit after only 2yrs investing, shares insights on advising, hustling, deal flow, & the thrill of first market validation.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
6
Ben Narasin
Ben Narasin shares his strategy behind 80+ portfolio co's (with 50% Series A conversions & 3 unicorns), proven thesis on successful startups & founders, & betting on the strength of conviction.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
7
Dave Samuel
Dave Samuel, Freestyle Capital, on the joy & risks of early-stage, qualities of ideal founder, team & product, portfolio favorites, & focused investing as a former entrepreneur.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
8
Pejman Nozad
Pear VC Founding Managing Partner Pejman Nozad shares lessons from selling rugs as an immigrant to seeding 100+ co’s & 6 unicorns, staying disciplined & much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
9
Brian Alvey
Ask an Angel! Jason Calacanis & Brian Alvey answer investor questions on picking startups, evaluating founders, due diligence, how syndicates work, deal terms & much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
10
Matt Brezina
Matt Brezina, investor in 65+ startups (Dropbox, Cruise) & founder (Xobni, Sincerely) shares strategies for backing relentlessly resourceful founder-builders & bringing operational value in return.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
1
Shaun Abrahamson & Stonly Baptiste
Urban.us partners Shaun Abrahamson & Stonly Baptiste seed & support startups to improve cities, solve climate/housing/transportation, & profit in the expanding urban megaregions & TAM.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
2
Ed Sim
Boldstart Founder Ed Sim on 20yrs seeding 50+ enterprise co’s, how his father’s fleeing N. Korea shaped his VC, NYC deep tech, & being 1st $ in to guide founder-product fit to product-market fit to self-sustainability.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
3
Jeff Clavier
Jeff Clavier, Uncork Capital, on pioneering micro VC, lessons from 200+ investments & 5 funds, strategizing at Seed for Series A crunch, risky ICOs, & the hard-won wisdom of always be raising.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
4
Satya Patel
Satya Patel, Homebrew, on 80+ investments, betting on founders with mission, solving problems over building biz, funding "phases" not stages, portfolio stars, & the critical importance of boards & organizational muscle memory.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
5
Arlan Hamilton
Arlan Hamilton, Backstage Capital on being a self-taught VC, creating a rocket ship to fund 64+ underrepresented founders in just 2yrs, launching upcoming studio & mastering the art of disciplined investing.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
6
Arjun Sethi
Arjun Sethi, Social Capital on bringing skills as a founder (MessageMe, Lolapps) & Yahoo head of growth to early-stage investing, being candid, taking methodical risks, & the critical importance of rapid-learning, resilient teams
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
7
Clara Brenner
Clara Brenner, Urban Innovation Fund shares insights from ~50 investments focused on solving our biggest challenges, importance of tenacity, momentum, culture to scale & positive communication with investors
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
8
Rob May
Rob May, investor 45+ co's & founder Talla & Backupify, shares dealbreakers, successful founder patterns, using scar tissue as entrepreneur to be a better angel, creating Talla ICO & future bots, blockchain, & crypto
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
9
Pete Flint
Pete Flint, NFX Managing Partner & Trulia Founder, shares insights from entrepreneurship to investing, criteria for $150m seed fund, supporting persistent founders, company-building & culture, targeting markets ripe for disruption, & power of data network effects
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
10
Ed Roman
Ask an Angel! Jason Calacanis & Ed Roman answer questions on startup runway concerns, syndicate hit rates, advising best practices, founder updates, due diligence, pro-rata rights, investment legal structures & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
1
Christine Tsai
500 Startups Co-founder & Managing Partner Christine Tsai shares lessons from her fund’s 10 unicorns & 2200+ startups across 74 countries, what it takes to be a successful founder, achieving a 26% women-led portfolio, greatest hits/misses, & strong leadership through adversity.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
2
Charles Hudson
Charles Hudson, Managing Partner of Precursor Ventures, shares strategies on the great rewards & risks of pre-seed, betting on founders with unique insight, analyzing market structure vs. size, importance of mobilization to increase SV diversity.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
3
Matt Ocko
Matt Ocko, Managing Partner of Data Collective, invests in deep tech with an algorithmic edge, shares decision-making in difficult markets, building a world-class team, the state of Seed in 2019, being brave & taking risks to create a utopian future.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
4
Mitch Kapor
Mitch Kapor, Partner at Kapor Capital, shares stellar return results of their portfolio’s first-ever Impact Report, investing with purpose to close gaps & back entrepreneurs with distance traveled & much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
5
Chris Redlitz
.png)
Chris Redlitz, General Partner of Transmedia Capital, shares success of The Last Mile program teaching tech to incarcerated populations, insights from investing/advising in 90+ startups, nurturing networks & much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
6
Ben Ling
Ben Ling of Bling Capital (prev. Khosla Ventures), shares strategies from 100+ investments & 9 unicorns, qualities of great founders & teams, assessing market opportunities, the art of startup valuations, and much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
7
Mamoon Hamid
Mamoon Hamid, Partner at Kleiner Perkins & expert early investor (Slack, Box, Intercom) on evolving from growth to venture, lessons from founding & leaving Social Capital, exceptional founder qualities, and much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
8
Ryan Hoover
Ryan Hoover, Founder of Weekend Fund & Product Hunt, shares lessons from building his early-stage fund, harnessing excitement for new markets, betting on founders with strong perspectives & much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
9
Dave Morin
Dave Morin of Slow Ventures shares insights from 250+ investments (Slack, Pinterest, Twitter), architecting Facebook & building Path, promoting mental health with Sunrise, and much more – Part 1
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
10
Dave Morin
In part 2, Dave shares insights on favorite business models & products, backing founders with a tangible sense of inevitability, the rise of two internets, democratization of passion, & much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
11
Samantha Wong
Partner at Blackbird Ventures (Canva, Culture Amp), shares insights on the growth of Australia’s startup ecosystem, valuations outside of SV & benefits for investors, focusing on deep tech & “science nonfiction,” and much more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
1
Sarah Cannon
Sarah Cannon of Index Ventures shares insights on investing in the future of work, underrated emerging startup markets, going from the Obama Administration to Venture Capital, increasing upward mobility in US + more
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
2
Dan Rose
Dan Rose, Chairman at Coatue Management is leading a $700M early-stage fund, shares insights on working with Bezos & Zuckerberg during pivotal years at Amazon & Facebook, 100+ angel investments, standout founder traits & more
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
3
George Zachary
George Zachary, General Partner at CRV shares insights on cancer scare shifting his focus to investing in health-tech, passing on Google at MDV, CRISPR & "designer babies", coronavirus threat & more!
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
4
Sarah Tavel
Sarah Tavel, Partner at Benchmark shares insights on getting recruited by Peter Fenton, disrupting VC gender norms from the inside, transitioning from operator to investor & more
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
5
Ajay Agarwal
Ajay Agarwal, Partner at Bain Capital shares insights on culture evolving from sales-driven to product-driven, why enterprise software is the ideal business, best investments & anti-portfolio
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
6
Nicole Quinn
Nicole Quinn, Partner at Lightspeed Ventures shares benefits of celebrity founders like Lady Gaga & Gwyneth Paltrow, insights on investing in consumer & power of "Force of Nature" product people
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
7
David Cowan
David Cowan, Partner at Bessemer Venture Partners shares insights on owning up to his anti-portfolio, understanding sunk cost, top traits for becoming a VC & best Founders & CEOs he's ever worked with.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
8
Sarah Guo
Sarah Guo, General Partner at Greylock Partners shares insights on Greylock's "Zero to One" investment thesis, sharpening her decision-making skills, & product as investment criteria & the changing landscape of VC
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
9
Jeff Richards
Jeff Richards of GGV Capital shares lessons for founders & investors from 2008 recession & Dot-com bust, criteria for taking on venture debt, valuing companies in a down market & more
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
10
Shawn Carolan
Shawn Carolan, Managing Partner at Menlo Ventures shares insights on his early investments in Uber, Roku, Siri & JUMP Bikes, adjusting his approach in response to hundreds of new venture funds with billions in dry powder & more!
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
1
David Tisch
David Tisch shares insights from 350+ early-stage investments in companies like Plaid & Roman, the importance of reputation, dealing with sharp-elbowed investors & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
2
Des Traynor
Intercom's Des Traynor on the importance of pricing, product-market fit metrics & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
3
Elad Gil
Elad Gil on his product-market driven thesis, entering the "go public sooner" decade.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
4
Howard Lindzon
_(cropped).jpeg)
Howard Lindzon on public vs. private investing, unbundling of index funds, Robinhood.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
5
Mark Cuban
Mark Cuban on the resurgence of retail investors, NBA entry into wagering & crypto
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
6
Reid Hoffman
Reid Hoffman on the Joby Aviation SPAC, lessons from early Airbnb & Facebook bets.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
7
Matt Mullenweg
Matt Mullenweg on pioneering remote work, investing in open-source, crypto & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
8
Garry Tan
Garry Tan on lessons from startup failures, Alexis Ohanian's departure & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
9
Paul Judge
Paul Judge on helping lead SoftBank's $100M Opportunity Fund, future of VC & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutubeEpisode
10
Joanne Wilson
Joanne Wilson on spotting a bubble, NYC's post-pandemic reset & more.
Listen / Watch Below:
Apple PodcastsSpotifyYoutube