The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

Mathilde Collin, Co-founder and CEO of Front, is reshaping email collaboration with innovative workflows. She emphasizes that discipline outweighs vision, sharing how it underpins a successful startup. The conversation dives into essential communication strategies for investor updates, highlighting common pitfalls founders encounter. Mathilde also discusses the importance of nurturing investor relationships long before fundraising. Lastly, she stresses the need for a supportive network and a positive company culture as vital components for growth in the competitive SaaS landscape.

Jeff Housenbold, Managing Partner at Softbank Vision Fund, shares insights from his vast experience, having previously led Shutterfly. He delves into portfolio construction strategies, emphasizing how Softbank balances investments across different stages. The discussion reveals the importance of a long-term, data-driven approach to support founders. Jeff also highlights the potential in fragmented markets, outlining methods to capitalize on startups with small market shares. His focus on collaborative partnerships underlines a mentorship approach in nurturing entrepreneurial success.

Jon Dishotsky, the visionary Founder & CEO of Starcity, a proptech startup, shares his unique journey from handling major commercial real estate transactions to revolutionizing urban living. He discusses the importance of authenticity in building investor relationships and why valuation isn't the only critical factor. Jon also emphasizes mental health for founders, suggesting practices like therapy and gratitude journaling. He reflects on the evolving proptech landscape and offers advice for entrepreneurs navigating investor selections in the quest for funding.

Mamoon Hamid, a Partner at Kleiner Perkins and a venture capital veteran, dives into the strategies behind his firm's new $600 million fund. He discusses the importance of sector specialization and a bottom-up approach to portfolio construction. Price sensitivity in early-stage funding is also explored, revealing pivotal moments that shaped his investment beliefs. Additionally, Mamoon highlights the nuances of venture team dynamics, comparing them to basketball strategies, and offers insights on effective board membership and transformative innovations in healthcare.

Michele Romanow, Founder and CEO of Clearbanc, is revolutionizing startup funding by providing entrepreneurs with capital without requiring equity. She discusses why 40% of VC dollars flow to tech giants and argues against the current funding celebration culture. Michele advocates for innovative financing mechanisms tailored to repeatable revenue models, particularly for e-commerce. She emphasizes the importance of retaining control while navigating volatile customer acquisition costs and envisions a future where diverse entrepreneurs thrive.

Brendan Wallace, Co-founder and Managing Partner at Fifth Wall, dives into the evolving landscape of consumer retail and the necessity for brands to embrace physical spaces. He discusses how digitally native brands risk inflated costs if they stay online-only and how the era of the 1,000-store brand may be behind us. Brendan shares insight on retail’s current state and its intersection with technology, highlighting vital omni-channel strategies for success. He also addresses the complex dynamics of Amazon's influence on emerging brands.

Frederic Kerrest, the Founder and COO of Okta, shares insights from his journey in building a leading secure identity management platform. He discusses the importance of targeting small markets to achieve monopolistic advantages. Frederic reflects on the challenges Okta faced leading up to its IPO, particularly balancing vision with realism during tough times. He also highlights the significance of market evaluation and the dynamics of securing venture capital, drawing on lessons from his time at Salesforce and his relationship with a16z.

In this lively discussion, Sarah Smith, a Partner at Bain Capital Ventures with a rich background from Facebook and Quora, dives into the intricacies of venture capital. She shares her journey from teaching music to leading investments in companies like Lime. Sarah explores market dynamics in the competitive micromobility space and tackles pressing issues like engineer compensation and the lack of diversity in venture firms. Her insights on mentorship and empowering female partners create a thought-provoking conversation on the industry's future.

David Rogier, Founder and CEO of Masterclass, shares insights from his impressive journey in the education sector. He emphasizes that startup founders have one core job: managing risk while raising VC. David argues against sending pitch decks ahead of meetings, explaining how it can backfire. He also discusses crucial questions founders should ask VCs and the importance of selecting the right investors for long-term success. Through personal anecdotes, he illustrates how his grandmother's lessons shaped his vision for transformative education.

Jeremy Liew, a Partner at Lightspeed Venture Partners and the first investor in Snapchat, shares insights from his extensive career in venture capital. He emphasizes that being right is more crucial than being contrarian while navigating the competitive funding landscape. Liew discusses common pitfalls for hyper-growth companies, underscores the need for diverse acquisition strategies, and highlights the importance of personal strengths and established networks in sourcing exceptional investment opportunities.