Ben Choi

Monique Woodard, co-founder of Cake Ventures, is joined by Ben Choi of Next Legacy Ventures and Michael Downing from MDSV Capital. They dive into the power of fund-of-funds, highlighting how they connect high net worth investors with emerging managers. The trio discusses the unique challenges faced by these managers, especially in the pre-seed stage, and the essential strategies for raising a first fund. They also touch on the innovative ways smaller funds can achieve high returns and the importance of institutional versus individual investors in driving success.

Nakul Mandan, founder of Audacious Ventures, and Ben Choi, an investment manager with over $3B in assets, share their insights on venture capital and entrepreneurship. They explore the contrasts in entrepreneurial motivations, likening struggles to Batman's journey from glamor to growth. Personal stories highlight resilience, community support during crises like COVID-19, and the importance of empathy in decision-making. The conversation wraps up with reflections on holiday spirit and gratitude towards the entrepreneurial community.

In a compelling discussion, Lisa Cawley, a managing director at Screendoor, highlights the importance of defining a long-term vision for venture firms to ensure success and growth. Ben Choi emphasizes the role of culture keepers in maintaining organizational values during leadership changes. Jaclyn Freeman Hester shares insights on the psychological aspects of partnerships and the need for nurturing deeper team dynamics. Together, they explore the balance between financial performance and the intangible factors that contribute to sustainable success in venture capital.

In this enlightening discussion, guests Lisa Cawley, Managing Director of Screendoor; Ben Choi, who oversees over $3B in investments; and Jaclyn Freeman Hester, Partner at Foundry, delve into the intricacies of venture capital firm-building and succession planning. They emphasize the vital role of empathy and mentorship in nurturing future leaders. The conversation also touches on the evolving responsibilities of Limited Partners in professional development and the complexities of managing leadership transitions, underscoring the importance of transparency and communication.

Ben Choi manages over $3B investments with many of the world’s premier venture capital firms as well as directly in early stage startups. He brings to Next Legacy a distinguished track record spanning over two decades founding and investing in early-stage technology businesses. Ben’s love for technology products formed the basis for his successful venture track record, including early stage investments in Marketo (acquired for $4.75B) and CourseHero (last valued at $3.6B). He previously ran product for Adobe’s Creative Cloud offerings and founded CoffeeTable, where he raised venture capital financing, built a team, and ultimately sold the company. Ben is an engaged member of the Society of Kauffman Fellows and has been named to the Board of Directors for the San Francisco Chinese Culture Center and Children’s Health Council. Ben studied Computer Science at Harvard University before Mark Zuckerberg made it cool and received his MBA from Columbia Business School. Born in Peoria, raised in San Francisco, and educated in Cambridge, Ben now lives in Palo Alto with his wife, Lydia, and three very active sons. You can find Ben on his socials here: Twitter: https://twitter.com/benjichoi LinkedIn: https://www.linkedin.com/in/bchoi/ And huge thanks to this episode's sponsor, Alchemist Accelerator: https://alchemistaccelerator.com/superclusters OUTLINE: [00:00] Intro [02:44] Ben's childhood [07:54] What is Ben's superpower? [16:58] What aspect of being a VC do most founders fail to appreciate? [18:46] What do GPs fail to appreciate about LPs? [21:24] The similarities between VC and the intelligence industry [24:00] What's changed about being a VC since 2006? [27:14] How does Ben tell signal from noise? [32:46] Past track record portability [37:24] A case study on how a syndicate investor became a lead investor [41:00] Ben and David nerd out about free T-shirts [44:26] An example of how a GP convinced Ben to invest in their fund [47:53] Succession planning in a VC firm [56:51] How Legacy Venture started [1:01:28] Next Play + Legacy Venture = Next Legacy [1:04:05] Which non-profits do the carry go to? [1:05:48] What kind of GP impresses Ben? [1:07:58] Ben's biggest professional lesson in 1998 [1:12:56] Thank you to Alchemist Accelerator for sponsoring! [1:15:32] Legal disclaimer Follow David Zhou for more Superclusters content: For podcast show notes: https://cupofzhou.com/superclusters Follow David Zhou's blog: https://cupofzhou.com Follow Superclusters on Twitter: https://twitter.com/SuperclustersLP Follow Superclusters on TikTok: https://www.tiktok.com/@super.clusters Follow Superclusters on Instagram: https://instagram.com/super.clusters