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Serial Entrepreneur Toby Zhang on How VC Firms Really Work, How Startups Can (or Can't) Effectively Use VC Funds, and What a Career in VC Looks Like

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Q&A Interview: Serial Entrepreneur Toby Zhang & CEEATTLE's Founder Cee Ng
Q&A Interview: Serial Entrepreneur Toby Zhang & CEEATTLE's Founder Cee Ng
Meet my alumni friend, Toby Zhang—a lifelong basketball fan who helped launch a hedge fund’s VC arm as Partner in 2014. Over a decade at CRCM, he grew returns from $38M to $1.3B. Named to Forbes’ 30 Under 30 in 2017, he played a key role in Musical.ly’s exit to ByteDance (now TikTok). With experience as both a VC and startup founder, Toby offers a sharp perspective on entrepreneurship—yet he’s still the same humble, curious, and principled person I knew in college.
In this article

In this conversation, Cee Ng and Toby Zhang, Serial Entrepreneur & Investor, discuss Toby’s transition from a software engineer at Microsoft to a venture capitalist. They explore the dynamics between investors and founders, emphasizing the importance of communication, trust, and understanding startup growth. Toby shares insights on the challenges and strategies in the VC world, highlighting the role of luck, market timing, and risk management in investment decisions. 

They also touch on the necessity of strong relationships, the need for founders to be proactive in seeking help, and the importance of being prepared to seize opportunities. The discussion delves into the essential qualities of successful founders, the evolving landscape of venture capital, and the critical skill of knowing when to pivot or let go of a venture. 

Toby shares valuable personal insights and lessons learned from his extensive experience in the industry, focusing on aligning motivations with business goals and leveraging time as a valuable asset.

Episode 18: Serial Entrepreneur Toby Zhang on The CEEATTLE Podcast with Cee Ng

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Conversation with Cee:

  1. How VC firms really work behind the scenes
  2. How startups can (or can’t) effectively use VC funding
  3. What a career in VC really looks like

Key Takeaways:

  • Toby transitioned from engineering to venture capital for new challenges.
  • Building a strong team culture is crucial in VC firms.
  • Communication is essential in both large organizations and startups.
  • The role of a VC involves significant sales and networking.
  • Luck plays a significant role in the success of venture capital investments.

  • Investors and founders must work collaboratively for success.
  • VCs can provide valuable insights and support to startups.
  • The dynamics between investors and founders can be complex.
  • Understanding the sales aspect of VC can benefit founders.
  • Regular communication and updates are vital for investor-founder relationships. VCs often lack consumer sales expertise.

  • Founders must discern valuable advice from VCs.
  • Listening is crucial for effective board meetings.
  • Proactive communication can unblock business growth.
  • The cost of inaction can hinder startup success.
  • Founders should maintain open lines of communication with VCs.

  • Luck is a product of preparation and opportunity.
  • Risk management is key in venture capital.
  • Market timing can significantly impact investment success.
  • Investors should advise founders to bootstrap before seeking VC funding.
  • Founders should demonstrate commitment before seeking funding.

  • Motivation is a crucial factor in entrepreneurial success.
  • Investors look for founders with a strong personal drive.
  • The VC career path has become longer and less lucrative.
  • Younger generations prioritize experiences over material possessions.
  • Time is the most valuable asset we have.

  • Knowing when to pivot is essential for startup survival.
  • The art of giving up can be a strategic decision.
  • Successful founders often solve their own problems.

Connect with Cee:

  1. Book a 15-minute business transformation consultation with Cee
  2. Watch the episodes on YouTube
  3. Watch the episodes on Spotify
  4. Connect with Cee on LinkedIn
  5. The CEEATTLE Podcast Instagram
  6. Follow Cee on Instagram
  7. Sign up for Cee’s personal letter 
  8. Subscribe and leave a review on Apple Podcasts

In this Episode:

  • 00:00 Introduction and Background
  • 02:53 Transition from Engineering to Venture Capital
  • 05:59 Building a Venture Capital Firm
  • 09:05 The Dynamics of VC and Startups
  • 12:11 The Sales Aspect of Venture Capital
  • 15:04 Luck and Strategy in Venture Capital
  • 18:01 The Importance of Communication and Updates
  • 20:55 Shared Challenges and Support from VCs
  • 26:13 Navigating VC and Founder Dynamics
  • 30:20 Effective Communication and Asking for Help
  • 33:40 Building Trust and Open Communication
  • 39:11 The Role of Luck in Venture Capital
  • 43:51 Risk Management in VC Investments
  • 49:32 The Importance of Market Timing and Trends
  • 55:02 The Importance of Founders' Commitment
  • 56:01 Motivation: The Key to Entrepreneurial Success
  • 59:40 Identifying the Right Founders
  • 01:03:01 The Evolution of Venture Capital Careers
  • 01:08:14 The Changing Values of Younger Generations
  • 01:12:31 The Art of Giving Up: Knowing When to Pivot
  • 01:20:07 Toby's Next Chapter: Reflections and Future Plans

Featured Expert:

  • Connect with Toby Zhang on LinkedIn, here

Credits

This episode is sponsored by CEEATTLE Fine Art (CFA), a premier art gallery that curates and sources original fine art for interior designers, architects, developers, and homeowners. CFA’s art consultants transform spaces into high-performing, luxury art experiences.

Discover and collect exclusive artwork from represented artists based in Seattle, San Francisco, Florida, Vancouver, and London. Each acquisition includes a Certificate of Authenticity with the original artwork.

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Cee Ng
Toby Zhang