
08: From the CIA to Google to 400+ pre-seed investments, first and early to define pre-seed - Charles Hudson, Precursor
07/02/24 • 59 min
Hailing from Michigan, Charles developed an early obsession with the public markets in high school. Charles Hudson is now the Managing Partner at Precursor Ventures, a pre-seed venture fund that has defined and has become synonymous with “pre-seed”. Charles is known for his ability to identify and mentor early-stage companies that have the potential to disrupt their industries - first and early - including companies like the Athletic (acquired by the NY Times for $550M), Bobbie (recently raised a $70M Series C), Carrot Fertility (recently raised $75M Series C) and Pair Eyewear (recently raised $75M Series C).
Charles writes checks of $250k - $500k at Pre-seed and Seed. He is a Generalist with a focus on digital health, media, and software.
Highlights:
- The boomerang back to VC: Charles shares his unique path from Michigan to Silicon Valley, starting in VC, then moving to Google and various startups before returning to VC.
- Founding Precursor Ventures: Charles spotted an opportunity to invest in non-obvious founders pre-product and pre-revenue while other firms moved upstream in 2015. This made him one of the first in a second wave of pre-seed firms to launch, and 10 years later, he’s become the go-to first funder.
- Evaluating Founders vs. Ideas: Charles is a founder-first investor (founder 70%, idea 30%). He shares his criteria for assessing talent and reveals indicators of success that have generated alpha in his portfolio.
- Investment Strategy over Trends: Even in the face of trends like crypto, AI, and the economic downturn, Charles stays steady and focused on people and his definition of pre-seed, not morphing with industry shifts.
Links:
Follow Charles Hudson on Twitter: @chudson
Read Charles’ blog on Substack
Learn more about Precursor Ventures: Precursor Ventures
Connect with Charles Hudson on LinkedIn: Charles Hudson
Connect with Us:
Follow the First Funders Podcast
Newsletter with behind-the-scenes access and key takeaways
Twitter/X: @shaherose | @avirani
Email us with feedback and suggestions on topics and guests
Disclaimer: This is for information purposes only. This is not investment advice.
- (00:00) - Intro
- (00:52) - Early Days and Building Community
- (03:09) - Interning at Smith Barney to the CIA's Venture firm
- (08:59) - Embracing Risk and Independent Thinking defines a solo GP
- (11:05) - Operating Experience As Product Manager, then Business Development at Google and a Return to VC
- (16:50) - Charles' first role as an advisor surprisingly had a $300M acquisition by Paypal
- (19:55) - Joining Softech (now Uncorked) in 2010 when Seed investors were known as Super Angels
- (21:10) - Launching Precursor to fill the gap created by Super Angel Funds going upstream and defining a new category - "pre-seed"
- (23:50) - First Investments: the role of macro tailwinds and headwinds
- (27:57) - Evaluating Founders 70% and Ideas 30%
- (31:03) - The Role of Business Model Innovation in Generating Alpha
- (33:25) - Learning from Challenging Investments: If you don't know its ok, but say something
- (38:01) - Staying True to Your Investment Strategy
- (40:44) - Charles' best investment: The Athletic, acquired by the New York Times for $525M
- (45:55) - How he Decides: Evaluating Founders and Their Potential, Weird Patterns, Product Velocity, Remote Teams
- (51:38) - Current Investment Strategies, Focus Areas and Check Sizes
- (53:25) - Following High-Potential Talent vs. Investing Theses: People vs. Market vs. Product Evaluations
- (57:00) - Speed Round
Hailing from Michigan, Charles developed an early obsession with the public markets in high school. Charles Hudson is now the Managing Partner at Precursor Ventures, a pre-seed venture fund that has defined and has become synonymous with “pre-seed”. Charles is known for his ability to identify and mentor early-stage companies that have the potential to disrupt their industries - first and early - including companies like the Athletic (acquired by the NY Times for $550M), Bobbie (recently raised a $70M Series C), Carrot Fertility (recently raised $75M Series C) and Pair Eyewear (recently raised $75M Series C).
Charles writes checks of $250k - $500k at Pre-seed and Seed. He is a Generalist with a focus on digital health, media, and software.
Highlights:
- The boomerang back to VC: Charles shares his unique path from Michigan to Silicon Valley, starting in VC, then moving to Google and various startups before returning to VC.
- Founding Precursor Ventures: Charles spotted an opportunity to invest in non-obvious founders pre-product and pre-revenue while other firms moved upstream in 2015. This made him one of the first in a second wave of pre-seed firms to launch, and 10 years later, he’s become the go-to first funder.
- Evaluating Founders vs. Ideas: Charles is a founder-first investor (founder 70%, idea 30%). He shares his criteria for assessing talent and reveals indicators of success that have generated alpha in his portfolio.
- Investment Strategy over Trends: Even in the face of trends like crypto, AI, and the economic downturn, Charles stays steady and focused on people and his definition of pre-seed, not morphing with industry shifts.
Links:
Follow Charles Hudson on Twitter: @chudson
Read Charles’ blog on Substack
Learn more about Precursor Ventures: Precursor Ventures
Connect with Charles Hudson on LinkedIn: Charles Hudson
Connect with Us:
Follow the First Funders Podcast
Newsletter with behind-the-scenes access and key takeaways
Twitter/X: @shaherose | @avirani
Email us with feedback and suggestions on topics and guests
Disclaimer: This is for information purposes only. This is not investment advice.
- (00:00) - Intro
- (00:52) - Early Days and Building Community
- (03:09) - Interning at Smith Barney to the CIA's Venture firm
- (08:59) - Embracing Risk and Independent Thinking defines a solo GP
- (11:05) - Operating Experience As Product Manager, then Business Development at Google and a Return to VC
- (16:50) - Charles' first role as an advisor surprisingly had a $300M acquisition by Paypal
- (19:55) - Joining Softech (now Uncorked) in 2010 when Seed investors were known as Super Angels
- (21:10) - Launching Precursor to fill the gap created by Super Angel Funds going upstream and defining a new category - "pre-seed"
- (23:50) - First Investments: the role of macro tailwinds and headwinds
- (27:57) - Evaluating Founders 70% and Ideas 30%
- (31:03) - The Role of Business Model Innovation in Generating Alpha
- (33:25) - Learning from Challenging Investments: If you don't know its ok, but say something
- (38:01) - Staying True to Your Investment Strategy
- (40:44) - Charles' best investment: The Athletic, acquired by the New York Times for $525M
- (45:55) - How he Decides: Evaluating Founders and Their Potential, Weird Patterns, Product Velocity, Remote Teams
- (51:38) - Current Investment Strategies, Focus Areas and Check Sizes
- (53:25) - Following High-Potential Talent vs. Investing Theses: People vs. Market vs. Product Evaluations
- (57:00) - Speed Round
Previous Episode

07: Angel in 100+ startups, focused on learning and catalyzing mission-first startups - Eric Ries, Creator Lean Startup, Founder, LTSE
Eric Ries has invested in over 100+ early-stage startups. He is best known as the author of The Lean Startup, a must-read for entrepreneurs worldwide. He also founded the Long-Term Stock Exchange (LTSE), a new stock exchange designed to support companies with long-term goals. He recently launched a new podcast discussing ways to re-think corporate governance to be mission-first.
In Part 1 of our interview, he shared insights from angel investing. In Part 2, Eric shares his new ethos for startups rooted in long-term thinking, putting a company’s mission at the center of everything and aligning all stakeholders. This mission-first approach challenges the traditional capitalist, and data shows it leads to better company performance.
Eric writes checks of $10K or less as an Angel at the earliest stages. He is interested in mission-driven founders, education, fintech, AI, and more.
Highlights:
- Eric Angel invests for reasons beyond financial outcomes. He focuses on giving back to people in his network, learning about startup approaches and various industries, and doubling down in areas he is passionate about. Any time he has strayed from his investing criteria, it hasn’t worked out.
- Advising then investing: Eric prefers to work with a startup as a friend or advisor before investing. He keeps his check size to $10K to support his goal of high-velocity learning. He can write more checks with smaller checks, which means more learning.
- Investing as a spiritual journey: Eric practices introspection to support continuous learning and to avoid overgeneralizing when things don’t work out. When he invests, he applies Lean Startup thinking by asking, “Is this outcome falsifiable”? Invest -> Measure -> Learn. We guess this makes him is a "Lean Investor"
- Eric’s second act after Lean Startup is supporting mission-first startups: He advocates for a new ethos that he believes will lead to better performance in the long term.
- Eric shares tools for mission-first founders, including the Public Benefit Corporation, the LTSPV, employee voting trust, and more.
- (00:00) - Introduction to First Funders
- (00:54) - Meeting Eric Ries: a journey down memory lane
- (02:45) - The Impact of Lean Startup
- (07:15) - Eric's Angel investing journey starts with being an advisor and a mindset of giving back
- (09:55) - What is Eric's investing criteria
- (14:04) - Eric prefers to advise startups first before investing
- (17:47) - Eric's second act: from Lean Startup to nurturing mission-driven founders who will also realize massive profits
- (25:14) - Writing small $10K checks into a high volume of early-stage startups enables high velocity learning
- (27:24) -
- (28:28) - Eric decouples investing from outcomes to stay focused on giving back and learning
- (30:44) - How to be a useful startup advisor: stand for something that creates competitive advantage for startups
- (34:31) - A challenging investment: lessons from high-stakes and high-stress moments and can the startup journey be a force for healing trauma?
- (43:04) - The Long-Term Stock Exchange vision: a new ethos and governance approach for the startup community
- (45:01) - How mission-driven founders and investors need to be brave to challenge the capitalist status quo
- (47:33) - How tech startup can leverage the Public Benefit Corp and how the B-Corp certification won't work for software companies
- (51:24) - LTSPV: An SPV Angels can leverage to align their check with long-term thinking
- (54:08) - The spiritual journey of investing: what did you really learn vs what do you think happened?
- (57:07) - Speed Round and Final Thoughts
- (59:24) - Takeaways
- Follow the First Funders Podcast
- Newsletter with behind-the-scenes access and key takeaways
- Twitter/X: @shaherose | @avirani
- Email us with feedback and suggestions on topics and guests
Disclaimer: This is for information purposes only. This is not investment advice.
Next Episode

08 Takeaways: Charles Hudson, Precursor Ventures: macro, team vs market, fund size vs. outcomes
Join Shaherose & Aamir as we reflect on our conversation with Charles Hudson of Precursor Ventures.
Highlights:
- Don’t forget the macro: Government regulations can lead to massive opportunities or failures. We discuss case studies of companies like Samsara, Movtive (fka KeepTrucking), Republic, and Zum, showing how regulatory shifts led to category-creating opportunities. Charles’ worst investment was wiped out due to changes in government regulation.
- Team vs market: We discussed the interplay between having the right team, idea, and timing for startup success. Charles evaluates opportunities 70% team and 30% idea. Both Aamir and I take a more balanced approach than Charles does.
- Fund size vs. outcomes: Reflecting on the past learning, "Your fund size is your strategy." We wonder what role that played in Charles’ decision to invest in the Athletic, later acquired by the NY Times for $550M.
Links:
- Follow Charles Hudson on Twitter: @chudson
- Read Charles’ blog on Substack
- Learn more about Precursor Ventures: Precursor Ventures
- Connect with Charles Hudson on LinkedIn: Charles Hudson
Connect with Us:
- Follow the First Funders Podcast
- Newsletter with behind-the-scenes access and key takeaways
- Twitter/X: @shaherose | @avirani
- Email us with feedback and suggestions on topics and guests
Disclaimer: This is for information purposes only. This is not investment advice.
- (00:00) - Introduction and Format Change
- (00:39) - The macro matters
- (03:40) - Learning from past investments while staying open minded, what about bias?
- (04:12) - Team vs. Market
- (10:36) - Fund size vs outcomes
- (16:17) - Investors don't know it all
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