This Week in Startups
This Week in Startups

VCSS: Year in review + Valerie Shen of G2 Venture Partners | E1641

Molly and Jason celebrate the last VCSS of 2022 by reflecting on what Molly has learned over this past year. (1:24) Then Valerie Shen of G2 Venture Partners joins Molly for the final TWiCS of the year. (36:38) (0:00) J+M Kick off the show (1:23) Molly reflects on her first year as a VC (10:58) Micro

Featured Speakers

Jason Calacanis HostValerie Shen Guest

Topics Discussed

Episode Summary

Executive Summary: The episode wraps Molly’s first year as a climate-focused VC, emphasizing how venture investing is a fundamentally different discipline from journalism: success requires thinking in bets, understanding ownership and valuation math, and learning that founders are often improvising rather than following a playbook. The second half features Valerie Shen of G2 Venture Partners, who explains how the firm invests in later-stage climate tech that modernizes heavy industrial sectors through strong unit economics, strategic industry networks, and rigorous impact measurement, while warning against hype-heavy categories like hydrogen.

Main Topics: Molly’s first-year VC learning curve (Priority: 5/5): Molly reflects on the biggest shifts in her first year as an investor: the joy of the job, the need for patience, and the move from evaluating stories to evaluating bets using ownership, valuation, and return math. Founders are often improvising (Priority: 5/5): A recurring surprise for Molly is how many founders—especially first-timers—lack basic operational infrastructure like data rooms, accounting fluency, or clarity on margins, reinforcing the need for VCs to coach and guide. Thinking in bets and power-law outcomes (Priority: 5/5): The conversation stresses that VC is not about liking every founder or idea; it’s about selective bets, accepting losses, and understanding that a tiny number of outcomes drive most returns. Discipline, patience, and avoiding hype (Priority: 4/5): Jason and Molly discuss the importance of rigorous underwriting, avoiding momentum-driven mistakes from the bubble era, and learning that sometimes skipping a deal is the right decision. G2 Venture Partners’ climate investing thesis (Priority: 5/5): Valerie explains that G2 focuses on technologies that drive sustainable transformation in traditional, physical industries—transportation, manufacturing, logistics, food, and industrials—where climate and profit incentives align. Impact measurement and industrial partnerships (Priority: 5/5): G2 measures climate impact primarily through carbon emissions savings and relies on deep relationships with incumbents, strategics, and portfolio company networks to win deals and support growth. What’s investable vs. not yet ready (Priority: 4/5): Valerie highlights carbon accounting/ESG measurement as highly promising, while remaining skeptical of hydrogen for land transport due to weak unit economics and unclear scalability.

Key Arguments: VC requires a different mental model than commentary or journalism: you cannot back every interesting company; you must evaluate the bet, not just the story. Ownership percentage, valuation, and potential multiple are central to venture returns; a great founder or product can still be a bad investment if the economics are wrong. Most early-stage founders are building without a fixed playbook, so VCs add value by helping with focus, product-market fit, board dynamics, and post-investment discipline. Patience matters because VC outcomes are power-law distributed: many losses are expected, and a small number of wins drive most of the fund’s returns. Climate tech is increasingly broad and physical-world oriented; climate investing is not just energy anymore, but includes transportation, logistics, agriculture, retail, and industrial systems. G2 prefers later-stage companies with working products, existing customers, and clearer commercialization paths, avoiding the riskiest R&D-heavy phase. Impact measurement should prioritize what a company’s product enables in the real world—especially carbon reduction—rather than just internal operational metrics. Deep industrial networks and strategic LPs are a durable edge in climate investing because incumbents and regulated industries are central to distribution, diligence, and adoption. Carbon accounting and ESG tracking are underbuilt but likely to standardize over time, creating a major software-and-services opportunity. Hydrogen pitches are abundant, but G2 has not found compelling unit economics for land transport use cases yet.

Data Points: Molly’s first-year investments: about 5 - Jason notes Molly did roughly five investments in her first year as a VC. Amount invested by Molly’s firm in her first year: about $2 million - Jason describes the total deployed by Molly across those first-year investments. Molly’s predicted career length of investment decisions: 40–70 companies over 10 years - Jason frames how many bets a VC may make across a decade. G2 first fund size: $350 million - Valerie says G2 raised its first fund in 2017. G2 second fund size: $500 million - Valerie says the firm raised a second fund in 2021. Number of companies in G2’s first fund: 15 companies - Valerie says the firm finished investing the first fund across 15 companies. Annual companies screened by G2: more than 2,000 - Valerie says the firm now screens over 2,000 companies a year. Earlier annual company screening volume: several hundred - Valerie contrasts current screening volume with the earlier period when the firm started. Typical G2 entry stage: Series B to Series D - Valerie explains G2 typically invests after product/service validation. Internal combustion vehicle utilization: 4% of the time - Valerie cites the inefficiency of personally owned vehicles as a rationale for electrification/shared autonomy. Clothing industry emissions share: 10% - Valerie mentions clothing as roughly 10% of global emissions when discussing retail/e-commerce as a climate scope. Portfolio company valuation example: $390 per year - MicroAcquire buyers pay this annual fee for access to the marketplace database. MicroAcquire buyer base: 120,000 buyers - Jason cites the platform’s buyer count while discussing the sponsor read. MicroAcquire closed deal volume: hundreds of millions of dollars - Jason mentions the platform has facilitated this amount of closed deals.

Pivotal Quotes: "I think the top learning was the math, the way to think about the ownership percentage and the valuation, the potential return, and just putting everything through a totally different lens." — Molly: She explains the biggest shift from commentator/journalist to investor: evaluating bets with financial discipline. "Founders are winging it." — Molly: She describes a major surprise from meeting many early-stage founders who lack standardized operational processes. "If it somehow touches on something that you can drop on your foot and hurt yourself, then it's probably in scope." — Valerie Shen: She gives a memorable shorthand for G2’s focus on physical-world climate technologies.

Implications: The episode argues that climate VC is maturing: winners will combine rigorous finance, deep industrial expertise, and standardized impact metrics. For founders, the message is clear—focus, unit economics, and execution matter more than hype.

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About This Week in Startups

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

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