Friday, April 3, 2026

VC Notes (Part 2 of ?)

 Busy past month -- lots of deals. Trying to jot down a few notes from the "inside" before I forget, things that are hard to really see as a student or outsider:


"Good Fundraisers" vs. "Bad Fundraisers"

We've been looking at (or working with) a few companies that have great fundraisers, and a few are less enthusiastic. There's things to like -- and be fearful -- about both.

  • Good Fundraisers
    • Who they are: The founders tell compelling stories that connect with investors, making you feel like the TAM they state is not only real but attainable. 
    • Pros: If you invest early, you can have some confidence that (1) they can fundraise themselves out of cash burn troubles and (2) if they execute well, the next round will be marked up handsomely
    • Cons: The valuations (e.g. on a revenue multiple basis) are rich, and you're essentially a momentum investor in the company. Rocket ship will go up (until it crashes).
  • Bad Fundraisers
    • Who they are: the founder has a hard time fundraising and/or doesn't love it. A few archetypes: a company that has been just treading water looking to raise a bridge or a new round (company problem), a technical founder who sees fundraising as a necessary evil but isn't great at it (founder problem), a founder who doesn't love fundraising so does the bare minimum to raise, potentially underpricing their raise (founder-role fit?). (There's surely more.)
    • Pros: Essentially the opposite of good fundraisers. If you invest early at a "discount to fair market" (because they're a bad fundraiser) and the team executes, the next round should be up as the valuation catches up to intrinsic value. You're essentially a value investor, betting on the company and founder's abilities (as opposed to their fundraising prowess). 
    • Cons: If company is doing just okay, next fundraise might be challenging. A good company could be killed early because of poor fundraising skill.
I imagine these general fundraising skills apply at all levels (i.e. both start-ups and funds) and have variations by sector. For example, a "bad fundraiser"/"deep tech" start-up combo seems okay, but a "bad fundraiser"/"B2B SaaS" combo might signal the founder will have a hard time selling and with G2M. 


Founder / Investor Relationship
A study in contrasts again:
  • One seasoned founder (fourth start-up) sees the VC investor as a partner -- money is fungible, but prioritizes getting a small handful of strong investors on board. There's still negotiations, but no petty arm twisting. Philosophy is that it's better to have great partners on board, even if at a lower valuation. 
  • Another (first-time) founder gives an underlying sense that money is the end goal. There's light arm twisting (if you can invest $X more, we can give you X rights that you're asking for). This can result in small "lapses" in full transparency with investors or haggling over insignificant things (like board observer rights). 
I imagine: (a) some of this is coachable, (b) some of this can only be learned over time after being burned, (c) some of this is hardwired into the founder, and (d) some of this comes from "greed" (i.e. after seeing your shares are now valued at $X million and the investor is trying to "take" $Y million from you). 

Not all investors are created equal, too. CI has the advantage of being an evergreen investor, so can invest pre-seed (say, $500K) and continue investing for the next 10 years (up to $10M in a single company). It allows us to have a more long-term approach, perhaps allowing for a tighter founder/investor relationship than other VCs in the industry.

Friday, March 6, 2026

Yale Cooling Conference

 Notes from Yale Cooling Conference. Overall -- seems like a cool market I've never heard about, with a strong environmental case but still figuring out how to make the capital case. Will require mix of big industry investment (project financing and debt) and some new venture ideas (venture capital). There is a PE-backed services company in the list, too. Brief notes below

= = 

The environmental case for caring about cooling is clear:

  • Superpollutants (CFCs, etc.) are responsible for 45% of global warning to date
  • Cooling will be responsible for pollutant gases than cement, airplanes, etc.
  • Cooling is mission-critical to many areas and businesses (i.e. “national security”) and subject to geopolitical risk, supply shocks, etc.

 

The business case for cooling is harder:

  • Policy alone won’t scale, need to have market design and private capital to have a meaningful impact
  • Some areas are challenging to deploy capital to
    • Frances Lodge mentioned multifamily and C&I as challenging – split incentives b/t tenants and owners, and putting new stuff in old buildings is difficult … they’ve tried things like Cooling-aaS, DOE loan programs for methane, etc. … most get stuck in pilot hell
  • One other idea: can you make A/C “cool” (like Tesla did with EVs) to change value prop for consumers?
  • Industry wants durable solutions with predictable demand
  • (my take) lifecycle coolant management is not venture-scalable, more project-financeable; there are some alternative cooling solutions that look … cool (pun intended)

 

Speakers

  • Industry panel: Willem Vriessendorp, John Hurst (Lennox), Samantha Slater (AHRI), Wayne Rosa (Ahold Delhanze), Dale Waund (Orbia)
  • Randy Spock: industry leaders (Google, Amazon, Salesforce, Autodesk, JPM, Figma, Workday) just announced “superpollutant action initiative”, $100M over next few years to address cooling
  • Capital panel: Anastasia O’Rourke, Megan Phelan (AccelR8 Ventures), Frances Lodge (Galvanize), Randy Spock (Google, carbon credits and removals)

 

Startups

  • “LCM innovators” (mix of start-ups of all sizes and public companies): Trakref, Therm Solutions (leak detection and repair), Hudson Technologies, A-Gas, Lee Winter (Winter Lab @ Yale), Tradewater, Recoolit, Effectera
  • Alternative cooling technologies (ACTs): Magnotherm (refrigerant without cooling, piloted by Coca Cola and UofMD, etc.), Pascal (solid refrigerant tech, focused on affordability, backed by Khosla and Engine), Mimic, Exergyn, Artyc, Clema, SkyCool, ChillSkyn, LuxWall
  • (my take) I chatted w Magnotherm and Pascal. Pascal seems promising because it focuses on off-the-shelf components and ease-of-install and adoption. Magnotherm’s tech looked cool too. Both seem venture scalable.

 

Key Vocab

  • Lifecycle refrigerant management
  • CFCs/HFCs
  • Superpollutants
  • Montreal protocol on CFCs (1987),l AIM Act Framework (2021), Kigali Amendment

Thursday, February 26, 2026

VC Notes (Part 1 of ?)

Random quick notes about VC that I've come across this week. Someday I'll go back and aggregate them.

As a VC (or an investor writ-large)

  • Finding the ripcord in a deal - If a deal has a bunch of yellow flags but no damning red flag: you need to be able to find the "ripcord" in the deal, the one thing you can point to (in front of the CIO, in front of the investment committee) that's makes the deal most unattractive in the clearest, most explainable way. E.g. "not a good fit for our portfolio for XYZ reasons" or "untenable valuation" may be better than "well it's a collection of yellow flags"

For evaluating VCs

  • Ability to squeak into closed deals = green flag. Shows that you add true value to the start-up, and they're willing to let you in for good reasons. 
  • High-value VC qualities: gravitas, technical expertise, ability to sell next round of capital. Succinct way of putting what can make a VC firm great. From Ed Grefenstette, Venture Market Update - Capital Allocators with Ted Seides
  • (Also authenticity, ability to admit mistakes, the trite "intellectual honesty")
  • Massive venture firms' portfolio construction - from podcast above. Huge venture firms (like a16z) have to invest a little in hundreds of companies at early stage to buy the "option" for future rounds. Solo GPs are investing in the earliest stages and looking to build alongside founders (and respond to late night texts) -- they're more invested in the company's success. Good to think about both from allocator and start-up angle.
Portfolio Construction
  • Mixing huge and emerging VCs - from the same podcast above. One strategy for venture allocation is to get one or two marquee names to build stability in the venture book (for ~30% of portfolio), then a handful of contrarian, orthogonal emerging managers / solo GPs to give diversification. Gives more credence why it's hard to be in the middle right now


Saturday, February 21, 2026

Tooling Updates (and Exploring Antigravity!)

Antigravity continues to impress me. I've been excited by how much I've been able to get done, that I've continued to push the system to make updates. The updates I've made:

  • A chorus of LLMs: one way to "fix" the deficiencies of LLMs is to query multiple LLM providers (e.g. OpenAI, Gemini, Anthropic), then have another LLM summarize all the answers. The thinking goes: one of them might be hallucinate, but the chances of all of them hallucinating in the same wrong direction is low. (It's similar to how blockchain consensus works!) I created a tool that queries a few LLMs and then uses another to summarize them all -- you can play with this tool with any question you might have.
  • PDF Parser: I ultimately want to tackle the problem of processing and summarizing a bunch of files sitting in a folder. One use case: "read" through a term sheet and pull out all the key terms. (I would love to build up to "find me the bad/anomalous parts of the contract" but for now "get me the terms" would suffice!) I built this out, using OpenRouter to read the PDFs (using mistral-ocr, which costs $2/1000 pages). I then added in an LLM call that says, "if this looks like a term sheet, then pull out XYZ fields." It's just one use case for now, but it seems to work fairly well. (For testing, I used the Buffer term sheet found here.)
  • Competitors and public comps: I applied the "chorus of LLMs" to help find me competitors and public comps. My initial thought was to build this agent like I would run this: run a Google query, read the pages, then make sense of it. I tried using LLMs by themselves, hoping that throwing 5 different LLMs would provide good enough coverage across the internet. It's worked fairly well!
Lots of other doodads added on -- ability to download the report, etc. And, not too bad for a few hours of work!

So far, the app is a ChatGPT (plus other LLMs) wrapper, but the value this app is adding above ChatGPT alone:
  • The chorus architecture adds a legitimate benefit (and one that would be hard to do without this app!)
  • The agent adds a lot of extra context to the LLM query -- e.g. "don't hallucinate, return sources, etc." This is built into the series of LLM queries automatically. (In other words, great "prompt engineering"!)
  • Configurability -- I can tweak this to deliver the information to me however I want it! With the death of SaaS, this is the dream -- being able to build tools exactly as you want them!
Where this app will hit walls:
  • Analyzing tables/graphs -- say we upload a board deck. It will struggle with tables, figures, and graphs! (This is a known weakness of LLMs -- as they say, a picture is worth a thousand words.) There may be some tricks with tables and graphs, and that'll get me more into the weeds of LLM/AI capabilities. (A similar need: trying to figure out if a term sheet has been signed or not, which can be important if we have multiple drafts in a folder!)
  • Processing very long documents -- dealing with very long documents (e.g. a 10-K) is challenging. This is what things like RAG were built for -- but that adds a-whole-nother dimension of complexity.
  • Finding good data -- this is a forever challenge! For example, I typically get my private market data from Pitchbook now, but I couldn't get my ChatGPT API to integrate with Pitchbook. Crunchbase (via the chorus of LLMs) seemed to get pretty good information, but having good, reliable data will continue to be a need throughout the AI era.


Friday, February 20, 2026

Public Market Comps Tool

Motivation:

  • There's all this talk about SaaS being dead because even the least tech-savvy can build anything with AI!
  • Coding-proficient people (like me) need to learn how to integrate AI effectively -- and ideally be able to build live, working products quickly
  • Somehow, even with all of the AI and software in the world, I can't seem to find tools that work exactly like I want them to!

Product:

  • One important step of VC is public market comps, which helps give a good estimate of what the company could be worth in X years (e.g. using a simple EV/revenue multiple)
  • We have an AlphaSense license, but it (a) somehow isn't able to pull this financial data well (it struggled to get US-based public market caps) and (b) AlphaSense really, really, really wants to lock you into their product (which I hate!) by making all links point to an alphasense.com URL
Instead of trying to build this from scratch (again), I threw it to Google Antigravity. My prompt:
i'd like your help creating a new project that finds public market comps for an input company, industry, or sub-industry. i think this should include a step for market scanning/filtering, and a step for pulling metrics like rev, EV/rev, market cap, company name, country/exchange, brief description. this should be built modularly. also use OpenRouter for LLM calls.
also build a simple streamlit frontend for this

A couple notes on this process:
  • Being "good at AI" is slowly meaning "being able to clearly state everything you want, exactly how you want it." My prompt above probably gets a solid B-
  • Being conversant in software development, however, is a huge plus! Knowing what APIs or frameworks are good (and why) is a very human, consider-the-tradeoffs skill, at least for now. For example, I like OpenRouter because it ensures the whole app is LLM-agnostic. I also like Streamlit because it is in Python and so simple (meaning: I don't have to go learn another language and framework). 
  • This is also helpful to know how this "agent" works. Right now, it's a two-step process: (1) "scan" the market with an LLM prompt, then (2) pull the market data from a Yahoo Finance API (yfinance). 
    • Should this be insufficient, a few ideas that I could use: (a) upgrade the single LLM call to aggregate the results across multiple, (b) use a market scanning API in addition (or instead of) the LLM call, (c) replace yfinance with a Bloomberg API, etc. etc. etc.
  • I had to upgrade to Google AI Pro ($20/month) for Antigravity to finish the app (it ran out of credits!). How many credits the Pro upgrade comes with still remains a mystery. 
I created the app in about 1.5 hours, while watching the US/Slovakia men's hockey game. (Antigravity did most of the work.) It is imperfect and not to my exacting expectations, but (a) I recognize this is my fault in not being crystal clear, (b) it works well enough, and (c) it is completed. Easier to edit than write anew. 

Anyways, here's the link: https://market-c-fsjognovanewadxgz7o72g.streamlit.app/. If you happen to use this, don't incinerate my money by using too many tokens. (Fortunately, it looks like right now, about 100 runs of this would cost less than 10 cents.)





Sunday, February 1, 2026

The new ESG: attention addiction?

Classic ESG focuses on companies who are polluting the environment (think industrials, coal plants, etc.), with the idea of either (a) filtering out heavy polluters or (b) investing in renewables. It feels like decades of environmental pollution in the US -- and smog-filled cities, birth defects, etc. -- have slowly shifted the nationwide consensus to "minimize environmental harm." 

A long aside: Never mind a whole separate conversation of whether it's better to simply divest from the biggest polluters or engage with them; Yale professor Kelly Shue argues if we actually care about reducing absolute emissions, it's counterproductive to choke off funding to these "brown" firms. It reminds me of the wider political discourse -- is it better to cut every Trump voter out of your life or try to actually engage with a few of them? The former feels better short-term (to the individual), but the latter is better for the long-term health of the nation.

Some of the biggest public companies of the 1980s -- Exxon, GE, Chevron, DuPont, GM, Ford, Philip Morris, etc. -- were in oil and industrials. It took a few decades for the political and investing appetite to catch up to these companies. We now have a whole industry -- frameworks, consultants, you name it -- around mitigating environmental "risk" in the portfolio.

The giants of the 2010/2020s weigh heavily tech -- Apple, Microsoft, Google/Youtube, Facebook, Amazon. We already know there's a huge problem with social media addiction, and Australia has recently proposed banning social media for kids under 16. But ... I haven't seen or read much at all about "anti-virality" ESG investing. The "environmental detritus" of social media addiction is hard to see and hard to measure. But yet all the largest social media sites (be it TikTok, Instagram, Reddit, Facebook, or any others) are incentivized to keep you addicted to the platform, because more average time spent on the app means more ads served, which means more revenue. 

In my view, the problem is not just in the addiction itself but in the example it sets to start-ups. If all the biggest players are competing on keeping your attention, how can a new start-up break in without trying to make something flashier, more attractive, more addictive? Does social media become a race to the bottom? And more importantly, if you are an investor who cares about investing responsibly (i.e. more than just what's in an ESG framework), can you feel good about investing in these types of start-ups or the VCs who back them?

Ten years from now, I think we will look back and realize that a lot of this tech -- which are often great financial investments! -- is socially harmful, and I hope we will have the language, metrics, and frameworks to justify divestment or substantial engagement. I think the question of whether future investors should not invest in start-ups because of their harmful effects on society (social media addiction, but also prediction aka gambling markets, etc.) will always be a contentious discussion, but I think recognizing it as the "new ESG frontier" will push us to ask the right questions and collect the right metrics, especially as tech plays an increasingly outsized impact on society as a whole.

Thursday, January 29, 2026

On CT Innovations

I've been at CT Innovations (CI) for a few months now, and it's as good a time as any to jot down some pros and cons (which are mostly just tradeoffs) at the company. Nothing should be surprising or what you can get elsewhere on the internet, but still good to put it all in one place for myself. (My vantage point: someone newer to VC, with 8 years working for a large company and an MBA.)

Strengths

  • People - the team is welcoming, and most of the directors/partners have worked at a start-up or in industry. Most have been at CI for a while, which is great for continuity of knowledge, but also makes CI a final career landing location (which helps with the sharing of deals, etc.)
  • Connection to the state - as someone who's grown up in the state, I've been fascinated by what makes Connecticut attractive to businesses. It's also been great to see the connections with Yale, UConn, and other schools in the state.
  • More creative capital - While the bulk of the portfolio is bread-and-butter early-stage start-up deals, CI also (a) makes technical assistance grants, (b) tries to invest locally, and (c) has a robust venture debt portfolio. Having the option for venture debt makes you think a little more not just about "is this a company we should invest in" but also "is equity the correct tool to use."
  • Momentum in the state - ClimateHaven was founded in New Haven in 2022 to support climate tech, and the governor announced a recent initiative for $121M investment into building out QuantumCT. While the state will fall short in certain areas (e.g. it's hard to compete with SF in pure tech), there continues to be interesting, credible areas that the state is investing in.
  • Breadth of companies, stages, and opportunities - CI covers bio/life sciences, consumer, tech, and climate, which is excellent for learning a little bit about nearly everything. CI's bread-and-butter is early-stage (pre-seed/seed, with follow-ons), but also willing to invest in later stages. They also have a (small) fund-of-funds portfolio with venture funds, an area of diligence attractive to me.

Weaknesses/ Trade-offs

  • Harder to get depth into an industry - the tradeoff of breadth is that it's hard to find the time to go be a world-expert on any one thing. For example, some VCs might have their advantage be deep expertise on the cybersecurity market; that type of depth is harder to get at CI. (Again, for better and for worse.)
  • Pseudo-public - Results in small things (like being beholden to FOIA) and larger things (like lower salaries that are publicly available).

VC Notes (Part 2 of ?)

 Busy past month -- lots of deals. Trying to jot down a few notes from the "inside" before I forget, things that are hard to reall...