Good morning 👋
We’re trying something a little different today, and we’re sharing a ChatGPT prompt we made to help automate ~90% of the investment memo creation process.
If anybody else has made something like this that helps automate core workflows, we’d love to talk.
Just shoot a reply to this email if you’ve got anything.
Today’s highlights
How to automate 90% of the investment memo process
Everything they teach in YC on one page
Consumer is back
A visual on Boyd’s law of iteration
TOP
Investor memo prompt 📋
We have a love / hate relationship with investment memos.
On one hand, they’re incredibly useful to help think about a given business more clearly. On the other hand, they take a ton of time and work to complete, and most of the time, they don’t lead to an investment.
But at the end of the day, time is money, and we like love ways to free up time to make more money.
So here’s a basic investment memo prompt that you can start using to free up more of your time creating memos.
If anybody else has created something similar / better, we’d love to talk.
Investment Memo Prompt
Role:
You are an expert investment analyst trained in venture capital, growth investing, and private equity. Your task is to generate a clear, concise, and insightful investment memo on a company based on the provided inputs.
Inputs Required:
Company Name: [Startup Name]
- Industry/Sector: [e.g., Fintech, AI, ClimateTech]
- Stage of Investment: [Pre-Seed, Seed, Series A, Growth]
- Investment Round Details: [Round Size, Valuation, Lead Investors, Notable Co-Investors]
- Key Metrics & Financials: [Revenue, Burn Rate, CAC, LTV, ARR, MoM Growth, etc.]
- Competitive Landscape: [List of key competitors + differentiation points]
- Market Size & TAM: [Total Addressable Market, market trends]
- Notable Risks: [Key concerns investors should be aware of]
- Thesis & Rationale: [Why invest? Key insights]
- Source Links: [Any links for reference]
<VOICE>
Write in clear, investor-grade prose.
Be concise yet insightful—no fluff.
Assume the audience consists of seasoned investors, LPs, and partners.
Prioritize business fundamentals, scalability, and risks.
<TEMPLATE>
Investment Memo: [Company Name]
Industry: [Industry] | Stage: [Stage] | Round Size: [$X] | Valuation: [$X]
Lead Investor(s): [Firm Name(s)] | Co-Investors: [Notable Investors]
Sources: [Insert URLs or references]
1. Investment Thesis (Why This Company?)
One-liner: [Summarize in a sentence why this is a strong investment opportunity.]
What makes this an attractive investment?
[Key product or market insight]
[What is changing in the industry that makes this compelling now?]
[How does this fit into broader investment themes?]
Why now?
[Tailwinds, industry trends, regulatory shifts]
Key Differentiators vs. Competitors
[Unique tech, GTM strategy, product advantage]
2. Company Snapshot & Market Opportunity
Founders & Team: [Who are they? Background, prior wins, domain expertise]
Problem & Solution: [Briefly describe the pain point & how this startup solves it]
Market Size (TAM, SAM, SOM): [$X Market, CAGR, growth trends]
Business Model: [Revenue model—SaaS, marketplace, licensing, enterprise sales]
Customer Profile: [Who buys this? SMBs, enterprise, consumers?]
3. Traction & Metrics
Key numbers:
- Revenue: [$X ARR]
- Growth: [MoM or YoY %]
- Customer Metrics: [CAC, LTV, payback period, churn]
- Burn & Runway: [$X burn rate, estimated runway]
- Fundraising History: [Prior funding rounds, valuation changes]
4. Risks & Challenges
- Execution Risk: [Team, hiring, GTM execution]
- Market Risk: [Competition, adoption, customer behavior]
- Financial Risk: [Burn rate, path to profitability]
- Regulatory Risk: [Any government-related concerns]
- Tech Risk: [Defensibility, potential disruption]
Yes, but: [What skeptics might say & why this might not work]
5. Exit Potential & Comparable Deals
- Potential Exit Scenarios: [IPO, M&A, consolidation]
- Recent Market Activity: [Similar companies that raised or exited]
- Strategic Buyers: [Who might acquire them?]
- Comparable Valuations: [Benchmarking against public/private companies]
6. Bottom Line (Final Investment Decision)
- Investment Decision: [YES/NO/TBD]
- Rationale: [Summarize why this is a compelling or risky investment]
- Proposed Check Size: [$X]
Smart Takeaways
- Is this a ‘Fund Returner’?
- What needs to go right for this to 10x?
- What early signals will indicate success?
Next Steps
[Diligence requests, follow-ups with founders, reference checks, etc.]Search Partners
Build your own dream team 👥

🔎 Unlock a talent base of 2,500+ vetted candidates with investment experience
🤝 Our team sets up 10+ intros for you
💰 We help you negotiate offers based on five years of annual VC comp data
☑️ Don’t pay until we finish the job and find the right hire for you
🔄 60-day money-back guarantee
LINKS
😑 5 Startup Myths Debunked with Facts & Figures: Data-Driven VC provides the data to dispel the most common “wisdom” and uncovers the insights to help you thrive in the startup world
📄 Everything They Teach at Y Combinator on One Page: Ben Lang breaks it down into 7 areas
👷♂️ Lessons for a Young Founder—Chris Tottman: Notion Capital co-founder and serial entrepreneur, on harnessing market urgency, building a winning team, creating your own pond, and scaling
⏰ 4 Startup Timing Scenarios—Is Now the Right Time to Launch?: Venture Curator lists four market scenarios every found should know and understand
🛍️ Consumer is Back—And Why It’s Been So Hard Since 2014: Nfx explains why it’s been so difficult for consumer software startups, why that is changing, and what the requirements are for today
TWEET
HEADLINES
Joe Montana's VC firm closes $100 million for new fund (SF Business Times)
Excitement Builds Around Web3 And Crypto, But VC Dollars Don’t Follow (Crunchbase)
How DeepSeek could spell trouble for LLM startup valuations (Pitchbook)
Trump Says Microsoft in Talks to Acquire TikTok (The Information)
MEME
POLL
Are you using your own custom GPTs to perform at least 25% of your job responsibilities?
Thanks for reading this far and giving us a little bit of your attention this week.
Feel free to unsubscribe whenever this stops becoming valuable to you.
- Clay
RESULTS
Here are the results from our poll question in yesterday’s piece:
Who are you rooting for in the Super Bowl?
🟨🟨🟨⬜️⬜️⬜️ Who's playing again?
🟨🟨⬜️⬜️⬜️⬜️ Chiefs
🟨⬜️⬜️⬜️⬜️⬜️ Eagles
🟩🟩🟩🟩🟩🟩 I want both teams to lose
"This has had a 100x ROI."
See why some readers are bumping up their reading experience ....
Upgrade todaySee which plan is right for you:
- Insider-only posts
- Operator-level access to give you an edge
- Boardroom-level support from our team (whenever you need it)


