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The Call Your Investor Wants You to Take Unprepared
Most founders say yes before they understand what they are agreeing to.
May 20
•
Chris Tottman
35
I asked Claude to reject my pitch until it couldn't. Then I raised.
The preparation system founders are using to walk into VC meetings already knowing every question that kills deals.
May 11
•
Chris Tottman
112
14
How to Build Your Fundraising Narrative with Claude 🧠
The step-by-step prompt playbook smart founders use to craft, sharpen, and stress-test their story before they ever walk into a room with a VC.
May 6
•
Chris Tottman
119
2
13
The Data Room That Doesn’t Lose Deals at the Last Minute
Founders spend months getting to term sheet. Then lose the deal in the data room. Here is how to prevent it.
May 5
•
Chris Tottman
55
9
OpenAI Is Not The Most Powerful Company In Private Markets. Here's Who Is.
It has $1B+ in cash, no investors to answer to, and no need to ever IPO. And it’s not alone.
Apr 22
•
Chris Tottman
43
6
Most decks fail before slide four. Here's how to find out if yours does.
The data on how investors read pitch decks — and the tool that tells you exactly what yours is getting wrong.
Apr 20
•
Chris Tottman
33
5
The Homepage Messaging Test That Every Founder Is Afraid To Run
Most founders think their homepage messaging is fine. This tool will tell you if it actually is.
Apr 15
•
Chris Tottman
46
3
The $852 Billion Secret That Just Got Out
OpenAI's cap table has leaked. The CEO owns nothing. SoftBank is up fifty billion dollars. And the entity sitting at the very top of the ownership…
Apr 13
•
Chris Tottman
47
5
The Number That Gets You Funded (Or Kills You In The Room)
Your CAC Payback Period is the metric investors probe hardest. Most founders walk into that conversation underprepared.
Apr 7
•
Chris Tottman
65
9
10 Questions We Always Ask Founders
After 400+ partner meetings, these are the questions that separate founders who understand their business from founders who think they do.
Apr 1
•
Chris Tottman
90
2
11
The Pricing System Behind Category Defining Companies
How the best founders turn pricing into a growth engine, not a number
Mar 30
•
Chris Tottman
45
3
🎯 The GTM Mistake That Kills More Startups Than Bad Products
You can have product-market fit and still fail. If your go-to-market motion doesn’t match your price point, your CAC will quietly destroy you.
Mar 25
•
Chris Tottman
37
2
2
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