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The Claude Due Diligence Playbook That Gets You to Closing
Diligence isn’t a formality. It’s where the deal actually gets decided.
Jul 15
•
Chris Tottman
47
The Claude Prompt That Found My Real ARR. Then I Raised.
The controversy is real. So is the fix. Nine Claude prompts that find your true ARR, and the words to defend it
Jul 13
•
Chris Tottman
50
1
The Thing You Are Building Is Not Working. Here Is How to Know What to Do Next.
Most founders wait too long to pivot and move too fast when they do. The framework for making the hardest call in a startup - before the runway forces…
Jul 8
•
Chris Tottman
41
5
I Made Claude Build My 13-Week Cash Flow Forecast. Here’s Every Prompt.
No analyst. No template. No “final_v2_ACTUAL.xlsx.” Just the files you already have and the right prompts.
Jul 6
•
Chris Tottman
59
3
The Claude Guide Every Founder Should Run Before Fundraising
9 prompts that replicate how modern VC firms screen your pitch deck before a partner ever opens it
Jul 1
•
Chris Tottman
51
2
8
You Just Got a Term Sheet. Do Not Sign It Yet.
The complete Claude prompt system for reading every clause and walking into negotiations knowing exactly where to push
Jun 15
•
Chris Tottman
49
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
130
20
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
143
2
19
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
62
12
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
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