A founder came to me last month after pitching 200 investors.
Zero responses. Zero meetings. Zero interest.
He'd used ChatGPT to write his entire deck. Took him 37 minutes. He thought he was being efficient.
Founders are treating AI like it understands the stakes of fundraising.
Unfortunately, most founders dump prompts into ChatGPT and expect investor-ready decks to appear.
Here’s the problem:
AI doesn’t care what happens if you don't raise.
Your business dies. Your team loses their jobs. Your years of work vanishes.

ChatGPT doesn't care if you characterize your TAM as $5 billion or $50 billion. But that choice could seal your fate.
Why Most Founders Still Struggle (Even with AI)
The mistakes that kill AI-generated pitches:
- They cheat, not leverage: They treat AI like a shortcut, not a skill
- Sht in, sht out: Their prompts are terrible, so their outputs are worse
- Guessing, not critical thought: They don't know what investors are actually looking for
- Speed over quality: They think faster equals better (it doesn't if you skip the thinking)
- Machine → machine: They forget that investors are using AI too
I use AI myself. What takes me a week to structure manually takes six hours with the right tools.
But I've been doing this for over 15 years. I know where to poke, prod, and cajole to get a decent draft.
The prompts I use are sometimes 5,000 words long… backed by stacks of data from my 10,000+ hours that have turned into billions of dollars for founders…
…and even I don’t use AI’s final outputs.
Most founders don't have that experience.
So let me show you what actually works.
Step 1: Use AI to Build a Better Pitch, Not a Fake One
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AI doesn't know your story. You do.
It can structure your deck and clean up your narrative.
But if you overuse it, your deck sounds like a robot MBA wrote it (filled with all the fluff & BS you might expect from one).
The right approach:
- Use targeted questioning to expose your most valuable KPIs and customer behaviors
- Take great pains to feed AI your actual story (customer pain points, early wins, real numbers)
- Let AI draft the structure, then humanize everything
- Remember: humanization tells the story and is unique to your business
What this looks like in practice:
You write: "We help sales teams close deals faster"
AI structures it: "Solution: AI-powered CRM that reduces sales cycle length by 40% through automated lead scoring and personalized outreach sequences"
You humanize it: "Our customers were losing deals because reps spent 6 hours a day on admin instead of selling. Now they close 3x more deals with the same team."
Think of AI as your junior analyst, not your co-founder.
It's great at formatting and summarizing.
It's terrible at emotion, conviction, and real-life examples: which are what actually win investors over.
An AI-generated pitch can only be a starting point. The humanization part? That's where fundraising actually happens.
Step 2: Use AI to Find the Right Investors (Not Just Any)
This is where AI gets really interesting.
New tools can analyze investor data and tell you who's most likely to say yes.
You're not just pitching investors. You're pitching the RIGHT investors:
- The ones who actually understand your space
- The ones who've written checks for companies like yours
- The ones who won't waste six months just to pass
Platforms like Affinity, PitchBook, and AI-based CRMs are giving a bit more structure to investor research.
How founders use them smartly:
- Filter investors by fund stage, location, and deal size
- Look at past deals (if they backed three AI SaaS startups in the past year, you're in the right lane)
- Use NLP tools to match your pitch with investor interests
A healthtech founder I coached used an AI CRM to map which investors had funded competitors in the past 18 months.
Within a week, she had a shortlist of 15 aligned investors instead of 200 random names from Google.
Two weeks later, she had her first call with someone who already understood the space.
Just don't get lazy.
Even the best algorithm can't replace human follow-up or building real relationships.
Step 3: AI-Powered Due Diligence Is Exposing Weak Pitches
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Investors aren't flipping through your deck with coffee anymore.
They're feeding your data into AI that analyzes financials, compliance, customer churn, and even the tone of your emails.
Translation: you can't fake it.
What AI catches that you thought you could hide:
- Revenue numbers that don't match across slides
- Customer logos you mentioned but can't prove
- Churn rates that seem too perfect
- Financial projections that don’t stack up
If your numbers are real, your customers are happy, and your story checks out, AI actually helps you look better.
So:
Keep your data clean and up to date. Double-check your numbers before sending anything.
Fancy storytelling won’t cover weak fundamentals.
Be real. That's the new competitive advantage.
The Takeaway: AI isn't replacing founders. It's exposing them.
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It's showing who's thoughtful, who's sloppy, and who's actually solving real problems.
If you're raising capital right now, don't fight it. Use it.
Use AI to work smarter, but remember: the best pitches still come from humans who know their story, not machines that predict it.
Investors may use AI to evaluate you, but they'll still fund you, not your algorithm.
AI can help you work faster, but institutional investors expect materials that AI alone can't create.
If you need a deck and narrative that actually gets investors interested, see how we work with founders at unicorncapital.io/work
There are 4 ways I can help you:
02. Deep-dive Digital Courses for Founders — Self-paced courses teaching you to overhaul your pitch, find investors & get funded faster.
03. 1-on-1 Capital Raise Coaching — Build your pitch. Find your best investors. Get them interested. Close your round.
04. Promote Your Business to 2K+ Weekly Readers — Want to grow your audience, subscribers, or customer base? Showcase your brand inside of my newsletter.