29d • Fundraising
The Two Things That Matter Most In A Pitch
🔥 The Two Questions Every Great Investor Pitch Must Answer: “Why Me?” and “Why Now?”
Great investors don’t back markets or ideas.
They back founders with unique insight who are building in a moment when the world is finally ready to change. Think online grocery delivery during Covid, Was it attempted earlier? Many times. So why was then not the right time and Covid was?
That’s why your ability to answer “Why Me?” and “Why Now?” with precision determines whether your pitch captures the investor or not.
💡 Why Me
Major distinction here:
“Why Me” isn’t about your résumé. It’s about the lens through which you see the problem—a lens that no one else has. Your personal upbringing, your values and view of the world, your Aha moments and your failures all inform this unique lens.
It’s your earned insight—the thing you learned through years in the trenches, a career of pattern recognition, or a moment of frustration that turned into obsession.
It’s the intersection of your experience, your network, and your conviction that lets you see the market’s blind spots before the market does.
That’s what investors are buying: your unfair advantage.
If you’ve spotted what others have missed, you must make them feel it:
🗝️ “No one else could have seen this coming, because no one else lived what I lived.”
⚡ Why Now
Timing is everything.
The world is full of right ideas built at the wrong time.
“Why Now” is your opportunity to prove that the conditions for your insight to explode into adoption finally exist.
That might be:
- A new regulation that unlocks market access
- A technology curve (AI, EV, biotech, etc.) finally reaching cost parity
- A cultural shift in consumer behavior that makes old models obsolete
The “why now” makes it clear that waiting would mean missing the window—for you and for your investor.
Show that this moment—today—is the inflection point that your solution has been waiting for.
🎯 The Founder’s Edge
The magic lies in connecting both questions:
“Because of who I am and what I’ve seen, I’m uniquely positioned to act—
and because of where the world is right now, this is the only moment it can work.”
That’s what turns a founder story into an investment thesis.
Investors don’t fall in love with decks. They fall in love with inevitability.
And inevitability is what you create when “Why Me” and “Why Now” collide.
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The Two Things That Matter Most In A Pitch
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