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What 30 Investor Pitches in 60 Days Taught Me

2 min readMar 24, 2025

(The Hard Way)

Pitching OutreachGenius

In the last 60 days, I’ve pitched to over 30 investors to raise funding for my AI software company.

Here are the four lessons that changed the game for me:

1. Be a Storyteller

Numbers inform, but stories move.

Your story should clearly answer:
πŸ‘‰πŸΎ Why this moment
πŸ‘‰πŸΎ Why this opportunity
πŸ‘‰πŸΎ Why your team

Tell the story of an underserved market, a shifting trend, or a competitor blind spot β€” and why your solution is uniquely positioned to lead.

Pro-tip: Appeal to self-interest, not mercy or gratitude.

2. Less is More

Investors don’t have time (or patience) for long-winded explanations.

Make it so simple a 5th grader could follow.

Focus on what matters most:
πŸ‘‰πŸΎ The problem you’re solving
πŸ‘‰πŸΎ Your unique solution
πŸ‘‰πŸΎ Why you and your team
πŸ‘‰πŸΎ Your traction so far
πŸ‘‰πŸΎ How they’ll make money

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David Owasi
David Owasi

Written by David Owasi

I imagine and create | AI and lead generation nerd

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