Feb. 23, 2025
The Unspoken Rules of Startup Fundraising in 2025
Today we published the long-awaited season 12 finale of The Pitch 🎉 The episode documented the realities of fundraising as told by 14 startup founders who successfully (or unsuccessfully) raised funding for their startup.
Summer 2024 brought an unexpected chill to startup fundraising. While investors lounged in Tuscany (or at least acted like they were), founders faced what The Pitch host Josh Muccio called "a cold dark VC winter, in the heat of summer."
Even the hottest deals struggled to close as almost every deal in in progress ground to a halt.
When Yes Means Maybe
The gap between verbal commitments and actual investments became painfully clear this season. Christie of Christie's Chips put it best: "Follow up with people up to the point of almost annoyance."
Multiple founders saw enthusiastic commitments in the pitch room turn into months of silence or polite declines.
What Actually Worked
The founders who successfully closed their rounds shared some common approaches:
Speed Wins
Elizabeth Yin of Hustle Fund emerged as the most reliable investor, often closing deals within a week of due diligence. When she said yes, she meant yes. As one founder noted, "Elizabeth signed and wired like a week after the due diligence call."
Flexible but Firm
Capella from geCko Materials showed how to handle valuation discussions. Rather than starting with a fixed number, she remained open while maintaining confidence: "This is going to be a multi-billion dollar company. So I'm not worried about valuation." She eventually landed at $26M pre-money.
Geographic Advantages
Smart founders leveraged location-based opportunities. Oma Health tapped into Alabama's matching program, while Feedback Intelligence kept costs low with an engineering team in Armenia.
The New Fundraising Playbook
Based on the season's successes and failures, here's what worked:
-
Relationship First, Money Second The most successful raises came from building relationships before asking for money. As host Josh Muccio noted in the season 12 finale, "Always relationship building. Sometimes fundraising."
-
Precise Documentation Ryan from Dopl showed the power of being prepared. He created detailed agendas for investor calls and had a complete data room ready to share.
-
Clear Numbers Successful founders knew exactly what they needed. As Khaylah from Oma Health explained: "I was very methodical about how much money I needed to raise in order to build the company, sustain myself."
Looking Ahead to 2025
The funding landscape is shifting. While Season 12 saw $3.8M invested ($2.8M from listeners), the path to closing deals is getting longer and more complex.
-
Capital efficiency matters more than ever
-
Strategic investors are increasingly valuable
-
Regional advantages can make or break a deal
-
Fundraising timelines are extending
Perhaps Devina from Kinometrix summed it up best: "I am a very optimistic person, but I am a realist. Optimism is not fantasy."
A successful fundraise in this environment requires a strange mix of both optimism and realism from founders.
Breaking the Manufacturing Mold: How KAV Sports Turned the Traditional Model Upside Down
"You're leaving Guidewire to make what?"
That's what everyone asked Whitman Kwok when he announced his next move after the Guidewire IPO in 2012.
And honestly? I get it.
Of all the things he could choose to work on next, bike helmets did not make…
From Italian Barbershop to Madison Avenue: How Barberino’s is Building the "Ferrari of Men's Grooming"
Ellis Island, 1910…
A young Italian steps off the boat and makes his way to Boston, where he becomes THE go-to barber for the Italian American community. They nickname him "Barberino" - meaning "little barber" in Italian.
That barber was Mi…