Jessica Mastors

1 podcast appearance · 4 clips

Top clips

The Angel Next Door · Jessica Mastors

On the day of my graduation, I encountered my friend wearing this black robe, and he opened his robe, and he was wearing black T shirt with white letters on his chest that said educated. Inside, I was like, what? You think that it's over because we have a degree?

Visual, specific moment that started her journey. The 'educated' t-shirt is a memorable image that crystallizes the absurdity she felt about formal education.

2:34 - 3:1844s

The Angel Next Door · Jessica Mastors

Practical Framework

Narrative is not story. Narrative is like a collection of stories that you could think of as, like, each one is a room in a house, and the house is the narrative. Story becomes more effective the more you reduce the scope.

Perfect metaphor for understanding story vs narrative distinction. The house/room analogy is highly quotable and actionable for founders. Creates immediate clarity on a complex concept.

20:27 - 20:4922s

The Angel Next Door · Jessica Mastors

Practical Framework

How much are they just expecting to hear the same old thing? So how can you start with a little surprise? Like, a little to make them curious. If you think about the emotional journey that you wanna take them through, it can be really transformative.

Tactical advice for pitch differentiation with specific mechanism (surprise, curiosity). Questions make it immediately actionable for founders preparing investor conversations.

18:00 - 18:2020s

The Angel Next Door · Jessica Mastors

Business Mechanics

It's much more helpful to think about the investor conversation as an emotional journey for that investor. What do I want them to feel first, second, third, last? Any great story is never just one note - there are ups and downs, highs and lows, moments of doubt.

Reframes fundraising from content delivery to emotional design. Contrarian to typical pitch advice focusing on facts/metrics. The emotional roller coaster concept is immediately actionable.

17:18 - 17:5942s

Episodes

The Angel Next Door

The Art and Science of Storytelling in Startup Fundraising with Jessica Mastors

Jessica MastorsDec 18, 202533 min