Episode 455
5 Steps to Land Your Dream Deal (Even If You Don't Feel Ready)
Most founders are still playing way too small. In this episode, Ruthie Schulder is back on the mic walking you through how to land the deal you’re not even letting yourself dream about—yet. From how to get into the room, to how to pitch with authority, to how to negotiate like a CEO—this episode shows you how to think bigger, pitch smarter, and structure the kind of dream deals that change everything.
MORE ABOUT RUTHIE:
Ruthie's Freebie - Exit Strategy Guide
Ruthie's Instagram - DM Ruthie on IG to connect directly
Use code SYSTEMS for 10% off all pre-recorded programs
TIMESTAMPS:
0:00 – Jordan introduces Ruthie and the Dream Deals methodology: getting what you want, faster.
2:14 – Ruthie explains why most founders are playing small—and how to name your dream deal.
6:09 – A personal story about how our brains resist dreaming big—and how to overcome that.
11:35 – A tactical exercise: how to unlock your biggest deal vision (and DM Ruthie for accountability).
14:42 – How to get “in the room” with power players—even when you don’t think you have access.
20:58 – Ruthie’s behind-the-scenes story of landing Apple a venue for Tim Cook in 24 hours.
25:50 – The Curse of Humility: why your pitch is falling flat and how to show up in authority.
35:33 – Negotiating from alignment, not desperation: holding your line and knowing when to walk away.
42:15 – The one thing no one else can do in your dream deal: hold the magic only you carry.
