200 – Delegate Up, Not Down: The Secret to Founder Freedom
December 02, 2025
What if your business could run smoothly—even grow—without you being the one to make every decision, solve every problem, or put out every fire? It’s not a fantasy. It’s completely possible. In this episode of The Business Behind Your Business, host Paul Sweeney chats with Ryan Cassin, founder of Superpowers HQ, about how entrepreneurs can finally escape the bottleneck trap and build a business that thrives independently.
Ryan reveals how to design systems that capture your judgment, not just your tasks, empowering your team to think and act with your values and intent. He breaks down how to move from doing everything yourself to leading a self-managing company where your people make smart decisions—even when you’re not in the room.
You’ll learn how to:
- Turn your systems into tools for thinking, not just checklists for doing
- Empower your team with frameworks like the approval matrix to build confidence and accountability
- Shift from “delegating down” to delegating up, seeing your team as investments rather than expenses
- Protect your golden hours so you can focus on your highest-value, most creative work
- Use automation strategically while keeping the human judgment that makes your business special
If you’ve ever thought your business can’t run without you, this episode will change your mind. Learn how to reclaim your time, scale sustainably, and keep the magic alive while your business grows beyond you.
Get Ryan’s book here: Superpowered: The Secret That Helps Every Entrepreneur Eliminate the Suck, 10X Their Impact, and Have More Fun in Work and Life
Ryan Cassin is passionate about entrepreneurship, having launched and sold multiple businesses. He co-founded Superpowers, which helps entrepreneurs hire and train their right-fit executive assistant. Cassin is also a co-founder of Here Homes, a real estate investment platform which owns and manages over 100 rental properties across Dallas.
Superpowers HQ LinkedIn
Ryan’s LinkedIn
