Money Lab The Outsourcing Experiment
Nov 22, 2025
Dive into the fascinating world of outsourcing and team building as Matt shares his journey from doing everything himself to learning the art of delegation. Discover the costly hiring mistakes he made and how they shaped his perspective on teamwork. From testing freelance writers to creating standard operating procedures, he reveals how outsourcing can streamline operations. Tune in for insights on aligning outsourced roles with revenue and becoming a better manager while maintaining a lean team. It’s a witty exploration of entrepreneurship and scaling a business!
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Hired Writer Broke The Solo Myth
- Matt describes his early belief that only he could write pool-care articles and do his business tasks.
- He hired a freelance writer who proved him wrong and shattered that limiting belief.
The $40K Hiring Lesson
- Matt recounts hiring too many people, creating a manager role and becoming a linchpin who still did critical work.
- That overhire led to poor hires, wasted money, and $40k credit card debt before selling Roasty.
Outsourcing Book Shipping Freed Them
- In 2025 Matt and Steph were doing everything themselves, including shipping books and customer service, until it became unsustainable.
- Outsourcing book shipping immediately removed the constraint and improved margins and workflow.
