In this episode of the Window Cleaning Millionaire Podcast, Ryan breaks down one of the most common and confusing questions for service business owners: when to hire managers and in what order.

Fresh off the Christmas lights season, Ryan shares real numbers, real scripts, and real outcomes from implementing outbound calls to past customers. He explains how a simple call center strategy added nearly two thousand dollars in booked work in just a few days and why this system will scale significantly as more salespeople are added.

From there, the episode dives deep into hiring strategy. Ryan walks through the exact order he recommends hiring key management roles, including office manager, operations manager, and sales manager. He explains what revenue levels make sense for each hire, how to structure compensation, and the biggest mistakes owners make when hiring too early or too late.

This episode is packed with tactical advice for owners who feel overwhelmed, stretched thin, and unsure how to buy back their time without creating financial stress.

Most window cleaning businesses do not fail because the owner is bad at business.

They fail because the owner quits too early.

In this episode, Ryan breaks down the real reason businesses win or lose, and it has nothing to do with being smarter, starting with more money, or having perfect systems.

Ryan shares what the early years of Reach Window Cleaning actually looked like. Counting cash to pay bills, slow seasons, bad months, bad hires, failed marketing, and doing everything himself. What looks like fast success from the outside was built on years of grind that most people are not willing to endure.

If you are in year one, two, or three and questioning whether this is worth it, this episode is for you.

In this solo episode, Ryan records the Monday before Thanksgiving and reflects on gratitude—not in a fluffy way, but as a practical leadership tool for service business owners.

He talks about a brutally rainy week in Arizona that tanked what should’ve been a huge revenue week, how his team handled it, and why gratitude kept him from panicking or making desperate decisions.

Ryan also shares how a $60K mentor (Keaton “The Muscle” Hoskins) drilled gratitude and time management into him, why he’s recommitting to those habits, and how you can use gratitude to zoom out and remember how far you’ve really come.

Instagram: @ryanthewindowcleaner

DM the word “podcast” if you want help growing your window cleaning, pressure washing, or Christmas light business, or if you just have questions and want to connect.