Solving the Marketplace Chicken‑and‑Egg Problem

Bryan explains cold‑calling pros, offering coaching and involvement, and hand‑holding vendors to build initial supply.

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#607 From push mower to tech founder, Bryan Clayton’s story is proof that small beginnings can lead to massive success! In this episode, host Brien Gearin sits down with Bryan Clayton, co-founder and CEO of GreenPal — the “Uber for lawn care.” Bryan shares how he went from mowing lawns in high school to building and selling an 8-figure landscaping company, then pivoting into tech to launch a nationwide marketplace for lawn services. From the challenges of scaling a local business to the hard lessons of building software from scratch, Bryan breaks down what it takes to spot opportunities, solve real problems, and grow a startup into a platform now serving hundreds of thousands of users across 300+ cities!

What we discuss with Bryan:

+ Starting mowing lawns in high school

+ Building an 8-figure landscaping company

+ Selling business and “retiring” at 33

+ Inspiration from The Social Network

+ Launching GreenPal as “Uber for lawn care”

+ Early struggles with software development

+ Learning to code from scratch

+ Scaling city by city across the U.S.

+ Using PR and content for growth

+ Importance of retention and customer support

Thank you, Bryan!