In this inspiring episode of The We Are All Awesome Show powered by WiddyUP, Carter and Randy sit down with Walter Stradley, a high school junior from Jackson, Wyoming, who’s not just managing grades and AP classes, but also running a thriving landscaping business. From balancing 30-hour work weeks with late-night study sessions to sharing insights on pricing, customer service, and confidence-building, Walter walks us through the hustle mindset that fuels his success. You’ll hear how he juggles school and entrepreneurship, why he’s considering online college over traditional routes, and what it takes to grow a small business before graduation.
Walter also opens up about the real-life skills that school doesn't teach: how to talk to adults, shake hands with intention, and build relationships that lead to referrals. He shares advice for middle schoolers and aspiring young entrepreneurs, emphasizing the value of mentors, mindset, and mapping your goals. Whether you're a student, parent, educator, or just someone who appreciates ambition, this episode is packed with practical wisdom and positive energy.
#entrepreneurship #studententrepreneur #landscapingbusiness #youthbusiness #k12education #careerreadiness #financialliteracy #schoolpodcast #widdyup #weareallawesome What you’ll learn:
- How to build a real business before you can even legally work Walter started mowing lawns at 11 — now he’s running a full-service landscaping operation with 30+ clients as a high school junior.
- Why confidence (not connections) opens doors Learn how firm handshakes, eye contact, and clear communication helped Walter land clients and grow fast — no marketing degree required.
- The real ROI of skipping the ‘college experience’ Walter breaks down his plan to stay local, earn while he learns online, and scale his business — instead of spending $60K to “go out with friends.”
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