Sheldon Gould: What 25+ Years in a Small-Market Contracting Business Really Teaches You
Wed Feb 04 2026
Running a contracting business in a small town isn’t glamorous—and Sheldon Gould doesn’t pretend it is. With over 25 years in lawn care, snow removal, land leveling, and property maintenance, Sheldon shares what it actually takes to survive when competition is tight, prices keep climbing, and growth feels slow.
This episode is for contractors who are still showing up every day and wondering how to build a business that lasts.
Takeaways:
✅ Longevity beats hype: Why staying profitable and trusted for decades matters more than fast growth
✅ Small towns come with real limits: He breaks down what competition, undercutting, and pricing pressure look like when your market is under 1,000 people
✅ Growth doesn’t mean more machines: Sometimes one attachment or service tweak beats buying a whole new fleet
✅ Why “local recognition” works better than big marketing numbers: How a few hundred local followers outperform thousands of random views.
✅ Calculated risk vs. blind risk: Expanding only after demand shows up—not before—can keep you alive long enough to grow.
Why It Matters:
If you’re grinding in a small market, feeling stuck, or wondering why growth feels harder than it should—this episode proves you’re not broken, and neither is your business.
Links:
➡️ Check out Sheldon Gould’s S&N Custom Lawn Care Facebook Page: https://www.facebook.com/sheldon.gould.9
➡️ Shop Attachments: Build your business with the right attachments. https://www.skidsteernation.com
➡️ Marketing Help: Marketing built for blue-collar contractors. https://getthrottledup.com/
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Running a contracting business in a small town isn’t glamorous—and Sheldon Gould doesn’t pretend it is. With over 25 years in lawn care, snow removal, land leveling, and property maintenance, Sheldon shares what it actually takes to survive when competition is tight, prices keep climbing, and growth feels slow. This episode is for contractors who are still showing up every day and wondering how to build a business that lasts. Takeaways: ✅ Longevity beats hype: Why staying profitable and trusted for decades matters more than fast growth ✅ Small towns come with real limits: He breaks down what competition, undercutting, and pricing pressure look like when your market is under 1,000 people ✅ Growth doesn’t mean more machines: Sometimes one attachment or service tweak beats buying a whole new fleet ✅ Why “local recognition” works better than big marketing numbers: How a few hundred local followers outperform thousands of random views. ✅ Calculated risk vs. blind risk: Expanding only after demand shows up—not before—can keep you alive long enough to grow. Why It Matters: If you’re grinding in a small market, feeling stuck, or wondering why growth feels harder than it should—this episode proves you’re not broken, and neither is your business. Links: ➡️ Check out Sheldon Gould’s S&N Custom Lawn Care Facebook Page: https://www.facebook.com/sheldon.gould.9 ➡️ Shop Attachments: Build your business with the right attachments. https://www.skidsteernation.com ➡️ Marketing Help: Marketing built for blue-collar contractors. https://getthrottledup.com/