Welcome to Episode 39
In this episode, Toby Lyles speaks to Steve Sears. Steve shares his entrepreneurial journey, from working at UPS to taking over the family business, Cheyenne Stitch, and expanding into Boosters, a local retail and apparel store. He opens up about the challenges of starting a business, transitioning from custom to commercial embroidery, and the importance of recognizing opportunities in your community. Steve also discusses the reality of working with family, balancing a personal and professional relationship with his wife, and the growth of his multiple businesses. Learn how he’s created a supportive environment for both customers and employees while giving back to the community.
• “Look for a need in your community and fill it.”
• The challenges and benefits of running a business with your spouse.
• How he transitioned from a small business to working with large corporations like Holley, Sinclair, and Lowe’s.
• How seeing a need for local school and sports apparel led to the
creation of Boosters, a retail store offering local school gear.
• The importance of business partnerships and finding
collaborative rather than competitive opportunities.
• The value of owning real estate as part of a sustainable business strategy.
Resources Mentioned:
• Cheyenne Stitch – Custom and commercial embroidery services.
• Boosters – Local retail store offering school and sports apparel.
Episode 039
Release Date: January 6, 2026
Host: Toby Lyles
Guest: Steve Sears
Get in touch with Steve Sears
Facebook: https://www.facebook.com/p/Cheyenne-Stitch-100091494960867/
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Phone number: 307-634-0858
