Better Problems: The Entrepreneur's Guide to Growth

Good Neighbor Podcast: Union

Ever wonder why some skilled tradespeople struggle to grow their businesses despite doing excellent work? Drew Wilson of Kensho LLC pulls back the curtain on a hidden epidemic affecting blue-collar businesses across America: the communication and marketing gap.
Drew brings a unique perspective as someone who bridges two worlds – formally educated in white-collar business strategies while having grown up working on a 115-year-old home, getting his hands dirty with every imaginable repair. This dual background allows him and his partner to translate corporate marketing effectiveness into practical solutions for trades and service-based businesses that are often too busy putting out daily fires to focus on growth.
The conversation reveals how Kensho's discovery process often uncovers that business owners' perceived problems aren't actually their biggest obstacles. Through careful consultation, they identify where small businesses are leaving money on the table – frequently from missed leads or poor communication systems. Their approach varies from small operations doing $500,000 annually to companies breaking through the $5 million ceiling, with flexible packages growing alongside the business.
Most refreshing is Kensho's no-contract philosophy. As Drew explains, "We don't require contracts because we deliver the value and then some month after month." This confidence stems from consistently generating measurable results while helping clients develop "better problems" – the challenges that come with growth rather than stagnation.
The episode also explores the psychological barriers many business owners face when considering marketing investments. Drew makes a powerful distinction between something being "expensive" versus "costly" – an expense without proportional returns versus a cost that generates greater value than the investment itself. This mindset shift helps trade business owners move from fear-based decisions to strategic growth planning.
Want to stop leaving money on the table in your service business? Visit KenshoAI.com to schedule a discovery call and see if their approach could transform your business communication and marketing systems.

Chapters

1. Introduction to Drew Wilson and Kensho (00:00:00)

2. Marketing for Blue Collar Businesses (00:03:22)

3. The Discovery Call Process (00:08:49)

4. Case Studies and Pricing Psychology (00:14:49)

5. Entrepreneurial Journey and Personal Growth (00:19:47)

6. Client Management and Success Stories (00:28:40)