The Dear Tech Podcast

Ep 21: Bryan Clayton: Blue-Collar Roots, Self-Taught Tech, and Scaling Without Funding


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Bryan Clayton went from pushing a lawn mower at 13 to building and selling a multimillion dollar landscaping company. Then he taught himself to code and built his next venture from scratch. In this episode, he joins The Dear Tech Podcast to share what it really takes to build a national tech platform without outside funding, formal training, or Silicon Valley connections.

We talk about the power of discipline over motivation, what most non-technical founders get wrong, and how Bryan cold-called his way to a real user base. If you’ve ever thought, “I don’t have the background for this,” this episode might change your mind.

🔍 Topics We Cover:
  • The mindset shift from blue-collar business to tech founder
  • Teaching yourself to code after building a $10M company
  • Cold-calling 500+ vendors to build the first version of the platform
  • What went wrong with the first product and how it got fixed
  • Using AI to match customers with service providers
  • Why bootstrapping forced better product and leadership decisions
  • What most non-technical founders overlook and how to fix it
  • Building trust, quality, and discipline from day one


🧠 Guest Links:


  • LinkedIn: Bryan Clayton
  • Instagram (personal): @bryanmclayton
  • Instagram (company): @yourgreenpal


💬 Let’s Keep the Conversation Going


If this episode spoke to you, share it with someone who’s ready to build even if they feel underqualified. And don’t forget to follow @deartechpodcast on Instagram for clips, updates, and behind-the-scenes content.

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The Dear Tech PodcastBy Shubho Ghosh