🎙️ The Relentless Podcast
Real builders talking real business. Hosted by Sam DeMaio, The Relentless Podcast features unfiltered conversations with entrepreneurs, tradesmen, and community leaders about scaling businesses, overcoming adversity, and staying relentless.
About The Show
The Relentless Podcast is where real builders talk real business. Sam DeMaio created this show to share the raw, unpolished truth about building a business from nothing — the failures, the wins, the sleepless nights, and the breakthroughs that nobody talks about on highlight reels.
Each episode features a deep conversation with a guest who has built something meaningful through hard work and determination. From fellow remodelers and contractors to digital marketers, real estate investors, HVAC entrepreneurs, and craft spirits founders — every guest brings unique lessons and battle-tested wisdom.
Featured Episodes
🔥 W-2 to 8 Figures: The Sam DeMaio Story
Sam’s own origin story — from working $7/hour jobs and sleeping on a couch to building a multimillion-dollar remodeling empire. This episode covers the mindset shifts, the pivotal moments, and the systems that made it all possible. (57 min)
🎯 The Story of Jeff Pilla — Door Knocking, Sales & Transfer of Energy
Jeff Pilla joins Sam for a conversation about the art of door-to-door sales, the power of energy transfer in business, and what it takes to keep pushing when everyone says no. (26 min)
🏠 How George Merryfield Builds Homes That Outlive Trends
George Merryfield talks about timeless home building, quality over trends, and creating structures that stand the test of time. A masterclass for anyone in the building trades. (58 min)
❄️ Heating, Cooling & Hustle (Ft. PJ D’Auria)
PJ D’Auria of D’Auria & Son Heating and Air shares the realities of running an HVAC business — from 2 AM emergency calls to building a team that delivers 24/7. (27 min)
📈 Strategy To Scaling (Ft. Steve Rozenberg)
Real estate strategist Steve Rozenberg breaks down the frameworks for scaling a service business from six to seven figures and beyond. (35 min)
🍸 The Story of Mr. Fingers — Alibi Gin
The man behind Alibi Gin shares how he went from concept to craft spirit brand — a story of creativity, hustle, and building something unique in a crowded market. (29 min)
🛣️ The Story Of 42 Freeway (Ft. Mark Matthews)
Mark Matthews of 42 Freeway — one of South Jersey’s most recognized community media brands — talks about building a local media empire and serving the community. (42 min)
🔨 The Story of Jerson Cobena — From Maryland to Millions
Jerson Cobena traveled from Maryland to share his journey starting a remodeling business from scratch — the challenges, the breakthroughs, and what keeps him going. (25 min)
💡 The ULTIMATE Masterclass for Small Businesses
An extended deep-dive session covering everything from marketing and operations to hiring and scaling — packed with actionable advice for small business owners. (1 hr 27 min)
Watch The Relentless Podcast
“The first $1M is the hardest. The next $4M is systems.” — Sam DeMaio