Ep. 49 — Choufani & Bailey Roofing & Restoration

On this episode, Drake sits down with James Bailey, co-founder of Choufani & Bailey Roofing & Restoration—a full-service residential and commercial roofing company known for quality roof repairs, replacements, storm damage restoration, and insurance claim guidance across Wilmington and the broader NC region.choufaniandbailey.com

James shares his powerful personal journey from overcoming addiction to building a thriving business alongside his partner, and we dig into what it really takes to lead with trust, grit, and partnership in construction. We talk about reinvesting early into operations and team culture, his no-nonsense approach to hard work, and the vision he has for scaling with integrity. If you’re a construction business owner looking to elevate your service standards and grow with purpose, this grounded conversation is packed with lessons on leadership, resilience, and building long-term client trust...

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🎙️ Ep. 48 – Chris Delaney | Delaney’s Coastal ConstructionIn this episode, we sit down with Chris Delaney, owner of Delaney’s Coastal Construction, a licensed general contractor in Wilmington, NC. Chris shares his journey of nearly a decade in construction, branching off in the late 2010s to build a business known for trust, craftsmanship, and faith-driven leadership.Delaney’s Coastal Construction specializes in:🏠 New construction in Wilmington, NC🔨 Full home renovations and remodels➕ Additions and expansions🛠️ Investor and homeowner projects across the North Carolina coastWe talk about the real challenges of starting a construction business, reinvesting to scale, balancing risk with opportunity, and why faith has been a cornerstone of Chris’s growth.If you’re searching for insights on home remodeling, general contracting, or running a small business in Wilmington, this episode delivers both practical lessons and an inspiring story.🔗 Learn more about Delaney’s Coastal ConstructionWebsiteFacebookInstagram🎥 Produced by Holy Hill MediaWebsiteFacebookLinkedIn🎙️ Hosted by Drake JimenezInstagramLinkedIn📞 Looking for reliable call generation from a marketing agency that actually picks up the phone?Let’s talk → [email protected]

Ep. 47 – The Soul of the Craft with Phoenix Phillips

This week, we sat down with Phoenix Phillips, a freelance videographer out of San Angelo, Texas, who’s been quietly building one of the most unique voices in storytelling inside the tattoo industry.

Phoenix has worked with some of the biggest names in the game—Bishop Tattoo Supply, Nocturnal Ink, Mister Cartoon, Chuco Moreno, and more. But what sets him apart isn’t just the camera work—it’s the vision behind it. Through his series, The Artist Connection, he brings out raw, unfiltered conversations with world-class tattoo artists, giving voice to stories that often go untold, and bringing the gap between the average joe and industry legends.

In this episode, we dig into how Phoenix found himself in the tattoo world almost by accident back in 2017… and how that “accident” turned into PHX Productions, a sought-after content shop known for crafting bold, evoking videos that do more than look good—they connect.

We talk about:

• Why great storytelling starts with listening
• Creating in a niche that wasn’t asking for you—but needed you
• The hustle behind freelance video work
• What artists really want from video (it's not about the edits)
• And how to make content that actually carries substance

If you're in the creative world, the trades, a fan of the tattoo industry, or just trying to figure out how to build something real with your skills—this one will hit home.

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🎙 Ep. 46 – Building on Legacy: ANS Steel Buildings with Erica & Abel Salazar

In Ep. 46 we dive into the story of ANS Steel Buildings, a family‑driven company in Defiance, Ohio, co‑led by Erica and Abel Salazar, turning fully-customizable, 100 % galvanized steel structures—garages, carports, hybrids, gambrels, agricultural and commercial buildings—into a growing empire.

Erica and Abel open up about the grit and grind behind scaling their business—from welding and fabricating in a garage, to building a trusted dealer network and touring their expanded manufacturing facilities. You’ll hear how a “figure it out” mentality, passed down from their parents, fuels everything—from site installs to operational growth.We’ll dig into how they empower dealers with personal connection and display models, stay true to their values amidst scaling challenges, and balance business growth with a heart for quality and perseverance.

Drake, Erica, Abel discuss the hard truths of finding the right people, trusting in God's timing, and building something that lasts—both in steel and in legacy.If you’re in residential construction, or just curious about how to grow a values-driven, family-built business, this episode blends practical insights with a legacy in motion.

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In this episode, veteran deck builder Lou Lattanzio, who’s been swinging a hammer since age 17, shares how The Deck Nerds deliver luxury decks across Wilmington by pairing deep product knowledge with old-school integrity and follow-through. We get into why many up-and-coming contractors over-promise, virtually nullifying warranties, how seasoned craftsmanship sets you apart in residential construction, and how he reinvested to scale.

If you own a construction, remodeling, or specialty-trade company and want practical insight on standing out online while keeping your word on-site, this convo is for you.

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In this episode, Steven Speck, Managing Partner of Rustbelt Capital, shares his insights on key principles for sound investing. Steven's career path, from studying commodities to investment in multifamily real estate, highlights his emphasis on identifying the optimal investment "vehicle." The conversation breaks down the critical importance of due diligence, thorough underwriting, and property inspection, to accurately assess value and potential risks. Steven and Drake discuss the power of leverage, which extends beyond debt to include networking, skilled teams, and efficient systems, as a means to maximize returns. The discussion also contrasts the advantages of multifamily real estate—simplicity, cash flow, and leverage—with less desirable options like triple-net leases. A long-term investment perspective and avoiding emotional decisions swayed by short-term market volatility or political influences are essential. Ultimately, Steven discusses his focused approach, emphasizing the necessity of staying committed to core competencies and resisting distractions to achieve sustainable investment success.

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Book: "An Infinite Game" on Amazon

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This episode is brought to you by Freedom Path Planning! Struggling to define your business endgame? FPP provides the clarity and expertise you need to sell your business and secure your legacy. Get $500 off their Strategic Business Valuation Package with code DoubleClickPodcast (during qualification). FPP helps business owners define their ideal exit, simplifying decision-making and maximizing business value.

-Find Your Business Valuation Today

Episode 43: Steve Sinn, the man behind Tri-County Roofing and Home Improvement. If you're anywhere in Northwest Ohio, you've probably heard of them...Steve's been part of Tri-County for over a decade, and he's been steering the ship as the owner for the past three years of this local roofing and home improvement staple. In this podcast, Drake and Steve dive deep into Steve's journey in construction, from acquiring the business and taking over a 30-year-old company to navigating the ups and downs of running a business in today's market. We're getting into the details of how he managed the acquisition, what it's like to run such an established company, and how he and his wife juggle the whole "business and marriage" thing – something I know a lot of you can relate to.

Plus, we're tackling the big topic of the workforce in the trades. Steve has some really interesting perspectives on that. And, of course, we'll be talking about what makes Tri-County stand out amongst the spectrum of local competitors.

Steve's got a lot of wisdom to share, and he's not afraid to keep it real.

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Phone Number: (419) 782-7663

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Episode #42 with Dan & Brooke Bostelman, Owners of Straight Line Outdoor

In this episode, Drake sits down with Dan and Brooke Bostelman, owners of Straight Line Outdoor, a landscaping, hardscaping, and lawn maintenance company serving Northwest Ohio. They discuss the journey of building their business together, and navigating the challenges and rewards of entrepreneurship as a couple. The conversation explores how their faith in God has been foundational to both their marriage and the success of Straight Line Outdoor. They share insights into their approach to reinvesting in the business for continued growth, the importance of seeking and utilizing outside counsel for guidance, and the balance they strive for between family life and the demands of a thriving business. Dan and Brooke also discuss their commitment to serving their community and their vision for the future of Straight Line Outdoor.

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This episode is brought to you by Freedom Path Planning! Struggling to define your business endgame? FPP provides the clarity and expertise you need to sell your business and secure your legacy. Get $500 off their Strategic Business Valuation Package with code DoubleClickPodcast (during qualification). FPP helps business owners define their ideal exit, simplifying decision-making and maximizing business value.

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Episode #41 with Zach Freeman, Owner of Imperial Media

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Episode #40 with Dustin Shclachter, Owner of OBIC, ART, and S&S Directional Boring:

Dustin Schlachter, a Trenchless Technology expert with over 25 years of experience, began his career in 1999 as co-owner of S&S Directional Boring, mastering horizontal directional drilling and expanding the business. In 2007, he founded Advanced Rehabilitation Technology, specializing in innovative coatings and buried asset rehabilitation in wastewater and potable water systems.

Dustin later became involved with OBIC Products, driving innovative coating and lining solutions to improve underground structure durability. His dedication to cost-effective, eco-friendly solutions has solidified his reputation as a trusted expert and innovator in Trenchless Technology.

In this episode, Drake & Dustin cover a range of entrepreneurial experiences. They discuss his path in scaling multiple businesses, operational leadership in a multi-million dollar company, his trials & comeback story, and spiritual journey as a husband, father, and entrepreneur.

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