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Most business content shows the outcome but hides the cost.
In this episode of Built the Hard Way, Josh sits down with Kevin Birky, founder of RoofSource, to talk about what it really takes to build a successful construction company from the ground up.
Kevin’s entrepreneurial journey started long before roofing. From working in construction as a teenager to helping grow an equipment rental business from 7 employees to 95 employees across multiple markets, he learned the realities of scaling operations, managing people, and building something bigger than himself.
But eventually, Kevin realized something every entrepreneur faces: he was building someone else’s company instead of his own.
That realization pushed him to take the risk and launch RoofSource. With limited capital, no guaranteed path, and a willingness to bet on himself, Kevin used relationships, reputation, and relentless execution to build a roofing company in one of the most competitive markets in the country.
After moving from Minnesota to Florida, Kevin rebuilt again — navigating hurricanes, insurance changes, labor challenges, and a shifting roofing industry. Instead of relying only on storm restoration, he strategically moved RoofSource toward commercial projects, government contracts, high-end residential work, and long-term relationships.
Connect with Joshua Pies
👉LinkedIn: https://www.linkedin.com/in/joshuapies/
Connect with Kevin Birky
👉LinkedIn: https://www.linkedin.com/in/kevin-birky-a7b38628b/
Want to be a guest? Sign up here https://c47films.com/about/bu-business-podcast-network/built-the-hard-way/
00:00 — Why Most Business Content Doesn’t Tell the Truth
01:20 — Growing Up Around Entrepreneurs and Construction
04:30 — Scaling a Company From 7 Employees to 95 Employees
10:10 — The Moment Kevin Realized He Was Building Someone Else’s Dream
12:45 — Buying a Roofing Company That Fell Apart at Closing
15:30 — The Yellow Pages Gamble That Started RoofSource
18:30 — The Tornado That Changed Everything
22:30 — Moving RoofSource From Minnesota to Florida
27:00 — Why Storm-Based Roofing Businesses Fail
31:00 — The Power of Referrals and Building Trust
35:00 — Building Crews and Taking Care of Your People
38:00 — The Hardest Part of Scaling: Letting Go
42:00 — The Long Game of Entrepreneurship
45:00 — Kevin’s Advice for Entrepreneurs Building From Scratch
🔔Follow Built the Hard Way on Apple Podcasts, Spotify, Amazon Music, iHeartradio, Deezer and etc., for honest conversations with founders, operators, and builders who know success is never as simple as it looks online.
Because behind every great business is a story nobody talks about enough: what it cost to build it.
#BuiltTheHardWay #ConstructionBusiness #EntrepreneurJourney #RoofingIndustry #SmallBusinessGrowth
Most business content celebrates the exit but rarely talks about the decades of discipline it took to earn it.
In this episode of Built The Hard Way, Josh sits down with entrepreneur and former CoolToday founder Jaime DiDomenico to unpack one of the most methodical business-building stories you'll hear. Jamie didn't start with investors, a groundbreaking idea, or a shortcut. He started earning $4 an hour stocking HVAC technician bins while putting himself through college, believing his future would be in corporate accounting.
Instead, he found opportunity in the skilled trades.
After nearly two decades climbing from warehouse employee to executive, Jaime took the biggest risk of his career by purchasing a struggling HVAC company that was losing money every year. Rather than chasing quick wins, he built a 15-year strategic plan, established clear company values, invested in culture, and committed to long-term execution over short-term growth.
Fifteen years later, that failing business had grown from $1.7 million in annual revenue to nearly $39 million, ultimately becoming part of one of the largest home service organizations in the country.
Throughout the conversation, Jamie shares why entrepreneurship demands discipline more than brilliance, why company culture isn't optional, how strategic planning creates freedom, and why building a business that's valuable to others requires thinking decades ahead instead of quarter to quarter.
Whether you're running a home service business, leading a growing company, or dreaming of one day selling what you've built, this conversation offers practical lessons from someone who truly built it the hard way.
Connect with Joshua Pies
👉LinkedIn: https://www.linkedin.com/in/joshuapies/
Connect with Jaime DiDomenico
👉LinkedIn: https://www.linkedin.com/in/jaime-didomenico-819147b/
Want to be a guest? Sign up here
https://c47films.com/about/bu-business-podcast-network/built-the-hard-way/
00:00 Introduction to Entrepreneurship Mindset
03:02 Journey from HVAC to Entrepreneurship
06:02 The Transition to Business Ownership
09:09 Strategic Planning and Growth
12:00 Selling to Wrench Group
14:56 Navigating Challenges and Market Changes
18:08 The Importance of Service in Business
21:02 The Value of Trades and Education
23:59 Embracing Technology and AI in Business
26:47 Transformational Phases in Entrepreneurship
30:32 Community Engagement and Philanthropy
32:36 Curating Company Culture
36:16 Learning Through Experience
39:40 The Reality of Entrepreneurship
42:44 The Secret Sauce of Success
46:33 Books and Resources for Entrepreneurs
53:48 The Call to Action for Community Involvement
🔔Follow Built the Hard Way on Apple Podcasts, Spotify, Amazon Music, iHeartradio, Deezer and etc., for honest conversations with founders, operators, and builders who know success is never as simple as it looks online.
Because behind every great business is a story nobody talks about enough: what it cost to build it.
#BuildTheHardWay #Entrepreneurship #BusinessGrowth #BusinessExit #HVAC
Most entrepreneurs spend years building a business but almost no time preparing to sell one.
In this episode of Built The Hard Way, Josh sits down with entrepreneur, investor, and M&A advisor Carey Sobel to unpack the lessons learned from building, operating, buying, and selling businesses across multiple industries.
From launching a college media company and owning restaurants, bars, and marketing agencies to helping founders navigate business acquisitions and exits today, Kerri shares the wins, mistakes, partnerships, seller-financed deals, and hard-earned lessons that shaped his career.
The conversation goes deep into what most owners get wrong when preparing to sell a company, why private equity buyers often have an advantage, how deal structure can matter more than price, and the practical steps every entrepreneur should take long before they ever consider an exit.
If you're building a company, thinking about selling one, or simply want to understand how real wealth is created through business ownership, this episode delivers a candid look at the realities behind successful exits.
Connect with Joshua Pies
👉LinkedIn: https://www.linkedin.com/in/joshuapies/
Connect with Carey Sobel 👉LinkedIn: https://www.linkedin.com/in/careysobel/
Want to be a guest? Sign up here https://c47films.com/about/bu-business-podcast-network/built-the-hard-way/
00:00 The Cost of Business Success
01:21 Founder's Journey: Carrie Sobel's Story
05:01 Navigating Mergers and Acquisitions
10:01 Lessons from the Restaurant Industry
16:30 The Evolution of a Business Mindset
22:14 Future Vision: Exit Planning and Beyond
25:31 Navigating the Business Brokerage Landscape
28:20 Maximizing Business Value for Sale
30:43 The Emotional and Financial Aspects of Selling
35:07 Preparing for a Successful Business Exit
41:10 The Importance of Integrity in Business Transactions
44:15 Strategizing for Future Business Success
🔔Follow Built the Hard Way on Apple Podcasts, Spotify, Amazon Music, iHeartradio, Deezer and etc., for honest conversations with founders, operators, and builders who know success is never as simple as it looks online.
Because behind every great business is a story nobody talks about enough: what it cost to build it.
#BuiltTheHardWay #RoofingBusiness #Entrepreneurship #HomeServices #BusinessGrowth #ContractorLife #RecurringRevenue
Most roofing companies make money replacing roofs. Mike Feazel saw a completely different opportunity.
In this episode of Built The Hard Way, Josh Pies sits down with the founder of Roof Maxx to break down how he built one of America’s top roofing companies, exited successfully, then came back to reinvent the industry through roof rejuvenation, maintenance, and recurring revenue.
Mike explains why modern shingles fail faster, how Roof Maxx discovered a way to restore aging roofs instead of replacing them, and why the future of roofing may look more like HVAC maintenance than traditional construction.
The conversation dives deep into private equity entering home services, scaling dealer networks nationwide, building virtual companies, AI inside operations, consumer trust problems in roofing, and how entrepreneurs can create entirely new categories inside old industries.
This episode is packed with real operator insight for contractors, founders, blue-collar entrepreneurs, and anyone interested in scaling a service business the hard way.
00:00 – Why most business content hides the real cost
02:12 – Mike Feazel’s roofing journey starts in the 1980s
05:44 – Building one of America’s top roofing contractors
09:53 – Selling the company and struggling with “retirement”
13:01 – Discovering the Roof Maxx opportunity
18:24 – Why modern roofs fail faster today
23:41 – The hidden economics of roof replacement
28:10 – Building a nationwide dealer network
33:26 – How Roof Maxx spends $20M on marketing
37:52 – AI agents, automation, and the future of business
43:30 – Running a fully virtual company across the world
47:05 – Private equity entering the roofing industry
52:08 – Why maintenance is the future of roofing
56:21 – The long-term vision for Roof Maxx
58:11 – Final lessons on entrepreneurship and innovation
Connect with Joshua Pies
👉LinkedIn: https://www.linkedin.com/in/joshuapies/
Connect with Brandon McCraney
👉LinkedIn: https://www.linkedin.com/in/brandonmccraney/
Want to be a guest? Sign up here
https://c47films.com/about/bu-business-podcast-network/built-the-hard-way/
🔔Follow Built the Hard Way on Apple Podcasts, Spotify, Amazon Music, iHeartradio, Deezer and etc., for honest conversations with founders, operators, and builders who know success is never as simple as it looks online.
Because behind every great business is a story nobody talks about enough: what it cost to build it.
#BuiltTheHardWay #RoofingBusiness #Entrepreneurship #HomeServices #BusinessGrowth #ContractorLife #RecurringRevenue
Most business content only shows the outcome.
The revenue. The growth. The success story.
But almost nobody talks about the cost.
In this first episode of Built the Hard Way, Joshua Pies sits down with Brandon McCraney, founder and master whiskey blender behind Old Raleigh Distillery, to talk about what it really took to build a craft whiskey company from scratch.
Brandon shares the full journey: leaving corporate leadership behind, risking his family’s future on an SBA loan, renovating a distillery during COVID, nearly running out of money before opening day, and ultimately building one of the most unique whiskey brands in the country.
This conversation goes far beyond bourbon.
It’s about entrepreneurship, resilience, creativity, leadership, craftsmanship, community, and the mindset required to keep building when failure would cost you everything.
If you’re an entrepreneur, operator, creator, or founder trying to build something meaningful, this episode will resonate deeply.
00:00 – Why most business content is misleading
01:25 – Meet Brandon McCraney & Old Raleigh Distillery
04:40 – Chamber of Commerce & community leadership
09:15 – Leaving the corporate world behind
14:52 – Discovering whiskey blending
20:18 – Starting a whiskey company
25:40 – Construction delays during COVID
32:05 – Running out of money before opening
38:40 – Opening Old Raleigh Distillery
44:15 – Building an audience through virtual whiskey classes
49:50 – Founder resilience & adaptability
55:12 – Why Brandon focused on blending instead of distilling
1:00:40 – Creativity, artistry, and long-term vision
Connect with Joshua Pies
👉LinkedIn: https://www.linkedin.com/in/joshuapies/
Connect with Brandon McCraney
👉LinkedIn: https://www.linkedin.com/in/brandonmccraney/
Want to be a guest? Explore Built The Hard Way Podcast https://c47films.com/about/bu-business-podcast-network/built-the-hard-way/
🔔Follow Built the Hard Way on Apple Podcasts, Spotify, Amazon Music, iHeartradio, Deezer and etc., for honest conversations with founders, operators, and builders who know success is never as simple as it looks online.
Because behind every great business is a story nobody talks about enough: what it cost to build it. #BuiltTheHardWay #Entrepreneurship #FounderStory #BusinessPodcast #WhiskeyBusiness #StartupJourney #CraftWhiskey
Most business content shows you the outcome.
Not the cost.
This show is different. 🔥
🎙 Built The Hard Way
Coming soon. 😎
From the publisher's feed
Built the Hard Way with Josh Pies is a series of founder interviews. Each founder is a seasoned operator of a remarkable and sizable business. These entrepreneurs have skinned their knees and…