Jonathan Weinberg & John Kolbaska
Build to Win
Tools and tech for the smart contractor that save time, win more jobs, and boost their profits. Do you feel like your home improvement business is stuck? Are constant delays and unexpected challenges creating chaos in your day-to-day? Some say it’s just part of the business. We know there’s a better way. Welcome to Build to Win—the podcast where industry veterans Jonathan Weinberg and John Kolbaska share expert insights to help you thrive. Here, you’ll learn how to unlock new levels of efficiency, streamline operations, generate high-quality leads, and improve the quality of your work. Everyth...
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Author
Jonathan Weinberg & John Kolbaska
Category
Podcast website
Latest episode
Oct 2, 2026
Where to listen?
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Episodes
RERUN: Burned Out at 53, Retired by 59: Here's How | John D O’Leary 17.10.2025 1:07:09
We have a question for you: do you ever feel like you’re too old, too late, or too stuck to build something big? You’re not alone; and most importantly, it’s never too late. Meet John D O’Leary: At 53 years old, he was still climbing roofs, burning out his body, and had nothing set aside for retirement. Most other contractors would have accepted that was the end of their story, but not John. Ins...
RERUN: The Best Tips to Build a Home Improvement Business That Sets You Free | Brian Kaskavalciyan 03.10.2025 1:11:16
Many contractors focus on chasing revenue, neglecting profit, and end up building businesses that trap them rather than set them free. We have met contractors who work countless and are still wondering where their money went, not understanding that hard work isn’t the only thing needed to achieve success in our industry. In this week’s episode of the Build to Win podcast, we sit down with Brian K...
Home Improvement Lead Conversion With One Simple Message (FREE SMS Templates) 19.09.2025 42:05
If you’re still sending one-off texts to leads, or worse, only calling them, then we've got some bad news for you: you’re leaving a ton of money on the table. In this week's episode of the Build to Win podcast, we’re handing over the actual SMS and email templates that help us set 80% of our raw leads into appointments, and we’re walking you through how to use them step by step. Listen now...
Why Owners Fail When They Keep Doing Sales | Chuck Thokey 05.09.2025 56:36
In this episode of Build to Win , we sit down with Chuck Thokey, a renowned sales coach in the home improvement industry. With over two decades of experience in sales, Chuck built large teams in the bath and roofing sectors and has been coaching professionally for nearly a decade. Together, we discuss how to hire smart, build a repeatable sales process, and stop losing deals (and profits) becaus...
The Evolution of CRMs in the Home Improvement Industry 22.08.2025 55:47
In this episode of Build to Win , we take a deep dive into one of the most important tools for any home improvement business: your CRM. If you're still handling your leads and estimates the old-school way, it might be time to think about how technology can streamline your processes and boost your success. We explore the evolution of CRMs, starting from the manual methods that contractors used...
Your Needs Assessment Is Your Secret Sales Weapon, Here’s Why 08.08.2025 50:26
Too many reps walk into a home and start pitching without ever really understanding why they’re there, and that’s exactly why they lose the sale. In this episode of Build to Win, we dive into what we believe is one of the most overlooked but most critical parts of the sales process: the needs assessment. We also walk through our full discovery doc, the exact questions we ask, and why each one mat...
Why Speed to Lead Is Crucial for Home Improvement Sales Success 25.07.2025 52:41
You’ve found leads for your home improvement business, but what if you aren’t fast enough to close on them? Then, more often than not, you simply lose them. Speed is everything when it comes to converting leads into customers. In today’s episode of Build to Win, we dive deep into the critical importance of automated follow-ups and how responding quickly can drastically increase your conversion rat...
From $300K to $17 Million: A Contractor Success Story | Tim Brown 11.07.2025 54:36
Scaling a business isn’t always as glamorous as it sounds, and Tim Brown, owner of RGS Exteriors, knows this firsthand. In the latest episode of Build to Win, Tim opens up about the challenges, mistakes, and lessons he learned while growing his family-owned business from a small $300K gutter company to a $17 million leader in exterior services. Tim takes us through his journey, from working along...
From $0 to $3M: The Key to Growing Your Home Improvement Business | Stephen Pisulak 27.06.2025 1:05:45
Have you ever felt like you're stuck on the same revenue plateau year after year? Stephen Pisulak, owner of Lehigh Gap Exteriors, has been there before, and in this episode of Build to Win, he shares with us how he grew his business from a simple gutter truck to a thriving exterior services company, overcoming countless challenges along the way. Stephen also walks us through his journey of sc...
How to Take Your Home Improvement Business Beyond the $5M Mark 13.06.2025 1:02:21
Hitting $5 million in revenue isn’t the finish line, it’s just the start of the next big challenge. If you’ve reached the $5M mark in your home improvement business and feel like you’re maxed out, you’re not alone. Scaling beyond this point isn’t about working harder—it’s about working smarter, building a leadership team you can trust, and setting up systems that can grow with you. In this episode...
Scaling a Roofing Business from $600k to $6M+ (in just 5 years) | John D O’Leary 30.05.2025 1:07:09
Do you feel like you’re too old, too late, or too stuck to build something big? Think again. At 53, John D O’Leary was still climbing roofs, burning out his body, and had nothing set aside for retirement. Most people would have accepted that was the end of their story, but not John. In this week’s episode of the Build to Win podcast, we sit down with John to unpack how he went from grinding as a o...
The Key Steps to Scaling Your Home Improvement Business from $2M to $5M 16.05.2025 1:05:48
Hitting the $2 million mark is a major milestone and definitely something to celebrate, but what happens when you hit a ceiling and struggle to push past it? If you’ve made it to this point and find yourself stuck, don’t panic—you’re not alone. In fact, many contractors deal with this exact same issue; they find themselves at an impasse and think working harder will do the trick. However, that’s...
$0-$1,000,000: How to Build a Successful Contractor Business | Brian Kaskavalciyan 02.05.2025 1:11:16
Too many contractors chase revenue while ignoring profit—and end up building businesses that trap them instead of freeing them. We have seen contractors working over 70 hours a week and still wondering where their money went, not understanding that hard work isn’t the only thing needed to achieve success in our industry. In this week’s episode of the Build to Win podcast, we sit down with Brian K...
The Key Steps to Scaling Your Home Improvement Business from $1M to $2M 18.04.2025 1:10:03
Hitting the $1 million mark is a major milestone and definitely something to celebrate, but what happens when you hit a ceiling and struggle to push past it? If you’ve made it to this point and find yourself stuck, don’t panic—you’re not alone. In fact, many contractors deal with this exact same issue; they find themselves at an impasse and think working harder will do the trick. And for many of...
The Sales Strategy That Took IBEX Roof from $0 to $17M | Kirk Koskiniemi 04.04.2025 1:01:55
If you’re struggling to grow your contracting business beyond the 7-figure mark, you’re not alone. Many contractors hit a ceiling when they max out what they can do alone (keyword here being “alone”). And the secret to moving beyond is not more sales—it’s setting up the right systems, people, and processes to do the work for you. In this week’s episode of the Build to Win podcast, we sit down with...
The 5 Steps to Growing a Multi-Million Dollar Home Improvement Business 21.03.2025 58:40
Do you find yourself struggling to grow your contracting business past $1 million? You’re not alone. Many contractors and home improvement business owners find their companies plateauing after they hit a certain revenue threshold—usually, the $1M one. In fact, over 90% of contractors never surpass the $1M mark, highlighting just how difficult it is to scale in this industry. This is one of the m...
How Smart Contractors Scale from $0 to $10M 07.03.2025 1:09:38
Welcome to the very first episode of Build to Win! We are your hosts, Jonathan Weinberg and John Kolbaska, and we’re here to share the best tips to grow your home improvement business. In this very first episode, we will be introducing you to our proven framework for contractor growth, which breaks businesses into key revenue levels: $0-$1M $1M-$2M $2M-$5M $5M-$8M $8M-$10M We’ll also be sharing t...
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