High Stakes With Steve Rozenberg
Steve Rozenberg sits down with top entrepreneurs, industry experts, and high-level thinkers to uncover what really drives business success. From growth strategies to leadership insights, every episode delivers real-world advice you can apply immediately. No fluff, just practical solutions from people who’ve been in the trenches.
Listen on:
Episodes

2 days ago
2 days ago
49 min
On this episode of High Stakes with Steve Rozenberg, Steve sits down with Zenon Olbrys of Mycroft, a company that provides lease-based financing solutions for HVAC contractors whose customers can’t qualify through traditional lenders. Zenon was born in Poland, trained as a machinist at a technical trade high school, and spent seventeen years in the emerging markets of Central and Eastern Europe working in consumer finance. When he returned to the U.S. in 2011, a carpenter friend told him that slow financing options were hurting his business. Zenon suggested he build a captive finance company, the way Ford Motor Credit supports car sales, and that idea led to a company they ran for about three years before selling it.The conversation covers why financing can decide whether a contractor makes a sale at all. Zenon explains that roughly 40% of Americans are not prime credit customers, and that his typical customer is a homeowner with an average credit score around 580 who needs about a $10,000 HVAC replacement in an emergency. He and Steve also discuss why “good friction” can help, since a few extra minutes spent understanding a subprime customer often turns a lost sale into a closed one, and why contractors who build relationships fare better than those who stay purely transactional when the economy tightens.Connect with Zenon: LinkedIn: https://www.linkedin.com/in/zenon-olbrys-6102b644/Connect with Microf:https://microf.com/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Oct 28, 2026
Oct 28, 2026
15 min
Recorded live at JobTread Connect, this conversation features Rick Storlie of Builder Lead Converter, a company that helps builders attract, capture, and convert high-quality leads so they can pick and choose their clients and jobs. Rick’s background is in sales. He started in the early 1990s working a model home, before the internet, when buyers walked through the door and the emotional environment did the selling. That experience shapes how he approaches marketing for builders today.Rick explains why many builders can reach $1 to $2 million a year through grinding and repeat referrals, and why that stops working when the goal becomes $5 or $10 million and beyond. He walks through the six issues builders typically bring to him. These include ads and SEO that produced nothing, a “digital monument” of a website that doesn’t capture leads, and leads that are too low quality to convert into appointments.Connect with Rick Strolie:LinkedIn: https://www.linkedin.com/in/rickstorlie/Connect with Builder Lead Converter:https://www.builderleadconverter.com/YouTube: @builderleadconverter Instagram: https://www.instagram.com/builderleadconverter/Facebook: https://www.facebook.com/BuilderLeadConverter/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#MasteryPodcast #ConstructionIndustry #EntrepreneurLeadership #BusinessOwner #SystemsOverStress #LeadWithSystems #TradesBusiness #ContractorSuccess

Oct 21, 2026
Oct 21, 2026
14 min
In this conversation, Michael Fortinberry shares how growing a successful renovation company led him to rethink leadership, company culture, and what it truly takes to build a business that lasts. After scaling his New York City multifamily renovation company to a team of more than 150 people, he developed a performance-based compensation approach that connects employee success with company results, eventually leading to the creation of Protiv, a software company designed to support that model.Michael explains why contractors should put their people at the center of the business, create a culture that reflects their authentic leadership style, and encourage employees to contribute ideas instead of simply completing tasks. He also discusses the importance of understanding cash flow rather than relying on the bank balance, building strong financial habits, and using systems to support people rather than letting processes overshadow the human side of the company.His central message is that business owners are not always the ones driving growth; sometimes, they are the biggest obstacle to it. By investing in their teams, giving people room to succeed, and helping employees pursue their own goals, contractors can build stronger companies while creating better opportunities for everyone involvedConnect with Michael: LinkedIn: https://www.linkedin.com/in/michaelfortinberry/Connect with Protiv:https://www.linkedin.com/company/protiv/home/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#MasteryPodcast #ConstructionIndustry #EntrepreneurLeadership #BusinessOwner #SystemsOverStress #LeadWithSystems #TradesBusiness #ContractorSuccess #CompanyCulture #TeamLeadership

Oct 7, 2026
Oct 7, 2026
15 min
This episode, Steve talks with Larry Collins, president of HFS Financial that specializes in financing for residential home-improvement projects, working with contractors and homeowners across the United States. The conversation focuses on residential home-improvement financing and, more specifically, on how financing can become a growth and sales tool for contractors. Collins explains that his company helps homeowners finance remodeling projects they might otherwise be unable to afford. The financing ranges from $15,000 to $300,000, with terms of up to 20 years, and does not require homeowners to use their property as collateral or take out a second mortgage. Instead, the loans are based on the customer's credit and income.A major topic is the speed and simplicity of the approval process. Customers apply electronically and can receive a conditional decision in approximately one minute. Contractors are also vetted before participating, including verification that they are properly licensed, insured, bonded and registered in their state. The funds are provided directly to the consumer, who then pays the contractor according to the agreed payment schedule.The conversation also emphasizes how this financing model differs from traditional bank lending. Larry argues that consumers generally cannot walk into a conventional bank and obtain a six-figure unsecured loan specifically for a home-improvement project without using home equity or their property as collateral. The company works with a network of banks and credit unions to provide financing options that may otherwise be difficult for consumers to find.Connect with HFS Financial:https://www.hfsfinancial.net/Instagram: https://www.instagram.com/hfs_financial/LinkedIn: https://www.linkedin.com/company/hfs-financial/home/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Oct 7, 2026
Oct 7, 2026
8 min
Recorded live at JobTread Connect, Steve sits down with Jillian and Jordan from SalesAsk, an AI sales coaching platform built for contractors, roofers, home builders, and any business with a sales team. The product is simple to describe but powerful in practice: a rep hits record during a client conversation, the app transcribes it, and AI coaching (named after Michael Jordan's high school coach, Coach Dean) analyzes the call against the company's own sales process to show reps what they're doing well and what they're missing.Jillian and Jordan walk through how the platform gets trained on a business's specific sales approach, using Better Boss's own 12-step closing process as an example, and how sales managers get visibility into conversations they'd otherwise never see once a rep is in the field with a client. That visibility ties directly to measurable close-rate improvement, and reps can even ask the AI to compare their performance against a top-performing teammate and get a direct path to close the gap.Connect with Sales Ask:https://www.salesask.com/Facebook: https://www.facebook.com/p/Sales-Ask-61558169813818/Instagram: https://www.instagram.com/salesaskai/LinkedIn: https://www.linkedin.com/company/salesask/about/YouTube: @SalesAskAi __________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Sep 30, 2026
Sep 30, 2026
8 min
What does it really take to build a construction business that doesn't depend on you for everything?In this episode from JobTread Connect, Steve sits down with Tony Ruffin, a Baltimore-area remodeler specializing in basements, additions, and full-home remodels. After six years running his own business, Tony is focused on building a company with crews and systems that can eventually operate without him.Tony opens up about what he has learned along the way, including what he wishes he had known before jumping into the industry. His biggest lesson? Educate yourself before you start. He also emphasizes the importance of community, relationships, and learning from contractors who have already been through the challenges you're facing.For Tony, success isn't just about revenue. It's about building something that gives him more time with his family while continuing to improve every year.__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Sep 23, 2026
Sep 23, 2026
16 min
Recorded live at JobTread Connect, this episode features Felipe Freig, owner of a luxury custom home building company in Vancouver, British Columbia, and a business coach for builders and trades across the U.S. and Canada. Felipe's path here is anything but typical. He immigrated to Canada at 12 years old, became a national-level gymnast, later landed a record deal and toured with major U.S. rock bands as a musician, and eventually built a construction company that's now doing $15 million a year with $2.3 million in profit.Felipe gets candid about the turning point that changed how he runs his business: an accident that left him with a visible scar and unable to work with his hands the way he always had. Convinced no one could do the job as well as he could, he was forced to hire people for the first time, and that's when his company actually started to scale. He walks through what it took to let go of that ego, why he intentionally keeps demand higher than supply in his build schedule, and the difference between owning a business and owning a job.Connect with Felipe: LinkedIn: https://www.linkedin.com/in/felipe-freig-a886a594/YouTube: @felipefreig Instagram: https://www.instagram.com/felipe.freig/Tik Tok: https://www.tiktok.com/@feipefreigConnect with Versa Method:https://versamethod.com/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Sep 16, 2026
Sep 16, 2026
35 min
On this episode of High Stakes with Steve Rozenberg, Steve talks with Jackson Wyne Mason, owner of a construction company and founder of Crew Glue, a business built to help contractors estimate faster and more consistently. Jack's path started as a young employee at a general contracting company in Minnesota, where he was surprised by how chaotic the day-to-day operations really were. Instead of walking away, he leaned in, leaving that job to work as a carpenter for one of the GC's subcontractors so he could understand construction from the ground up, while building estimating systems for contractors on freelance platforms at night.Jack opens up about the brutal early stretch of building his business: piling up credit card debt at 19 years old, living out of an Extended Stay America, and one specific night stuck at an all-night Perkins in Minneapolis during a snowstorm with no gas and bad tires, unable to leave until he made a sale. That moment became a turning point in how he thinks about business, sales, and what it actually takes to push through the parts of entrepreneurship nobody glamorizes.The conversation moves into how Crew Glue works, serving contractors in the one to ten million dollar range by systemizing the thought process of an experienced estimator into a repeatable, consistent template rather than just handing over more software. Jack and Steve also dig into where AI is genuinely useful for contractors versus overhyped, why structure and consistency will matter more than technical know-how going forward, and the damage well-meaning people can do when they don't believe you can pull something off.Jack closes with a hard truth for anyone starting out: the biggest obstacle usually isn't other people's opinions, it's letting the doubts of people closest to you become the ceiling on what you believe is possible for yourself.Conect with Jackson:LinkedIn: https://www.linkedin.com/in/jwmason/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Sep 9, 2026
Sep 9, 2026
36 min
On this episode of High Stakes with Steve Rozenberg, Steve sits down with Nick Peret, founder of Better Boss, a JobTread-certified implementation partner that builds operating systems for contractors and wraps them in AI. Nick grew up in a family full of tradesmen but took a different path himself, working in product development at Milwaukee Tool before landing a cold-calling sales job that eventually pushed him to strike out on his own. His first six months as an entrepreneur produced zero revenue. From there he built a commercial sales automation company that generated $100 million in closed deals for contractors over five years, and helped launch a roofing industry training academy, before selling his ownership stakes to focus entirely on the operational problem he kept seeing everywhere: contractors drowning in disorganized systems.Nick and Steve break down the two biggest points of friction costing contractors deals, slow lead response and estimating that eats entire Saturdays, and why treating sales like a practiced skill changes outcomes. They dig into how Nick's team uses AI throughout every part of implementation, from building workflows to auditing client documentation, and why he sees AI as a tool for amplifying real skill rather than replacing it. Nick also opens up about a humbling period after selling two businesses back to back, when his identity was stolen and hundreds of thousands of dollars were taken from him, right at the moment he felt untouchable.Nick closes by previewing his new AI Boss Certified Contractor program, a tiered certification designed to help contractors actually implement AI in their business instead of just talking about it.The episode leaves you with a real question: are you building systems that let you go home for dinner, or are you the bottleneck standing in the way of your own growth?Connect with Nick:LinkedIn: https://www.linkedin.com/in/nickperet/Instagram: https://www.instagram.com/nickperet4/Connect with Better Boss: LinkedIn: https://www.linkedin.com/company/better-boss-ai/Instagram: https://www.instagram.com/better_boss.ai/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom

Sep 2, 2026
Sep 2, 2026
7 min
Jason didn't set out to build a construction company in one of the most remote regions of the country. He and his wife took a vacation to Alaska in 2015, ended up on an impulse land purchase after driving up a random road outside Anchorage, and two years later relocated for good. Island Construction launched in June 2019, and Jason has been building both residential and commercial projects there ever since.The conversation digs into what makes running a contracting business in Alaska fundamentally different from the lower 48. Materials mostly arrive by barge out of Seattle, air freight is prohibitively expensive, and Jason is currently in talks with companies in China and Vietnam to bring modular housing into the state. With a total state population of roughly 700,000 to 750,000, and skilled labor already in short supply, staffing is Jason's single biggest constraint as a business owner.Jason also opens up about a challenge the industry doesn't talk about enough: the impact of Alaska's extreme seasonal darkness on mental health, and how that has contributed to substance abuse struggles among people in the trades. After losing his brother, Jason started Joe's House Foundation, a 501(c)(3) nonprofit aimed at supporting people facing those same struggles.The episode leaves you with a real question for anyone running a business in a tough market: when the resources and the workforce aren't there, do you lower your standards, or do you build the systems and support to raise everyone else up to meet the opportunity?Connect with Jason: LinkedIn: https://www.linkedin.com/in/jasonnovotny/Connect with Hiland Construction:LinkedIn: https://www.linkedin.com/company/hilandconstructionllc/__________________________________https://steverozenberg.com/__________________________________Steve Rozenberg, originally aspiring to be an international pilot, navigated a challenging shift in his career trajectory when the 9/11 attacks jeopardized his pilot career. Turning adversity into opportunity, he embraced his entrepreneurial spirit and transformed his situation into a multimillion-dollar success story.As the proud owner and founder of The Rozenberg Group, an esteemed international consulting firm, Steve is dedicated to helping clients achieve their goals and regain control of their time and freedom.Beyond his role as a successful entrepreneur, Steve is renowned for his dynamic keynote presentations. He delivers motivational and inspiring speeches that resonate with audiences, providing actionable steps, business systems, and a roadmap to success. His direct yet hopeful messages engage audiences both mentally and emotionally, instilling a positive outlook and guiding them toward success in various aspects of life.Despite facing an unimaginable tragedy on March 6th, 2023, with the loss of his beloved son Jett in a motorcycle accident, Steve demonstrated an indomitable spirit. In honor of Jett’s remarkable life, filled with global adventures, martial arts, music, and inspiration, Steve and his wife Renee established the LIVE LIKE JETT SCHOLARSHIP FUND. Learn more: livelikejett.orgThis scholarship fund serves as a tribute to Jett’s legacy, encouraging others to embrace life fully and persistently pursue their dreams. The fund specifically supports high school students seeking to enter the trade industry, mirroring Jett’s passion as a welder.Currently, Steve Rozenberg channels his extensive experience as a successful real estate investor to mentor and guide individuals toward prosperity. Despite the challenges he has faced, Steve remains committed to inspiring, uplifting, and creating a positive impact on the lives of those around him.➤https://www.facebook.com/SteveRozenberg1➤https://www.instagram.com/rozenbergsteve_______________________________________________________________________#SteveRozenberg #TwoDayTakeoff #Opportunity #ChangeYourLife #Entrepreneur #LiveLikeJett #FinancialFreedom


