Business Broker Growth Show

What if the biggest opportunity to grow your brokerage isn't finding more listings—but building stronger relationships, creating authentic authority, and knowing when to walk away from the wrong clients? In this episode, Jason Cutter sits down with Clint Fiore, Founder & CEO of Dealonomy, to explore the marketing strategies that have helped him build a powerful brand while challenging traditio...

What if the "seller-first" mentality that has shaped business brokerage for decades is actually holding the industry back? What if the biggest opportunity for growth comes from putting buyers, not sellers, at the center of your strategy? In this episode, we challenge one of the industry's biggest assumptions and explore how building trust with buyers, creating a high-quality pipeline, and deliveri...

How will business brokers stay competitive once the Baby Boomer transition wave comes to an end? Is AI simply another tool, or is it becoming a requirement for every successful business brokerage? In this bonus episode of the Business Broker Growth Show, Jason Cutter continues the conversation with Joshua Carnes, Owner at Lion Business Advisors. Together, they explore the future of business broker...

What if staying loyal to every deal and client is actually holding you back from real growth? Are you investing enough in your own education and network—or still hoping that a bigger pipeline will just appear? Sometimes, the urge to never give up on a transaction or client feels noble, but it can quietly drain energy and limit your trajectory. The brokers who stand out aren’t just tenacious; they...

What will separate successful business brokers from the rest of the industry over the next five years? How can brokers use technology and AI to create a better client experience? As business brokerage continues to evolve, the firms that thrive will be those that combine expertise with exceptional client service. Technology and AI can help brokers become more efficient, but responsiveness, communic...

Are you truly adding value at every step of your client’s journey, or just showing up for the transaction? What would change if you became the go-to expert in a single niche, giving away your hard-won knowledge without fear of “losing” business? The answer, as explored in this episode, is that genuine expertise and a mindset of service transform not only your results but your reputation. When you...

Why is ongoing education one of the most important investments a broker can make? What role does collaboration play in long-term success within the brokerage industry? The future of business brokerage belongs to professionals who combine continuous learning, meaningful relationships, and intelligent use of technology. While AI and automation can dramatically improve efficiency, success will still...

What if your biggest deal-killer isn’t the market or the valuation, but ignoring the red flags in the very first conversation? Are you building relationships that future-proof your pipeline, or just collecting names and hoping for the best? The path to a thriving business brokerage isn’t paved with shortcuts or shiny new tactics, it’s about knowing when to say no, investing in genuine relationship...

Will AI change business brokerage, or simply change how brokers work? Why are communication skills becoming more valuable in an increasingly digital world? As technology continues to evolve, the future of business brokerage will belong to professionals who combine modern tools with timeless human skills. AI can help brokers become more efficient, but it cannot replace the judgment, communication,...

What if your years of technical experience weren’t a detour, but your greatest advantage as a business broker? Are you investing more in building true brand awareness—or simply hoping sellers and buyers will discover you on their own? In this episode, we challenge brokers to rethink how background, education, and communication shape success. The conversation highlights that it’s not just about fil...

What happens when a seller says they want to exit…but emotionally they are not ready? How do experienced brokers identify hidden motives before a deal falls apart? Many business deals do not fall apart because of price, financing, or buyer interest—they fall apart because the seller was never emotionally prepared to let go in the first place. In today’s evolving brokerage landscape, long-term succ...

What if investing in your own growth and specialization could radically multiply your impact as a business broker? Are you leaning into relationships, collaboration, and self-education, or still trying to do it all yourself? In this episode, the conversation challenges the belief that relentless solo hustle is the key to brokerage success. Instead, you’ll hear how building the right team, embracin...

What causes a business deal to fall apart even when both sides want it to close? And what happens when a business owner waits too long to prepare for an exit? Jason Cutter and attorney Mitchell Beinhaker unpack the real reasons transactions break down — from seller remorse and poor preparation to messy due diligence and founder dependency. Mitchell shares stories from decades of legal and transact...

Are you underestimating the true value hidden in your clients’ businesses, or missing the signals that a deal might fall apart before it even starts? When was the last time you challenged your own assumptions about how (and when) opportunities for buy/sell transactions really emerge? The difference between merely processing deals and building a thriving, opportunity-driven pipeline often comes dow...

What does it really take for business brokers to stand out in a market that keeps getting more crowded? How can brokers use AI, content, and social media without losing the human element that makes trust possible? For Dominique Maddox, the answer starts with brand story. Technology can help brokers organize ideas, create content, and stay visible, but it cannot replace the personal experience, cre...

What does it really take to succeed as a restaurant business broker in today’s challenging market? In this episode, Jason Cutter sits down with Dominique Maddox, founder of Eats Broker, to reveal the realities behind selling restaurants, bars, and nightclubs—one of the most challenging yet rewarding niches in business brokerage. From creative accounting and tough conversations with owners to the u...

Are you building your long-term value as a business broker, or just chasing short-term commissions? What if claiming a niche is less about the industry you serve—and more about the impact you create as a focused professional? In this episode, Jason and industry expert Jessica Fialkovich challenge the status quo of business brokerage. The conversation digs deep into the power of specialization, not...

Are you approaching your business with a long-term relationship mindset, or are you still trapped in a transactional cycle? When the rush for AI, timing the market, or quick wins tempt you, are you risking the one thing that truly moves the needle—deep trust built through honest conversations and industry insight? In today’s episode, we dig deep into the habits and strategic shifts that separate s...

What if your biggest deal could fall apart at the very last moment? And are you building a pipeline that can survive when it does? Most brokers focus on getting deals done, but fewer think about what happens when they don’t. The reality is, larger deals come with more complexity, more stakeholders, and more unseen risks. Behind every “almost closed” transaction are layers of approvals, hidden deci...

Are you considering buying or selling a business? Curious why so many buyers burn out, and what it really takes to succeed? In this episode, Jason Cutter sits down with Matt Friscia, owner of Transworld Business Advisors of LaGrange, to reveal the hard truths and essential lessons from inside the world of business brokerage. Discover why absentee ownership is riskier than you think, what top-perfo...

What actually separates brokers who grow from those who stall? In this episode, Jason Cutter sits down with Daniel Brainard of NextStep Capital to break down the foundational principles behind sustainable brokerage growth—and why many brokers struggle despite having opportunities in front of them. Daniel shares insights from his experience building in the logistics and business brokerage space, hi...

Are you pouring your profits into shiny distractions—or building the war chest your business truly needs? When was the last time you measured success by your ability to build trust and resilience, instead of just closing the next deal? In this episode, we challenge the all-too-common mindset of short-term wins over long-term security. True business growth isn’t about quick splurges or operating on...

What happens when career disruption meets opportunity, and what if the next chapter isn’t just another job, but full ownership of your future? In this after-show episode, Jason Cutter and Robin Brown explore the growing wave of professionals rethinking their careers, especially in the wake of layoffs and industry shifts. Rather than defaulting to consulting or starting over, Robin offers a compell...

What if customer service isn’t just a nicety but the engine behind relationship-driven dealmaking? Are your past experiences and transferable skills truly setting you apart, or are you still following the same tired playbook? Too often, brokers and advisors underestimate the power of hospitality and genuine relationship-building. The real differentiator isn’t just technical expertise or a strong c...

What will it take to succeed as a business broker in the next 5 years? In this after-show conversation, Jason Cutter sits down with Jim Nairn to break down where the industry is heading and what advisors need to do now to stay relevant. From automation and onboarding systems to the human side of prioritization, this conversation goes beyond theory and into real-world application. If you're a busin...