Business Broker Growth Show

What if the biggest obstacle to growing your business brokerage is not your client list, but your willingness to rethink how—and when—you prepare sellers for exit? Are you building a practice with intention and adaptability, or is the “accidental” approach silently capping your long-term potential? This episode challenges brokers to take a step back from transactions and examine the foundational s...

In this after-show conversation, Jason Cutter and Jessica Craig take a forward-looking view of the business brokerage industry, starting with one of the biggest forces shaping its future: AI. Jessica emphasizes that while AI will significantly improve efficiency, especially in administrative work like writing CIMs, organizing listings, and managing data rooms, it cannot replace the human element t...

Are you preparing your clients for a successful exit, or just responding when they call, desperate to sell? What vital steps might you be overlooking that could turn “the deal that got away” into your next big win? Too often, business brokers and advisors find themselves on the back foot, reacting to urgent sellers rather than guiding owners through a strategic exit process years in advance. This...

What will it take for brokers to still be relevant in the years ahead? In this After Show conversation, Jason Cutter sits down again with Pedro Rojas to go deeper on the future of business brokerage, the role of technology, and the fundamentals that still matter most. Pedro makes the case that while AI, automation, and integrated tools are becoming essential, none of it replaces doing the basics w...

What if the very basics you’re neglecting are keeping you from scaling as a broker? Are you overcomplicating your path to the next deal, when the greatest breakthroughs might be found in disciplined simplicity and strategic relationships? In this episode, we challenge the belief that only sophisticated tools and marketing tricks lead to more deals. Sometimes, the missing ingredient isn’t automatio...

What if the information you’re sharing is no longer enough for your clients, or even holding you back? Are you chasing attention and audience size, or building true authority that earns trust during critical, high-stakes moments? In this episode, Jason Cutter challenges business brokers to rethink the pursuit of influence, followers, and viral content. The landscape has shifted from the informatio...

What if selling your business is less about the perfect timing and more about your everyday readiness? Are you truly building a sellable company, or just creating an unsellable job for yourself? In this episode, Jason Cutter and Mark Hartmann challenge brokers and business owners to rethink what it means to prepare for a successful exit. The secret isn’t chasing the next shiny listing or relying o...

What if embracing AI could save you hours—and actually deepen the value you deliver as a business broker? Are you leveraging the human touch that built your early momentum, or losing it in your rush for efficiency? This episode explores how the evolving landscape of business brokerage demands a balance of technology and timeless relationship skills. The real wins come when you use tech as a tool—n...

What if refusing to say “no” to the wrong client is costing you your future deals? Are you relying on automation to build connections, or are you still showing up as the trusted local resource business owners actually value? The truth is, sustainable growth for business brokers isn’t built on high-volume outreach or taking every listing that comes your way. It’s about strategic focus, blending new...

What if your biggest marketing asset isn’t your pitch or polished online branding, but the trust you’ve quietly earned with every client? Are you meeting your relationships head-on—or expecting technology to do the heavy lifting that only real connection can deliver? In this episode, Jason Cutter and guest Oliver Kotelnikov unpack why word-of-mouth and true value still outperform automation in the...

Are you really making time to plan your exit, or just hoping you’ll figure it out when the moment arrives? What if the value you’ve built over decades relies on the quality of the journey, not just the destination you’re chasing? Too often, business owners and advisors assume they can “flip the switch” to sell when ready, only to realize that preparation and self-awareness are critical to both a s...

What if the technology you’re ignoring today becomes your lifeline in five years? Are you building relationships and leveraging insight—or just hoping industry changes don’t leave you behind? The path forward for business brokers and SBA lenders is no longer just about keeping up. It’s about embracing change, understanding new buyer expectations, and continually evolving your approach. Adaptabilit...

What if mastering your craft meant saying no more often than you say yes? Are you preparing your listings for the buyer of today—or just hoping the right buyer appears? In this episode, Jason Cutter explores how deliberate choices and professional standards—not just hustle, separate successful brokers from the rest. The conversation reveals that specializing, systemizing, and focusing on real valu...

What if your deep industry expertise is blocking you from seeing the value of lifelong learning? Are you checking your assumptions, or letting your “autopilot” sabotage your ability to serve and grow in a changing market? This episode pushes business brokers to examine their comfort zones and the blind spots created by routine. The real competitive edge comes from professional humility—recognizing...

What if the true differentiator for business brokers isn’t the size of your marketing budget or the number of deals you close, but the depth of empathy you bring to every client interaction? Are you truly preparing yourself—and your sellers—for the emotional and practical complexities of exiting a business, or just hoping the numbers speak for themselves? In this episode, Jason Cutter and guest Ma...

What if the automation tools you rely on are actually keeping you from connecting with your best clients? Are you curating your pipeline—or just letting technology filter everyone for you? This episode challenges brokers and advisors to rethink the role of tech in deal-making. True success isn’t about scaling outreach indiscriminately or relying on “automation slop”—it’s about intentionality, pers...

What does it really mean to act as a guardian for your clients—and are you willing to tell a seller “no” if it isn’t the right fit? When the stakes are high and lives can be transformed (or devastated) by a transaction, how honest are you about the risks, complexities, and “mixed bag” realities of the SMB deal world? In this episode, Elliott Holland challenges the standard narratives in business b...

What if your obsession with the latest tech tools is keeping you from what really matters, building trust and meaningful relationships with clients? Are you engineering your business for sustainable value, or are you chasing shiny objects that distract you from becoming a true advisor? The answers often require a shift from tactical quick wins to a strategic, people-first foundation. As real as th...

Are you focused enough to become the go-to advisor in your niche, or are you still chasing every lead that comes your way? What would it look like to build a legacy not just for yourself, but for everyone impacted by your work, and how might radical generosity fuel that journey? In this episode, we explore the transformation from generalist deal-chaser to hyper-focused, mission-driven advisor. The...

What if your marketing efforts are falling flat because you’re treating them as a “one and done” campaign, not a strategic investment? Are you relying on random leads, or are you intentionally engineering a referral machine and omnipresent brand across your niche? The difference between surviving as a broker and building a legacy practice comes down to consistency, credibility, and a willingness t...

Are you mistaking busyness for real progress in your brokerage practice? What if being more selective and even challenging industry norms could radically increase both your closing rate and your value to clients? In this episode, you’ll discover why doing “more” isn’t always better, and how focusing on educated selectiveness, systemized teamwork, and process improvement creates sustainable results...

What if the next wave of technology doesn’t erase your value, but demands you lean harder into your humanity? Are you preparing to navigate shifting markets—or just waiting to see what happens? This bonus cut of the Authentic Persuasion Show challenges brokers and advisors to rethink survival in 2030 and beyond. It’s not about chasing comfort or shortcuts, but mastering fundamentals—financials, bu...

Are you setting yourself apart as a solution-driven advisor, or blending in with the sea of “bidness brokers” hoping for the best? When deal-killing surprises arise, do you have the hard-earned mastery (and honesty) to turn obstacles into opportunities, or are you just hoping nothing goes wrong? The real difference between transactional hustling and trusted expertise often lies in the work you do...

What if your greatest risk as a broker isn’t competition—but becoming a commodity? Are you intentionally creating relationships that outlast the next tech wave, or waiting to be replaced by the latest AI tool? This episode challenges you to move beyond the basic transfer of information and instead focus on building wisdom, guidance, and authentic partnerships with clients. Jason Cutter and Jason B...

Are you treating your client’s real estate as an afterthought—or as a strategic lever for exit planning success? What overlooked questions could unlock new sources of value, flexibility, and wealth in your next deal? Too often, business brokers and advisors focus primarily on maximizing value in the business itself, only to let the commercial real estate fall into a tactical, “by the way” category...