Diffactory

    Our Philosophy

    From the desk of Kevin Oldham

    Where This Comes From

    I'm not going to pretend I've got polished credentials and a tidy origin story. The truth is messier than that.

    I grew up watching my mom run a skateboard shop for five years. She poured everything into it. When it closed, there was nothing to show for any of it. No equity. No buyer. No transition plan. Just a locked door and years of work that evaporated.

    Square One Skateboards artifacts from the 1980s
    Square One Skateboards, Topeka. 1980s.

    That experience broke something in me and fixed something at the same time. It made me obsessive about one question: why do good businesses built by good people end up worth nothing when it's time to move on?

    The answer, it turns out, has almost nothing to do with the business. It has almost everything to do with the person running it.

    "A man must be big enough to admit his mistakes, smart enough to profit from them, and strong enough to correct them." (John C. Maxwell)

    The Demons in the Basement

    Every founder I've ever worked with is carrying something they don't talk about in pitch meetings or strategy sessions.

    Maybe it's the fear that if they step back, the whole thing falls apart and proves they were never really building anything. Maybe it's the identity crisis of "if I'm not the person who runs this company, who am I?" Maybe it's the marriage that's strained, the health that's declining, or the kids who stopped asking when Dad's coming home because the answer was always "later."

    I'm not guessing about any of this. I lived it.

    Twenty-plus years in recovery taught me something most business books never will: you can't fix what you won't look at. The stuff you shove into the basement doesn't stay there. It leaks into every decision you make, every relationship you have, and every system you refuse to build because building it would mean admitting you're not indispensable.

    The founders who transform their businesses are the ones who are willing to look at the hard stuff first. Not the P&L. Not the org chart. The stuff underneath.

    "Here's the truth: there is no secret. There are no tricks or shortcuts on the path to personal success or business success."

    The Cycle That's Keeping You Stuck

    Here's what I see in almost every founder who comes to us:

    Beliefs, Behaviors, Results cycle

    They built something real. It grew. And somewhere along the way, the business stopped being the thing that gave them freedom and became the thing that took it away. They're working harder than ever. Making more money than ever, sometimes. And feeling more trapped than ever.

    The cycle looks like this: you try to delegate, but nobody does it as well as you, so you take it back. You hire someone to help, but you don't trust them enough to actually let go. You think about selling, but the business can't run without you, so no buyer would want it. You're exit-minded but not exit-ready, and that gap feels impossible to close.

    So you keep grinding. You tell yourself next quarter will be different. It won't be. Not because you're doing anything wrong, but because the system you've built is designed to keep you in the center of everything. That's not a bug. It's how you built it. And changing it requires a different kind of work than what got you here.

    "Our understanding of what works and what doesn't isn't theoretical. We've lived it firsthand."

    How Transformation Actually Works

    I've watched people transform their lives in recovery rooms, on martial arts mats, in locker rooms, and in boardrooms. The pattern is always the same. It comes down to three things.

    Belief.

    You have to believe change is possible. Not in a motivational poster way. In a "someone who was exactly where I am actually made it to the other side" way. That's why we work with founders, not theorize about them. We've been the founder who was stuck.

    A proven plan.

    Inspiration without structure is just a good feeling that fades by Tuesday. You need a framework that's been tested on real businesses, with real outcomes, by people who've done it more than once. That's what the 8 Drivers of Value and the Value Builder System provide.

    Accountability.

    This is the one nobody wants to hear. You will not do the hard stuff alone. You will avoid it, rationalize it, and convince yourself you'll get to it next month. You need someone in your corner who cares about you enough to tell you the truth and won't let you off the hook. That's what we do.

    Beliefs, Plans, and Accountability triangle

    Those three things together, belief plus a proven plan plus accountability, is what we call the Triangle. It's the same structure that works in AA, in martial arts, in professional athletics, and in business transformation. The context changes. The principle doesn't.

    Kevin Oldham earning a black belt, finishing a Half Ironman, and his AA book order from 2004
    Awesome things I've accomplished in my life that relied on these three pillars.

    "Changing your life or your business isn't about finding the right strategy. It's about finding the right combination of belief, a proven plan, and accountability."

    The Plans We Bring

    We believe in maybe over-credentialing. Some people collect stamps in their passport. We collect certifications, methodologies, and frameworks that actually work on real businesses with real founders.

    We're Certified Exit Planning Advisors (CEPA), trained in the Value Acceleration Methodology through the Exit Planning Institute. That gives us the structured approach to help founders navigate the entire exit planning lifecycle, from initial assessment through transaction readiness. It's the industry standard for a reason: it works.

    We're also Certified Value Builders, using the 8 Drivers of Value framework built on data from over 80,000 business assessments worldwide. That's not a theory someone wrote in a book. That's a scoring system backed by real outcomes from real businesses, measuring exactly what makes a company transferable and what's keeping it stuck.

    But we didn't stop there. We've layered in Lean Startup methodology for founders who need to build new revenue streams or test new models without betting the whole company. We pull from behavioral psychology, systems thinking, and operational frameworks we've developed ourselves through decades of building, buying, and advising businesses.

    The point isn't the credentials themselves. The point is that we've spent years studying, testing, and integrating the best thinking available into something cohesive. We take proven frameworks from different disciplines and combine them into unique scenarios that fit your specific situation. No two founders get the same playbook because no two businesses have the same problems. But every playbook is built on tested, validated methodology rather than someone's gut feeling about what might work.

    That's the "proven plan" part of the Triangle. Not one plan. A library of them, assembled from the best work being done in exit planning, value acceleration, lean operations, and behavioral change. Then tailored to the founder sitting across the table from us.

    Where to Put Your Energy

    Not everything matters equally. One of the hardest things for founders is figuring out which work actually moves the needle versus which work just feels productive.

    Circle of Influence and Control

    Here's what I've learned from building three companies, investing in 30+, and advising dozens more: there are exactly two categories of work. Work that reduces your business's dependency on you, and everything else.

    That's it. Every decision, every hire, every system, every process should be evaluated through one filter: does this make the business more capable of running without me, or does it make me more essential?

    Most founders spend 80% of their time on the second category without realizing it. They're building a more sophisticated version of the same trap. The work we do flips that ratio.

    The Three Legs of the Stool

    Your business doesn't exist in isolation. That's the first leg.

    The Whole Entrepreneur: Business, Personal, Financial

    The second leg is personal. Your health, your relationships, your identity outside of work. If you're running yourself into the ground to build a company that's supposed to give you freedom, you've already lost the plot. This directly affects every business decision you make, whether you admit it or not.

    The third leg is financial. Your personal financial picture, your retirement plan, your wealth outside the business. Most founders have 80% or more of their net worth locked inside a business that may or may not be sellable. That's not a wealth strategy. That's a single point of failure dressed up as an asset.

    If any of these legs is broken, the whole thing wobbles.

    A thriving business with a broken marriage isn't success. A great personal life funded by a business that's eating itself isn't sustainable. Financial security built on an unsellable asset isn't real. Most consultants only touch the first leg. We pay attention to all three because fixing one while ignoring the others just creates a different version of the same problem.

    What We Actually Provide

    Objectivity. That's the core of it. You can't read the label from inside the jar.

    Page from The Obstacle Is the Way by Ryan Holiday on objectivity
    From The Obstacle Is the Way by Ryan Holiday

    We provide the outside perspective that sees the things you've stopped noticing because you've been inside the business too long. We provide frameworks that have been tested on real businesses, not theories that sound good on a podcast. We provide accountability that doesn't let you hide from the hard decisions.

    And we provide what I call unconditional tough love. We care about you enough to tell you what you don't want to hear. Not because we enjoy being difficult, but because the alternative is watching you stay stuck and pretending everything is fine. That's what bad advisors do. We're not bad advisors.

    Why This Matters

    80% of businesses listed for sale never sell. Most of them are exit-minded but not exit-ready. The founders wanted out but the business couldn't support the transition.

    That means decades of work, risk, sacrifice, and relationship strain ends with nothing. No payout. No legacy. No transition to the next chapter. Just a closed door and a "what was it all for" conversation that nobody wants to have.

    It doesn't have to be that way. But changing the outcome requires starting the work years before you're ready to leave. Not months. Years.

    That's why we exist. To help founders either fall back in love with what they built or leave it on their own terms, with something to show for the work. Either outcome is a win. The only loss is staying stuck in the middle, too tired to keep going and too dependent to walk away.

    The Mission

    We're trying to prevent what happened to my mom from happening to other founders. That's it. That's the whole thing.

    Every framework, every program, every conversation we have comes back to one question: when this founder is ready to move on, will there be something to show for the years they put in?

    If the answer is yes, we did our job. If the answer is "they decided to stay and they love it again," that's just as good. The mission isn't to get people to sell. The mission is to give them a real choice.

    "Let's go."

    Ready to stop hiding from the thing that's keeping you stuck?

    Let's talk.

    Sincerely,

    Kevin Oldham signature
    Kevin Oldham

    Kevin Oldham

    Chief Value Accelerator, Diffactory