Month: July 2026
Repeatable Sales Motions vs. Selling Success
Having a sales organization that consistently exceeds aggressive goals is the holy grail of growth-focused companies. A repeatable sales motion is often seen as the vehicle to make that happen. Unfortunately, few companies have translated salesmanship and the art of selling into the science of repeatable sales.
Often, one or two successful deals become the foundation for what is believed to be the repeatable sales motion. While there may be lookalike prospects you can focus on, that doesn’t mean there is real scale potential. This approach fails to address other independent variables, and often results in an approach that is neither repeatable nor scalable. Let’s take a more analytical look at what works and why, which leads to a better understanding of how to develop repeatability.
As the Roman philosopher Seneca is quoted as saying, “Luck is what happens when preparation meets opportunity.”
Preparation is more than understanding the prospect company, their competition and differences, the market they operate in, and what changes may be coming (technological, legislative, economic, etc.)—although that is often far more preparation than many Account Execs bring to a meeting. I’m always amazed at how unprepared many sellers are, and that is the quickest way to lose your prospect’s respect.
I’ve learned over the years that planning for the unexpected is planning for sustainable success. That can be as tough and nebulous as it sounds. You need to stay calm, unemotional, and in control while assessing the situation and adapting. Confidence definitely helps, as does logic. Composure is a key aspect of professionalism.
I like the Five Whys method of drilling into those statements or concerns to understand them. Sometimes it’s fluff, but sometimes it helps you close the deal faster because you uncovered something others missed. Other times, you qualify a prospect out quickly and move on to a better fit that develops into a closed-won deal.
Salesmanship includes:
- Being prepared
- Being likeable
- Relationship building starts with finding connections and common interests, then demonstrating your ability to help the prospect solve their problem (and at this stage they may be more focused on symptoms than root causes).
- Understanding the need. Why is this important to them? Document this, including their phrases and terminology, as that can have a huge impact on their acceptance of your proposed solution.
- Having value to add. This includes product knowledge, competitive knowledge, industry knowledge, and more. This allows you to have a perspective about their business that may not be 100% accurate, but will likely impress them and lead to deeper discussions about their needs and goals.
- Being respectful. This starts with respecting their time.
- Being focused on solving their problems. Without this, you won’t have a loyal and lasting customer base. To me, this is as much about reputation as it is about salesmanship.
- Learning from failures as much as success. Evolution is important.
These are all teachable/learnable skills. They also address the intangibles that fuel selling success.
So, which came first – the selling successes or the repeatable sales motions? To me, they go hand-in-hand. By developing a foundation of a high-performance sales team, pooling information gathered during sales discovery calls and other meetings, and focusing on unmet needs and associated messaging, it is possible to create and refine something that becomes repeatable. It takes more than one or two wins to prove there is a pattern.
Selling may not come naturally to a lot of people (it wasn’t for me), but it is a muscle that can be developed with hard work, practice, and a goal of improving each and every day. Your success may appear to be luck, but you will know better.
How ADHD Became My Professional Superpower
ADHD is often considered a disability, but in the complex and fast-paced world of business, it has become my greatest competitive advantage. This is the story of how this condition changed the way I work, view problems, solve them, and deliver value.
The Turning Point
My diagnosis came as a surprise through my oldest daughter. After a car accident left her struggling to focus, testing revealed her high IQ had been masking undiagnosed ADHD. As the psychiatrist detailed her symptoms, my wife looked at me and said, ‘That’s you.’ Six months later, the tests confirmed it.
The Superpowers vs. The Struggle
I began researching ADHD after my daughter’s diagnosis, and this new understanding explained so many things about my life. I realized I was much faster at taking a big-picture concept and distilling it into specific “work packages”—a project management term for sequences of related tasks tied to a single deliverable. At the same time, I was often much slower with routine tasks and activities. The diagnosis helped explain the best and worst aspects of this condition: hyperfocus and procrastination.
To many people, these contradictions did not make sense. To some, they were frustrating. But they all trace back to how the ADHD brain processes information.
I didn’t enjoy routine activities or the lack of focus they brought, so I developed systematic approaches that provided consistency, let me do more with less effort, and helped me complete those tasks faster. Later, I learned to automate those systems, and that was a game changer. These systems were accessible to anyone, delivered better results in less time, and made business more predictable and scalable.
However, as a consultant and later as a salesperson working with organizations ranging from small businesses to large companies, I realized that what corporate mindsets categorize as a limitation is actually a specialized toolkit. I do not see details sequentially; I tend to see entire systems simultaneously and then start considering potential problems and opportunities for improvement. That perspective led me to begin at the end, focusing on the “what” (goals and outcomes) instead of the “how” (often the status quo approach) when problem-solving.
While repeatable motions that have proven successful in business are highly desirable, not every business has achieved that goal. This is an area where creativity, understanding, relentless focus on a goal, and a continuous improvement mindset often lead to the desired goal.
How to Leverage ADHD in Your Career
- Audit Your Energy: Track when your hyperfocus naturally kicks in and what triggers it. Schedule your most complex, big-picture strategy sessions during those exact peak windows.
- Outsource the Routine: Automate, template, or delegate administrative tasks. This protects your brain from the mental fatigue caused by repetitive, linear work.
- Build Micro-Deadlines: Break large projects into immediate work packages. Artificial urgency helps trigger the dopamine required to power through procrastination.
Conclusion
For years, I couldn’t understand why I could map out massive, complex projects in minutes, yet struggle to finish a simple, routine task. My ADHD diagnosis and understanding of this condition helped me feel more normal. Additionally, it allowed me to better control and leverage it. Hopefully, this helps others understand themselves and expand their potential.
As Albert Einstein stated, “The definition of genius is taking the complex and making it simple.” This is something that the ADHD brain does well. Probably half of the business leaders that I have worked with exhibit many of the characteristics of this condition. I believe that knowing how to manage it can turn it into your superpower as well.
Playing to Win, versus Playing Not to Lose
Life is funny. There are always ways to justify nearly anything you want (or don’t want) to do. For example, “The timing is not right” (“We’re not ready,” “The market will be better soon,” “We need to save more,” “We need to staff up first,” etc.) Justifications often include things like “We had a bad experience once” or “We are a very conservative organization” – comments that tend to lean towards risk aversion or a lack of confidence.
I’ve seen this in my own business after a large investment failed to yield the desired results, when I was a regional sales and services leader at a “growth-oriented” software company, and as a consultant. The root cause always varies, but the net effect is that those companies play it safe.
Why is that a problem? It may not be. Being content may not be a bad thing. Sometimes the status quo is enough. Having a reliable schedule, manageable stress levels, sufficient funds, and doing something you like with people you like may be the goal. But not everyone is built that way.
Growth usually means stepping out of your comfort zone, taking on risk, recognizing the need to adapt to stay ahead of the curve, and being OK with uncertainty. It means bringing on people with different backgrounds, skill sets, and perspectives than yourself. It can be very hard – especially if you are used to being in control and having the answers.
For me, the solution was twofold.
- We had to accept failure as an inevitable outcome. I believe this is where a lot of people stop. If you view failure as negative, then everything that stems from it (loss of money, a hit to your ego, and other setbacks) becomes your focal point. Lesson Learned: When you view it as a learning and self-improvement opportunity (“cognitive reframing”), it just becomes part of the cost of getting better.
From your team’s perspective, if everyone is as focused on the journey as you are on the outcome, people tend to view challenges logically rather than emotionally (thereby controlling fear). Success truly is a mental game. - We developed a structured approach for future investments (read more about it here). We treated each new venture like a project. It was focused, analytical, and unemotional. With this approach, speculative investments became easier each time. It’s amazing how that distance also helps switch the focus from risk to reward.
This understanding led to a presentation I gave that helped relaunch a company, helped several clients critically assess the risks and rewards of their plans, and may help someone consider whether they are focused on winning or simply on not losing.
As Richard Branson wrote in his book, Screw It, Let’s Do It: Lessons in Life, “If you opt for a safe life, you will never know what it’s like to win.” So, are you ready to play to win?
Where Ideas, Experiences, and Lessons Learned Intersect 