Opening Scaling Tension
At a certain stage, growth stops feeling like expansion and starts feeling like weight.
Revenue may still be coming in. The team is bigger. Systems exist on paper. But execution slows down. Follow-ups slip. Decisions cycle back to the founder. And despite more people and more activity, the business doesn’t move faster.
This is where most operators misdiagnose the problem. They assume they need better strategy, stronger talent, or more aggressive targets.
In reality, the constraint is almost always operational. Execution is breaking down at the behavior level.
The Hidden Constraint
The conversation surfaces a consistent failure point across scaling businesses. Leaders manage outcomes instead of managing execution.
Revenue, closed deals, and performance metrics are lagging indicators. They tell you what already happened. They don’t tell you why it happened or how to replicate it.
When leadership teams anchor on outcomes, they lose visibility into the system that produces those outcomes. That’s where inconsistency creeps in. A salesperson can hit quota one quarter and miss the next with no clear explanation. A team can look productive while quietly underperforming at the activity level.
This creates a dangerous cycle. Leaders react to numbers instead of controlling the system behind the numbers. That increases decision fatigue and reduces confidence in forecasting, hiring, and capital allocation.
The constraint is not effort. It is a lack of clarity around the behaviors that actually drive results.
The Operating Shift
The shift is straightforward but requires discipline.
Move from managing outcomes to managing behaviors.
This is not about ignoring metrics. It is about reclassifying them. Outcomes become validation, not direction. The real operating layer becomes the repeatable actions that consistently produce those outcomes.
In a sales context, this means tracking and reinforcing leading indicators. Prospecting activity, quality of conversations, adherence to process, and consistency of follow-up. These are the levers that drive predictable revenue.
This same principle extends across the business. Execution systems should define what gets done, how it gets done, and how often it gets done. Leadership’s role is to enforce that system, not chase results after the fact.
This is where operational leverage begins. Not through more output, but through tighter control of the inputs.
Execution in Practice
There are a few execution-level insights that stand out from the conversation.
First, hiring without structured onboarding creates immediate risk. Most operators invest heavily in recruitment and then treat onboarding as a formality. The result is unstable performance and higher turnover. Without a defined onboarding system, new hires default to old habits, which often do not align with your execution model.
Second, training cannot be treated as a one-time event. High-performing teams are not built through short bursts of learning. They require ongoing development tied directly to execution systems. Training introduces skills. Coaching reinforces application. Without both, performance degrades over time.
Third, behavior tracking must be granular enough to diagnose breakdowns. One example discussed is a salesperson who performed well in bursts but consistently declined after periods of success. The issue was not capability. It was a breakdown in a specific stage of the sales process that went unnoticed until it impacted results. Once identified, the adjustment was simple and produced a meaningful revenue increase.
This highlights a broader point. Execution systems need to make failure visible early. If you only see breakdowns at the outcome level, you are already behind.
Fourth, leadership time allocation is often misaligned. Effective sales leaders spend the majority of their time managing people and reinforcing execution, not creating strategy or reacting to reports. A structured division of time between management, coaching, and training reduces variability and increases team consistency.
These are not conceptual improvements. They are operational adjustments that directly impact decision-making speed, capital efficiency, and risk management.
Leverage Outcome
When execution is systemized at the behavior level, the business changes shape.
Decisions become easier because the system provides clarity. Performance becomes more predictable because inputs are controlled. Leaders spend less time reacting and more time directing.
This is what real operational leverage looks like. It is not about increasing output through more hours or more pressure. It is about increasing capacity by reducing variability and removing friction.
Leadership bandwidth expands because fewer issues require intervention. Teams operate with clearer expectations. Execution becomes consistent enough to trust.
At that point, growth stops feeling heavy. Not because the business is simpler, but because it is structured.
Connect With the Guest
To learn more about Tim Barry and their work:
Website: go.sandler.com/tjbarry
Instagram: https://www.instagram.com/sandlerfortworth
The Immediate Move
The constraint is not your strategy. It is how consistently your business executes.
Start by identifying where outcomes are being managed instead of behaviors. Look at your core functions. Sales, operations, client delivery. Define the specific actions that drive results, then build systems that make those actions visible, measurable, and repeatable.
Reduce re-decisions. Eliminate ambiguity. Transfer ownership of execution through clear processes, not verbal expectations.
Leadership bandwidth is the limiting factor. Protect it by building systems that run without constant oversight. Structure replaces effort. Discipline replaces guesswork.
Watch this before you hire your next support role.
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Most operators don’t have a growth problem. They have a follow through problem. Deals stall, conversations drift, and momentum quietly dies in the gaps. On scale smart, grow fast. That’s exactly what we’re going to dig into. And when you’re buried in that, it’s not just strategy, it’s execution. That’s why at Workergenix, we bring in full-time ultimate executive assistants to lock in consistent follow-throughs so things actually move. Today’s guest has spent over four decades in the game building and scaling seven businesses.
Now he helps owners win through sales, leadership and coaching. And he hates losing more than he loves winning. Let’s get into it. Tim, welcome to the podcast. How are you today?
Very good. Thank you so much, Harley, for having me your wonderful podcast. Excited to share with you today.
Awesome, glad you’re here. Love for you to share a little bit about your background. What brought you to doing what you do today?
I have a weird story in that I started my first company when I was 14 years old. Out of greed and necessity, a little bit of both and have been self-employed for the 43 years since. I’ve just figured out how to grow and scale companies. Now I spent the last 11 as a Sandler franchisee. So I do sales training, leadership training, executive coaching, and I’m helping
you know, kinds of business owners across the country figure out how to scale and grow.
Awesome, sounds like you’ve got a lot of experience and knowledge to share with our audience today. I’m really excited to get into it. Now you say you’ve been in business for over 40 years, you’ve bought several companies. When you look at operators today, where do you see things actually breaking between having a plan and getting real momentum?
You I think it’s a great question. know, the entrepreneurial spirit is alive and well in America and it’s evidenced by, you know, even unusual things, things you wouldn’t be like, oh, you know, that’s a, you know, that’s a real thing, right? Like, you know, being a content creator, you’ve got to, you have to be constantly, you’re an entrepreneur, right? And, and so I think the, the, the
wheels come off of the rails are when you’re trying to scale beyond just, you know, you. If you’re the content creator, great, fine. But you’ve got to figure out like a scalable product or service to be able to hawk and to sell. Because otherwise, it’s literally just you by yourself. You’re a single solopreneur. But I do find that the…
Lots of hopes and dreams. Entrepreneurship always starts out with a dream. And then oftentimes will the realities of the business world will consume that dream really quickly. I think that that’s got everything to do with how you build your team around you.
Yeah, awesome. Now, Tim, when we were getting started today, you shared how you’ve got like kind of a four point plan you work through with people. Could you share kind of what those key points are and maybe start diving into that first one?
Sure, I think the first thing that a successful entrepreneur is going to do is they’re going to focus on building a successful sales team. And that’s an important piece, of course. Again, if you’re going to scale beyond just the founder of that organization, you’ve got to be able to empower and teach other people how to sell your product and your wares in order to achieve that. So the number one thing that I
work with my clients on is you’ve got to create a amazingly effective hiring and onboarding process. so lots of people might resort to using recruiters, which is fine, but you really should have your own recruiting process in the first place. So when you’re hiring, you know, know,
You’ve got the profile. You understand the characters and the traits of the person that you’re looking for. You’ve got a well-defined job description that really lays out what is expected in the execution of that role. So sales, pretty simple. You want somebody that’s goal-oriented. You want them to have a great internal engine, a motivation engine, if you will.
You want them to be a astute learner, someone who asks great questions, has high self-awareness and high emotional EQ. You want all those things inherently in that character because when you’re looking for those, first of all, to find somebody with all of those traits is pretty difficult.
This is why we call it hiring and onboarding, right? The hiring part is only part of the equation. The onboarding is how you retain them. And what we know is that when you hire someone off the streets, for example, their resume stays out on the various job boards for up to a year afterwards. So they’re still getting calls. And if you go through all of the expense and the agony of
recruiting a high performer, you hire them, but you don’t have a rock-solid onboarding process, they’re still getting calls from other organizations. And so the onboarding piece is just as important as the actual recruitment and hiring process itself. Does that make sense?
It does. Thanks for breaking that down. You know, one question on that finding and onboarding, I think a lot of people struggle with is like compensation models for salespeople. Do you have kind of general guidelines on that, whether it’s like a split of commission and base salary, or does it really depend on the industry?
I think it depends on what your goals are. Now, what I’ve found is that the employers that use a commission only compensation program, those are the hardest jobs to fill because there is a learning curve for everything, right? So for example, we just talked about hiring and onboarding. The onboarding process could take 90 days or more to fully execute.
And if you’re a commission only, yeah, that could be a problem if you don’t have the financial wherewithal to hang on for 90 days. But I also find that the commission only roles pay the best, right? If you can survive the onboarding process and come out of the blocks strong,
you’ll also by far make the most money. A lot of employers don’t have a model like that. They will do a hybrid where there’s a base salary of some sort just to kind of keep people alive. And of course, the trick is if you make the base salary too high, do you end up with lazy people that don’t maximize their efforts?
because they’re comfortable in whatever that, you know, whatever that base salary is, is kind of carrying them. So there, there’s always that, that danger. I particularly spent my whole life. I’m a hundred percent, you know, commission. I only eat what I kill and drag back, back home. So I’ve always been a fan of, know, it’s a high risk, but it’s also a super high reward. That’s the model that I liked the best. It’s not for most though.
Now when you’re stepping into a new business as a coach, what are some of the first things that you notice that aren’t really moving even though everything may look good on the surface?
One of the cardinal sins that a lot of business owners make is they manage by numbers, not by behaviors. And what I mean by that is when you look in the world of sales, the lagging indicator is the actual revenue that a salesperson can drag in, right? The leading indicator is the execution of the prospecting behaviors that result in the
lagging indicator, the actual sale. And too many times business owners are focused on the, you know, the actual revenue number as opposed to the, the leading indicator. Cause I can tell you, for example, I’m an old Chicago White Sox fan. grew up in Chicago. And if you know anything about major league baseball, the White Sox are one of the most horrific teams that there are. But they had a guy, this was in the
you know, mid 2000s and his name was Adam Dunn and Adam Dunn was a fumper. That dude would hit 40 home runs every year. But the problem was, is he’d also hit one, you know, 175 and he’d strike out 230 times a year. So he would, he’d get it right 40 times a year. He crunched the ball and everybody’s excited, but he was also a killer because, you know, he, he wasn’t on base enough in the world of sales.
You know, you want as many at bats as possible and you’re going to do your fair share of striking out. But you know, being in the batter’s box in the first place is the behavior of learning how to hit a 95 mile an hour fastball that’s thrown your head. Right. the home run is nice. It’s sexy, but you know, the more time you spend in the batter’s box, the more hits you’ll ultimately get. And so I hope I made that clear. the, the Cardinals sin is that.
most people will manage by the lagging indicator, not the leading one.
Awesome. I want to jump back into your main points again. We covered the first one. What’s the second point?
The second point is to build a high performing sales team as you want to make sure that you train them appropriately. Right. I think a lot of times the an employer will go through the recruiting and the hiring and even the onboarding process and they’ll build those things out. And then they are there will be some level during the onboarding of training. Here’s our company. Here’s our service or a product.
Here’s who we’re looking for. And then they kind of pat you on the head at 90 days and say, all right, go get them killer. And what we know is that that’s a dangerous place that you go through the effort to have a good recruiting, hiring, and onboarding process. You’ve got to provide development, professional development for even high performers.
And I think that that’s, know, the hyper for there’s salespeople. break into three different categories. You’ve got a high performer, you’ve got a variable performer, and then the low performer, the low performer is someone who, you know, who constantly regularly misses their targets and their goals. The variable performer in the middle is going to, you know, they’ll, they’ll, they’ll get a hit one day and then they’ll strike out three times the next. but your top performers.
are the ones that most business owners neglect the most in regards to professional development. And that’s a mistake, right? They’re like, well, that’s the one that’s bringing in 80 % of my revenues. I don’t want to mess with that one. I don’t want them upset and you know, whatever, whatever. So they, they let them be on their own and it’s a dangerous spot because again, we live in a competitive world. And if the salesperson gets bored or feels neglected,
If there’s not any challenge for them in what they do, they will. They’ll get bored and they will look elsewhere. So training them, providing them with some professional development program is extremely important to retention.
Yeah. Well, that is perfect for a question I had for you as well, which is how do you see the sales skill development, that training that we just talked about tying into a leader’s ability to actually free up their time and maybe their team’s time and also their trust in their sales team.
You know, for the leaders, you know, I’ve got a leader, I’ve got a sales leaders, you know, program that I put them through as well. But the, help me understand the question better. Cause I just got confused in my head.
Yeah, so just talking about the sales skill development and how that relates to a leader’s ability to free up their own time.
Yep, for a sales leader is what they’ll often do. The most efficient ones will not waste their time doing the training. They will subcontract that out to someone like me, for example, right? They’ll have me do it because that’s the one thing I focus on. As a sales leader, you’ve got a bunch of different things to worry about. And what we know is that when you’re in a leadership position, especially in sales, know, about 55 % of your time,
as a leader sales leader, a sales manager, a VP needs to be spent with, you know, managing your people. And that could be ride alongs and, and, know, doing reports and stuff like that. But the remainder of the other 45 % of that time, you should spend 30 % of that coaching, one on one coaching, and that’s different from training, of course.
Training I define as teaching someone a new skill. Coaching is helping someone take an existing skill that they have and apply it better and more effectively, you know, in a given scenario. So, if 55 % of the time they’re supposed to be like managing their people, you know, 30 % of it, now you’re at 85, 35%, 30 % of that time should be spent coaching.
And then you take training and mentoring and you can take the remaining 15 % and split it that way. But that’s the most effective division of labor I would teach to sales leaders, if you would.
Now as an entrepreneur and business leader is getting into this time where they are starting to delegate sales and they’re bringing on someone like you, what are some of the mindset shifts that you coach that helps them let go of the sales role without feeling like the standards are going to drop?
Yeah. Well, you know, you’re going to laugh when I even say this, but, for the first nine weeks of training, so training for it in my world happens on a repetitive basis. And it happens over a period of time. Like I won’t do sales boot camps, if you will, because my personal philosophy is, know, we’ve all gone to, you know, motivational talks and boot camps that lasted a day or two. And we know that about 90 % of the information that you
that you learn in those boot camps within 96 hours is you’ve forgot it and you can never access it again. you know, for me, training happens over a period of time and we do it in 90 minutes classes each week, you know, 44 weeks during the course of a calendar year. And so you…
You know, delve that piece out, right? And the first nine weeks, the managers will actually be in the training with their, uh, their sales people. And the reason that that is, is because we want the sales managers to know, uh, you know, what framework am I teaching and downloading into their team? uh, because there’s a second piece to this, you know, I can deliver the training, but I’m also not there 24 seven afterwards.
And so if the managers and leaders are in the first nine weeks of training, for example, they’ll understand fully the framework. And then I can coach the leaders and say, okay, here’s how to hold your people accountable to what I’m teaching them. So you don’t have to be in there for 44 weeks in a year. All you need is like the first nine and then you’ve got the framework. And then I’ll coach the leader through the framework.
Awesome. Well, let’s jump back into your key points. We’ve covered the first two. What’s the third that you like to share with people?
Well, we did a little bit of jumping because we hit hiring and onboarding your top performers as massive training to execute the winning behaviors. The third one was the managing the behavior is not the numbers. And I can’t stress this one enough because it’s easy to fall in love with the, you know, the end goal. There’s an old saying that a stopped clock is right at least twice a day.
And it’s true. You can have a salesperson that might be hitting their sales targets by closing two sales in a year, right? They could do exactly that. And you would think on the surface, well, that one is, you know, knocking it out of the park. They’re hitting their goal every time, you know, even though they’re only closing two sales a year. The real question as a manager, you have to be looking at like,
What behaviors are being executed? Because if you’re getting, you know, say you only have three sales calls in the whole year and you’re closed in two of them, that’s amazing. You have a 66 % closing rate, right? But you’re only doing three sales calls a year, which is, you know, like what’s the opportunity cost of only having those three? Well, what if they had 10 times that? What if they had 50 sales calls a year instead of, you know, and you were at two thirds at that point, you’re, you know, beyond a rock star at that point.
And so again, you’ve got to be able to be in, you know, there, the, there was a movie and a book called Moneyball that was written about the Oakland A’s and Billy Bean was the general manager of the Oakland A’s in the nineties. And it was curious because he started to bring in baseball statistics into play, right? like he relied less on the traditional old school, you know,
baseball scouting, and he started to look at like the metrics and, and that’s how we know that the top performing managers that have high performing sales teams, they managed by the execution of behaviors and measure those because they know if you execute the winning behaviors, you’re naturally going to get the result. It’s going to make sense.
Now, if a manager is reviewing numbers and seeing that there might be a gap in where someone is performing versus where they’d like to be, can you maybe share a story where some simple feedback or a rhythm of coaching has made a big difference in how that team performed?
Yeah, absolutely. So it happens all the time. And this is what good managers who are plugged into their team and invested in their team, you know, they do automatically. I had a client who had four salespeople. One was, you know, your top performer. One was a lower performer. But one of the two middle ones, they showed flashes of being able to go on hot streaks for long periods of time. But then they would, they’d run into a wall at some point.
And as it turns out, when, you know, when you’re following a, a sales process, when you’re at, when your sales team is executing a sales process, you can actually debrief your sales calls. if you’re documenting the debriefs, for example, like in a CRM or something like that, it’s incredibly helpful because you can start like seeing where it breaks down. So with Sandler, for example, there’s, it’s a seven step sales process and in each step.
You know, there are benchmarks which you can measure. And, and so what we noticed was that that variable performer that had the ability to shine and be a top performer for pretty long stretches, what happened would, they would get comfortable, right? Because they were making tons of money while they were on the hot streak and they would stop doing, they would bail out of the, the pain conversation prematurely.
Right? They would get comfortable. They’re like, you know, I already hit my quota for the year, you know, whatever, whatever. And so they would cut the pain step, short. And that was the actual problem. So once the manager and I were able to determine that, the manager was able to coach that salesperson into where they weren’t exactly like an A plus player, but they were an A minus player.
because you, you, you can see the dip in the numbers, you know, and, every time there was a dip in the numbers after going on a nice winning streak and all of sudden you, you know, you hit the wall. They were able to debrief that and say, okay, well here, and they would, the manager would coach that salesperson up and that had a massive impact. It was, you know, like a million dollars of additional revenue just by being able to recognize what was going on. and then, and then.
come up with a game plan to attack that problem. was a million dollar fix for that organization.
And I bet that was hugely helpful too for the salesperson because maybe they were making that change just subconsciously because they felt comfortable. It wasn’t even intentional.
And that’s just it. know, it was such an unconscious thing that, again, once the sales manager was able to help the salesperson throw that awareness radar up, as soon as they felt the dip, they’re like, I’m doing it again. And then they can course correct on the fly. And then the dip was, you know, minimal at best. Like I said, it went from, you know, like a B player.
to like an A minus and that was enough to bring in an additional million bucks of revenue per year to the company and the salesperson was just happy as can be because you know, he made way more money too.
sure. Now you’ve seen a lot of different team structures. I’m curious in your experience, where have you seen top performing sales teams and leadership teams leverage like executive assistants or virtual assistants to extend their capacity and get their time back?
Yeah, you know, I’ve got some clients that leverage the virtual systems, for example, to help with doing the CRM notes and stuff like that to update the CRM. I think that’s probably the most important one that I’ve seen. You know, having someone to do expense reports and…
the mundane kind of reporting tasks that a lot of salespeople have to do. Most salespeople have to do. You can never go wrong by having an EA or a virtual assistant. And it’s just good best practices because you get to focus. Think about this, if you’re a salesperson and your job is to be in front of a dozen face-to-face meetings with your ideal client profile.
You’re not getting paid to do paperwork, right? And that’s the number one complaint is, know, Oh, I got to mess around with this stupid, you know, CRM. If you have a virtual assistant in there or an assistant and EA, uh, they can do all that stuff. can voice record your notes, you know, send them to the EA. The EA can, you know, do what they need to do in order to get the, get in there. And so, yeah, those are, those are ways that you can really, really maximize the, the executive, uh, assistance or the VA.
Great points and perfect examples there. Now let’s circle back and hit your fourth point that you like to share with people.
Yeah, think, you know, again, think of the first three hiring and onboarding is, is massive and having that locked down and tight is huge. The second one training your, your, team to execute the winning behaviors. That’s number two, three, managing your behaviors, not the numbers. When you’ve got those three, it’s literally just as simple as lather, rinse, repeat. If you’ve got those three, you will build a.
high performing sales team. know, it starts again with great recruiting, hiring and onboarding. But then it can’t end there. You’ve got to develop them, train them to execute, and then you manage them by, you know, hold them accountable to the execution of the winning behaviors. And if you do those three things, it’s literally just lather, rinse, repeat. You could build 10 teams doing exactly that formula.
over and over and over and over again. So it takes discipline. It takes consistency and it is a process, right? You’ve got to build that into your culture. But from a sales team point of view, if you build that into the, you know, the sales culture, you just, you can’t lose. As an entrepreneur, you’re going to succeed every time.
Now, shifting a little bit to like habits and leadership habits, as things continue to evolve in business today, what’s one leadership habit that you think separates the businesses that grow cleanly from the ones that might burn out?
think when you have a coaching culture, when the leaders adopt a coaching culture, I think that is the difference between the haves and the have-nots in the business world. Coaching, again, I define as helping someone take an existing skill and apply it better, more efficiently, and more effectively. Coaching is not training, and you’ve got to develop
because what happens in coaching is one-on-one training is a kind of a group event and there’s multiple people in there but coaching is one-on-one and it does involve a level of professional intimacy right you’ve got to be able to you know put on your coaching hat and you have to have immense trust because what happens it’s almost like Vegas what happens in Vegas stays in Vegas
What happens in coaching also stays in coaching and you can’t breach the coaching slash managing divide. You can’t do that. Like you can’t go, you said this in coaching and yell at them for something in a, you know, in a sales meeting that that is not allowed. So, you know, I train sales leaders, uh, you know, on how to set a coaching upfront contract.
Which is you know a whole different hat and you’ve got it. It takes it takes time. It takes trust It takes skill and coordination, but you’ve got to be able to suspend your positional authority as the boss Because now your coaching hat is on and the second thing is that you’ve got to give them permission to speak freely and then you’ve got to give them protection so we call it the three P’s you got to give them protection against reprisal for what they say in
The coaching session and you cannot break if you break that trust, it’s going to be impossible to get it back. So the answer to your question is, the best from the leadership point of view, the difference between the haves and the have nots, 100 % of the way is developing a coaching culture where your team, your players actually actively go, Hey, I’m struggling with this one piece in the sales.
I and then they set up a coaching, you know, coaching session and it’s it. You know that that’s the difference.
As we wrap up today, what is one piece of advice you would share with business leaders today that they can execute immediately to start seeing differences in their business?
You know, I think you’ve got to get away from the features and benefit trap. Every time I talk to business owners, I’m like, me something that is amazing about your company, and they will feature and benefit me to death. And the reality is that, think about it from a prospect’s point of view. If you’re a prospect, you don’t care about any of that stuff.
So your job is the you business owner is to create a culture where you You help your salespeople ask the right questions and figure out what’s the compelling? pain that your prospect would respond to first like and maybe There’s a fit maybe not but that’s that’s my actionable item stop pitching and start asking questions and gathering information
Awesome. Well, thank you so much for sharing your wisdom with our audience today. To everyone listening, this conversation really came down to sales, leadership, and coaching. It all comes back to showing up and actually executing these things. And that’s where most things break, not the ideas, not the strategy, it’s the follow through. The stuff that’s supposed to happen after the call, after the plan, after you’ve made that decision. And that’s why we built Workergenix. We have full-time, ultimate executive assistants who stay behind the scenes to make sure things keep moving consistently.
and without you having to chase it all down. If that’s the gap you’re feeling right now, head over to Workergenix.com. Appreciate you all being here and we’ll see you on the next one.
