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How To Retain Your Best Talent

My Business On Purpose

Release Date: 06/23/2025

The Hidden Chaos Holding Back Your Contracting Business (And How to Stop It) show art The Hidden Chaos Holding Back Your Contracting Business (And How to Stop It)

My Business On Purpose

You know that dashboard in front of you when you get in a car and start driving it around? One of the things you're looking at, obviously, is the speedometer, odometer, the fuel gauge—those sorts of things. But it’s also those lights, those warning lights that can come up and let you know what the performance of the car is doing. And so in business, we have a dashboard. We operate via dashboard. And with that dashboard, there are also some warning lights—some yellow lights, some red lights—that we can look for. Hey, it’s Scott Beebe with Business On Purpose. I wanted to walk you, as...

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The Dickie & Donny Show Ep 19: Are you OVERfunctioning in leadership? show art The Dickie & Donny Show Ep 19: Are you OVERfunctioning in leadership?

My Business On Purpose

Is your leadership running at full speed… but your energy running on empty? In this episode of The Dickie & Donny Show, Shawn “Dickie” Stinson and Brandon “Donny” Gray dig into a silent leadership killer—overfunctioning systems—and how they quietly drain your capacity, weaken your team, and leave you teetering on the edge of burnout. Are you stepping in to fix problems your team could solve? Do you feel more like the “firefighter” than the leader? Is your health, patience, or focus starting to crack under pressure? Through the vivid metaphor of a dying tree—rotting...

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Hate Conflict?  10 Ways To Confront Tough Situations show art Hate Conflict? 10 Ways To Confront Tough Situations

My Business On Purpose

Well, there are some things that I love in life and there are some things that I want to avoid like the plague. Conflict is one of those. I am not one of those that looks to run into conflict. In fact, I would classify myself as pretty conflict averse. But I’ve had to learn over time that leadership requires these things to come out eventually. That doesn’t mean I’ve done them great. Actually, this picture you see—if you’re watching on video—I got from a buddy of mine, Rob Shreve. Don’t worry, audio listeners, I’ll walk through it. Rob has this book by John Maxwell, a...

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The Dickie & Donny Show Ep 18: Time is Irrevocable show art The Dickie & Donny Show Ep 18: Time is Irrevocable

My Business On Purpose

Is time quietly slipping through your fingers? In this episode of The Dickie & Donny Show, Shawn “Dickie” Stinson and Brandon “Donny” Gray tackle one of the most underestimated truths in life and business: time is irrevocable—once it’s gone, it’s gone forever. Are your days packed but your priorities untouched? Do urgent tasks keep pushing out the important ones? Are you spending more time reacting than leading? Every minute you spend is an investment… or a cost you can’t get back. The question is—are you investing it wisely? You’ll discover practical ways to identify...

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From Frustration to Flow: Building a System-Driven, Growth-Minded Business (for less than 50 employees) show art From Frustration to Flow: Building a System-Driven, Growth-Minded Business (for less than 50 employees)

My Business On Purpose

Most of the businesses we work with have less than 100 employees. In fact, if you were to do a bell curve, you'd see that most of our clients fall somewhere between five and 50 employees in that sweet spot. So we tend to give a lot of examples. The majority of our clients are in the contracting space or the AEC space—architecture, engineering, contracting—or industries that support those. It’s a privilege to work with them. Within that, what we typically run into is not a lack of ideas or concepts, but a mindset barrier—that tends to be the rub—that keeps them from being liberated...

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The Dickie & Donny Show Ep 17: Finding Your Business Rhythm show art The Dickie & Donny Show Ep 17: Finding Your Business Rhythm

My Business On Purpose

***Disclaimer: We do not own the rights to the song “Typical.” All music credit goes to Mutemath.*** Is your business stuck in a chaotic cycle of trial and error? In this episode, Dickie & Donny (BOP Coaches Shawn Stinson and Brandon Gray) reveal the secret to sustainable growth: mastering the balance between predictable "typical" rhythms and innovative "atypical" practices. They break down the crucial business fundamentals you need to get right, including the rhythm of effective meetings, consistent financial reporting, and the five stages of company development. Discover why building...

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My Business On Purpose

We've been liberating owners from chaos for a little over 10 years now at the time of this recording. When you look back at the history or sort of the anthology of what we've seen built in these tools in the Business On Purpose Operating System, we've realized that one of the core tools is something that we call the Master Process Roadmap. If you look at it, there’s a core question that many owners ask, and that is, “What happens to the business if something happens to me?” Well, if you've got your Master Process Roadmap in place, then you've got something that the business can continue...

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My Business On Purpose

Is lack of trust holding your team back? In this episode of The Dickie & Donny Show, Shawn “Dickie” Stinson and Brandon “Donny” Gray dive deep into one of the most overlooked challenges in business: team trust. Are your team meetings full of dread instead of energy? Do people hesitate to ask for help? Are weaknesses hidden instead of addressed? These could be signs that trust is missing—and it’s costing your business more than you think. Learn how to spot the 6 most common trust issues and what you can do today to rebuild a healthy, aligned, and accountable team. Trust isn’t...

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My Business On Purpose

Recently, Ashley and I have had the privilege of meeting with some young couples and talking to them as they're just coming into marriage or preparing to be married. They often ask us a variety of questions, as you would expect from anyone talking to a couple who’s been married for a while. One of the big issues that consistently comes up early in marriage—and continues to show up later—is the issue of money. That’s been true in our marriage as well. It makes sense that money and finances are also a very real issue for business owners, especially those who are married and both spouses...

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Feel like your business is earning but still wondering where the cash went? In this episode of The Dickie & Donny Show, Business Coaches Brandon “Donny” Gray and Shawn “Dickie” Stinson share proven cash management strategies every business owner should know. From using multiple bank accounts to implementing a profit-first approach, they walk through real-life examples of how simple changes can transform your financial health. You'll learn how to: Set up your bank accounts to gain financial clarity Track actual cash—not just profits on paper Close the financial “back doors”...

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In preparing for this recording, it just gave me a total PTSD flashback to the pandemic. And we had the Great Resignation. Oh, my goodness.

At the time of this recording, it’s 2025. I was just thinking about that, and I was also thinking about this idea that once we find a great teammate—a great team member—we want so badly to keep them. I think about the NCAA collegiate coaches right now and what they're having to do, working so hard not just to find new talent, but to keep the talent they already have. It's so easy for these players to go back and forth.

So let's talk about this idea of retention in your business so that you can make sure to retain the right talent—the talent that is really offering a lot of value not only to the business and the mission itself, but also to the actual team members. They're finding joy in their work. So let's see if we can liberate you from chaos by helping you retain the right talent.

It's Scott Beebe with Business On Purpose again. Go check out the Dickie and Donnie Show on this thread, that wonderful podcast that Shawn and Brandon, two of the coaches here at Business On Purpose, have been building for you. We've got a lot of people listening to it. Super fun.

Alright, let's talk about retention. To retain talent, you've got to learn to invest time in deep, meaningful conversations. Now, I realize I've just lost a lot of you. Some of you might just turn this podcast off because you're thinking, That is not within my wheelhouse.

Listen—people crave attention. You do, too. I do, too. We crave connection. When we feel disconnected, we're likely to go look somewhere else, no matter how rewarding the work itself might be. You might go, Well, this is my ideal job. Yeah, but it's not my ideal culture.

So one effective way to foster connection is through what we call the Big 5 Feedback Loop. It's a concept you've heard me mention before on this podcast, and it's inspired by the Big Five safari animals in Africa. And to be honest, I don’t really remember what they are—I’m sure there’s probably a lion and a giraffe and an elephant or something like that—but you can look them up.

The Big 5 Feedback Loop consists of five elements that are crucial for small business success. Just imagine a loop with five points on it.

1. Team Meeting
This is a weekly, one-hour gathering led by a leader with a set agenda. It’s not new—but it’s intentional. One hour, agenda-driven, leader-led. During this meeting, you celebrate big wins, review what we call the "anchor" (the essential culture-building elements in your business), do training, give handbook reminders, celebrate birthdays and anniversaries, and review the upcoming 4, 8, 12, and 16-week calendar. Most people forget to do all that because we get too busy talking about daily tasks and sales.

You also discuss your 12-week goals—three quarterly objectives—and you touch briefly on each business system (Marketing, Sales, Operations, Admin) at a high level. This is NOT the time for project-level problem solving. That comes later.

2. Departmental Meetings
These are weekly, one-hour sessions focused on specific business systems or departments—Marketing, Sales, Ops, Admin. If you need to combine Marketing and Sales because you’re small, that’s okay. These meetings dive into repetitive elements and results. In your Operations meeting, for instance, this is where you talk job-by-job and get into production details. But this is the only place to do that.

3. Executive Meeting
This meeting is for your high-level leadership team. Even in a small business, it's valuable to zoom out and take a bird’s-eye view of things once or twice a month. You talk about strategy, big-picture issues, and alignment.

4. One-on-One Check-ins
These are short, 15-minute meetings with each team member, ideally once or twice a month. They follow a five-question format:

  1. What big win do you have from this month?
  2. What are you seeing and thinking right now?
  3. What blind spots do I have?
  4. What do you need from me?
  5. Here’s what I see and what I need from you.
    (Note: The fifth one is a statement, not a question—this is where you provide feedback.)

5. Annual Performance Review
This happens once or twice a year. What makes it work is that it’s two-way. Half the review is your evaluation of the team member, and the other half is their self-assessment. You can use the same set of questions for both, usually delivered in a form ahead of the meeting.


If you'll implement the Big 5 Feedback Loop—Team Meetings, Departmental Meetings, Executive Meetings, One-on-One Check-ins, and Annual Reviews—you create multiple intentional touchpoints for communication and connection. When you do that, you build a strong, engaged team that feels valued and understood.

And when people feel seen and heard, retention becomes less of a challenge. Yes, there will always be challenges—we’re working with people, after all—but you can reduce turnover, increase trust, and ultimately improve your business performance.

Got questions about the details? Head to businessonpurpose.com/ask. If you’re a business with three or more employees and a million dollars or more in revenue, and you really want to grow, go there. Each of our coaches sets aside 15–20 minutes a week to answer your questions—no strings attached. And if you want to know how to work with us? Just ask.
businessonpurpose.com/ask

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