EntreLeadership - The #1 Reason Your Top People Keep Leaving (How to Fix It)

Episode Date: May 29, 2026

Your best people aren’t quitting—they’re reacting to what you tolerate.  In this episode, discover why your best people keep leaving and how to set clear expectations, hold your team accountab...le, and protect what matters most. Next Steps: ·      🎯 Figure out your business' next steps in a free consult call with an EntreLeadership team member: https://ter.li/cjk4u0 ·      📞 Have a question for the show? Call 844-944-1070 or send us a message: https://ter.li/ask-us ·      📚 Learn about the EntreLeadership System™: https://ter.li/system-p ·      💻 Get EntreLeadership Elite™ for your business: https://ter.li/elite-p ·      ✉️ Sign up to receive tactical tools, advice and resources in your inbox every week: https://ter.li/enl ·      🏢 Attend EntreLeadership Summit: https://ter.li/Summit-Leadership ·      🎤 Attend EntreLeadership Master Series: https://ter.li/masterseries-conference ·      📖 Order Dave’s book, Build a Business You Love: https://ter.li/b4kru2   Connect With Our Sponsors: ·      Go to Belay Solutions or text ENTRE to 55123 for their free resource! ·      Go to Christian Healthcare Ministries and use code ENTRE for a 50% credit towards your first month of membership. ·      Visit NetSuite today to learn more.   Listen to More From Ramsey Network: 🪑 Front Row Seat with Ken Coleman 🎙️ The Ramsey Show 💸 The Ramsey Show Highlights 🧠 The Dr. John Delony Show 🍸 Smart Money Happy Hour 💰 George Kamel   Ramsey Solutions Privacy Policy Learn more about your ad choices. Visit megaphone.fm/adchoices

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Starting point is 00:00:05 Around here, we say you're either a thoroughbred or a donkey. Thoroughbreds are high performers. They show up, go the extra mile, and carry more than their weight. You never have to beg them to do their job. They just run. And donkeys are, well, the opposite. They drag their feet. They need constant supervision.
Starting point is 00:00:23 They don't run. They stall. If you accidentally let a donkey in the door and let them hang around for too long, somebody who can't or won't pull their load, that is, guess what happens? your best people won't deal with it, they'll leave. And you'll be left scratching your head wondering what happened. Thinking maybe it's about money or perks or the job market, but it's not. It's about culture. It's about clarity and it's about leadership. Today, Andre Leadership's head
Starting point is 00:00:49 coach John Falcons is going to walk you through exactly why your best people are leaving and what to do about it. Because if you want to build a business full of thoroughbreds, you better learn how to stop tolerating donkeys. Thanks, Dave. We hear this all the time from business owners. I just don't get it. I treat people like family. We've got a great culture. So why do my best people keep leaving? Let me tell you a story about one of our clients. He was an auto shop owner who had a low performer that was slow as molasses. And the rest of the team was looking at him asking, what are you going to do about this? He's slowing us all down. Clients are getting annoyed because things aren't done right and it's taking forever. I'll tell you what he ended up doing a little later. You see, the problem wasn't just the slow employee, the problem was the leader's silence. By saying nothing, he was sending a message loud and clear.
Starting point is 00:01:44 Low performance is okay here. This is what we call sanctioned incompetence, and it's one of the fastest ways you'll lose your top people. And here's what happens when you allow sanction incompetence. Those top people, your high performers, they lose trust in you as a leader. They start to wonder if you even notice their work. They carry too much of the workload,
Starting point is 00:02:08 they get frustrated, they get burnt out, and they will leave. Because thoroughbreds don't like to run with donkeys. They want to grow, they want to win, they want to work with other A players. And when they realize the slackers are the ones setting the standard, they're not going to stick around. They'll go find a place that moves at their speed, because competition is stiff for good talent.
Starting point is 00:02:32 they're going to be able to find a job someplace else. They usually don't storm out, they just quietly disengaged. And then they disappear, leaving you wondering, what happened? Let's say this is you. You're losing people, you don't want to lose. Your A players are quietly checking out. What do you do? Well, let me walk you through the six steps to help you get and keep your best people. First, have a hiring process that filters out the donkeys. Half the battle is keeping the donkeys out of your business in the first place.
Starting point is 00:03:07 If you're not hiring driven people who are aligned with your values, you're setting yourself up for pain. We say it all the time. You don't motivate people, you hire motivated people. So slow down. Be a little bit picky. And remember, a bad hire doesn't just cost you money. It costs you time babysitting them,
Starting point is 00:03:27 cleaning up their messes, and rehiring when it doesn't work out. Listen, Ramsey isn't immune from this. We've hired people that actually left the first week they got here. They looked around and they said, I don't want to work in an office full of people. And we ask ourselves, how did you even get here? They were somebody that was desperate for a job, but really didn't know what it was like to be a part of a team.
Starting point is 00:03:51 For us, that's a donkey. We want people that want to be on a team. Secondly, create a KRA for every role. Once somebody's on the team, set them up for success by giving them a KRA, which is what we call a key results area. This is a one-page document that says, here's what winning looks like in your role.
Starting point is 00:04:14 No more vague expectations, no more, well, they should just know. Your people can't hit a target they can't see, and you won't be able to hold them accountable to a job description that's buried in a file cabinet, somewhere. When the expectations are clear from day one, there's no room for confusion and no excuse for underperformance. Third, schedule weekly one-on-ones.
Starting point is 00:04:38 This is probably going to freak you out, but you need to make it a habit to meet with each of your direct reports weekly for 30 minutes to check in with them. We coach people on exactly how to do this, but here's the big picture. You need to create a rhythm of communication that builds trust and keeps people aligned. aligned. You want fewer surprises? Fewer people quietly disengaging? Start with one-on-ones.
Starting point is 00:05:03 It won't just improve your culture, it'll also help you surface issues early, whether it's a high-performer feeling frustrated or a low-performer starting to slip. Like I said, I know this can feel overwhelming to think about meeting with all of your direct reports for 30 minutes each week, but I promise it'll actually save you time because it helps you stay ahead of the problems and avoid the constant you got a second interruptions that happen throughout your day. We'll get right back to the episode, but first,
Starting point is 00:05:36 do you remember when you only worked 40 hours a week? Now that you're in leadership, you do that by Wednesday afternoon. Look, you want to be a part of something meaningful. You want to make an impact and still have a life. But as your company grows, your calendar fills up, meaning stack on top of each other, and you're doing more work that doesn't require your expertise.
Starting point is 00:05:57 You don't have time to lead anymore. That's where Belay comes in. Belay matches you with qualified U.S.-based executive assistants, marketing assistants, and accounting professionals, real people who can help you protect your time so you can delegate what doesn't require your leadership and focus on the work only you can do. Because growth doesn't come from doing more,
Starting point is 00:06:20 it comes from doing what matters most. If you're ready to build a business that runs without running you into the ground, download Belize Free Resource, the 40-hour CEO Workweek Planning Guide, by texting Entree to 55123. That's ENTRE to 55123. Now let's get back to the episode. Fourth, have the hard conversations.
Starting point is 00:06:45 This is where most leaders get stuck. But listen, unspoken expectations are just premeditated, If someone's not meeting expectations, you've got to say something to them. Don't wait until your thoroughbreds are already job hunting to address the problem. When you do have those hard conversations with a team member, be clear, be kind and be direct. For example, you can say, hey, I care about you, but right now you're not fulfilling your KRA. This doesn't change, it's going to become a bigger issue. That's not being cruel.
Starting point is 00:07:21 It's being clear, and it's one of the most caring things you can do. Taking the time to coach someone and tell them the truth is a gift. Even if you have to let them go, they need to hear it. And you may be the only leader in their life who's had the courage to say it out loud. Fifth, protect the culture at all costs. Listen, your job is to lead your team. Not protect one person at the expense of the expense of your own. at the expense of everyone else.
Starting point is 00:07:52 You don't have to keep someone around just because they've been there a long time. If someone is consistently underperforming or violating company core values, you've got to deal with it. Quickly. Sometimes that means making the tough call to let them go. Because when you let underperformance hang around like a bad smell,
Starting point is 00:08:14 everyone starts wrinkling their nose. Morale takes a hit. Trust fades. and your best people start wondering if their leader even has a spine. But when you have the backbone to step in and address it, directly, clearly, and respectfully, you're showing the whole team that protecting the culture matters more than keeping the peace. And don't forget, your top performers need to know you see them too.
Starting point is 00:08:41 Protecting the culture isn't just about addressing what's wrong, it's also about affirming what's right. When you take time to recognize the people who are pulling more of the weight, you're reinforcing the standard and reminding them that they're not being taken for granted. Sixth, regularly audit your team. You need to stay in tune with what's really happening on your team, not just what you hope is happening. I mean staying dialed in to how your team is performing and feeling.
Starting point is 00:09:11 So this week, take a good, honest look at your team and ask yourself, Are they fulfilling their KRA? Are they living out our core values? Would I rehire this person? Are they helping or hurting team morale? You can use the red, yellow, green system if it helps. Red? They're negatively affecting performance or team culture.
Starting point is 00:09:33 Yellow. They're struggling, but coachable. And green, they're doing great. Then have the conversations that you need to have. Because if you don't call it what it is, you can't lead through it. and your culture will lead itself, usually in the wrong direction. Let's go back to that leader that I said hired the donkey, the slow guy. Well, he sat him down.
Starting point is 00:09:54 He got really clear on expectations. It was a tough conversation, but he let him know this is what you've got to do to stay on this team. And luckily, the guy stepped up, and everybody else saw that happen. They saw the leader have the conversation, and they saw what the standard was. So here's the deal. Your best people aren't leaving because they don't like the work. They're leaving because you haven't protected them from low standards. They're tired of sanctioned incompetence and wondering if you're ever going to do anything about it.
Starting point is 00:10:26 But here's the good news. You can turn it around. Start by intentionally hiring the right people. Set clear expectations up front. Build rhythms of accountability. Have the hard conversations and protect the culture at all costs. And regularly check in to see how your team is doing. You get those things right,
Starting point is 00:10:48 and you'll create the kind of business that people want to be a part of. When your team knows they're seen, when they know the standard is high, when they know they're part of something bigger than themselves, they don't just stay, they thrive, they run, and they carry the vision forward. If this episode hit home,
Starting point is 00:11:07 and you know something's got to change in your business, Our coaches, our team are here to help. We're offering a free 30-minute consultation with one of our Entree leadership coaches. No pressure, just a conversation about where your business is stuck and what to do next. We've worked with thousands of business owners in the exact same spot, so hit the link in the description to book a call. And if you've enjoyed today's episode, be sure to like, share, and subscribe for more great leadership content. And we want to hear from you. What's the one thing you need to change to protect your team's culture?
Starting point is 00:11:45 Let us know in the comments. I'm your host Dave Ramsey and this is Entree Leadership.

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