How Do I Shift My Leadership Style as My Team Expands? | Coaching Real Leaders | Podcast

8 Jul 2026 · 57 min · 18 chapters

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

How to scale leadership as a team grows—shifting from hands-on problem solving to enabling direct reports to become independent problem solvers, while aligning expectations with each person’s capability and commitment.

Guest backgrounds

“Alex” (confidential) has 10+ years in sales-driven retail. He rose from entry-level individual production/commission roles to general sales manager (second-in-command) and then to an executive role leading a much larger, more complex division. He previously doubled revenue with ~50 employees and high hands-on access, but now manages 113 employees through five direct reports.

Key claims

Alex’s roadblock is upward delegation—team members ask for his input and he adds his “lens,” which prevents independent thinking and drains his time. The coach emphasizes: set clear expectations for “completed staff work,” require problem solvers (not issue spotters), assess capability and commitment, and adjust involvement based on risk. Use situational leadership: directive/teaching when skill is low, coaching/support when in-between, delegating when capable and committed. Build psychological safety to learn through mistakes.

Notable examples

A high-stakes scenario involving terminating an employee; the discussion frames when the leader must be more involved vs. when to let the manager decide.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Introducing Alex's Leadership Journey

1:34 to 2:12

Learn about Alex's rise in the retail sector and his transition to leadership.

“He's been working in a sales-driven retail sector for over a decade.”

Challenges in Leadership Roles

2:12 to 3:17

Explore the differences in skills required for individual contributors versus managers.

“That success led him to take over an even bigger division about a year ago, where he now holds an executive role.”

Shifting Mindsets from Individual to Team Focus

3:17 to 4:08

Discuss the importance of focusing on team development over personal achievements.

“As you have, as you said, you started from the bottom, right?”

Alex's Management Complexity

4:08 to 5:28

Alex shares the complexities of managing a larger team and delegation challenges.

“So that was a big turning point for a younger guy getting a shot at managing a small team to really spend most of my time investing in developing them rather than just what I could produce individually.”

Navigating Guidance and Independence

5:28 to 10:39

Examine the balance between providing guidance and fostering team independence.

“He told me you have to think about the other person first, what you can get for them than just watch the byproduct for you.”

Identifying Time Allocation for Leadership

10:39 to 12:00

Discuss what Alex could focus on if his team operated more independently.

“And I can't do that here and scale the business.”

Obstacles to Independent Problem Solving

12:00 to 14:00

Unpack what prevents team members from solving problems independently.

“If this was not happening, if they were not coming and asking for guidance, what do you envision you would be doing?”

Identifying Leadership Challenges

14:00 to 14:15

Explore the initial challenges leaders face as their teams grow.

“You need to have this idea put together before you ask for my opinion.”

Setting Expectations for Team Independence

15:01 to 18:19

Understanding how to set expectations for team members to enhance independence.

“You know, one of my direct reports has 40 employees of his own.”

Cultivating Problem Solvers in Leadership

18:22 to 23:00

Learn the distinction between problem solvers and issue spotters in teams.

“Let's say I'm one of your employees, right?”
Show all 18 chapters

Assessing Team Capabilities

23:01 to 27:49

Discuss how to evaluate the skills and capabilities of your team members.

“Then we go to this next piece that you brought up, which is around what is their capability of doing this, right?”

Encouraging Team Autonomy

27:50 to 28:00

Strategies to encourage team members to solve their own problems while providing guidance.

“Next time they come to me and say, this is something I'm working through, goes back to what you said earlier.”

Navigating Leadership Challenges

28:00 to 30:24

Leaders discuss handling high-stakes problems while balancing support and autonomy.

“to be able to say, I'm happy to help, but not yet.”

Assessing Risk and Capability

30:24 to 35:56

Understanding the balance of risk and team capabilities in leadership.

“The critical thing that you said here, though, that I think you can hold is how high are the stakes?”

Encouraging Commitment in Team Members

35:56 to 39:24

Strategies for dealing with team members who are capable but lack commitment.

“Are they confident to be able to complete the task?”

Self-Reflection and Growth as a Leader

39:24 to 42:00

Exploring personal accountability and growth in leadership practices.

“it's very hard to try to motivate the person.”

Navigating Leadership Expectations and Frustrations

42:00 to 51:09

Leaders must align their expectations with their team's capabilities and commitment to foster growth.

“Let me ask you this, because when we first started talking about this, and I think I said, oh, you know, you need to have these conversations.”

Implementing New Leadership Strategies

51:10 to 51:54

Identifying misalignments in expectations can guide effective leadership changes.

“is the last thing that you just said, and that's getting comfortable with being a learner myself first.”
Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00Propel Fitness Water with Gatorade electrolytes, zero sugar, and vitamins. Propel hydrates better than water to help you get the most out of your workout and get back to your best self. What propels you? Propel with Gatorade electrolytes. When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs. It gives your job post the boost it needs to be seen and helps reach people with the right skills, certifications, and more. Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a$75 sponsored job credit at Indeed.com slash podcast.

0:37That's Indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed sponsored jobs. HBR presents.

0:58I'm Yaria Wilkins, and this is Coaching Real Leaders, part of the HBR Presents Network. I'm a longtime executive coach who works with highly successful leaders who've hit a bump in the road. My job is to help them get over that bump by clarifying their goals and figuring out a way to reach them, so that hopefully they can lead with a little more ease. I typically work with clients over the course of several months, But on this show, we have a one-time coaching meeting focusing on a specific leadership challenge they're facing.

1:33Today's guest is someone we'll call Alex to protect his confidentiality. He's been working in a sales-driven retail sector for over a decade. So I started at the bottom and stuck with the same company for six years, slowly working my way up that food chain and ended up in a general sales manager role, which in our industry is commonly the second person in command in any one division. A few years ago, Alex was given the opportunity to lead a division and he significantly increased its revenue. That success led him to take over an even bigger division about a year ago, where he now holds an executive role.

2:18It involves a very different skill set than what helped him rise up the ranks in the first place. Almost all of the entry-level positions in this industry are individual production-based, commission-based. What happens a lot is people get really good at earning for themselves. And the first typical one, two, three steps up the ladder of hierarchy are still individual production, just producing different results with different products, different people. And a big point of failure in our industry, or at least in my opinion in our industry, is when you get to the level when you're a manager of people, but all up until then, you've been only responsible for your own production.

3:05Alex has had success on both levels in his career, as an individual contributor and also now as a leader of teams. But he's wondering how he can keep scaling up that leadership and grow even more. I wanted to better understand how he'd made it happen so far. Let's dive in.

3:27As you have, as you said, you started from the bottom, right? And Rose Up kind of reminds me of that Drake song, started from the bottom, now we're here. Right? So now you're here. That's my life story. That's my life story. That's your life story. Okay. Okay. Now you're here. What do you attribute to your rise and your success in your career so far? I feel like a big turning point for me was I took that role seriously about developing people around me and getting results through them and was able to really slough off the it's about me and what I can do mentality that, in my own words, just plagues the management in our industry.

4:08So that was a big turning point for a younger guy getting a shot at managing a small team to really spend most of my time investing in developing them rather than just what I could produce individually. And when you made that shift in terms of going from an individual contributor to a people manager and that differentiating you, what were some of the things that you focused on that helped you make that shift effectively? I don't know if I have a great answer to that. I remember a conversation with a mentor of mine that had been with me for those first two or three steps.

5:08it needs to be seen and helps reach people with the right skills, certifications, and more. Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a$75 sponsored job credit at Indeed.com slash podcast. That's Indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed sponsored jobs. He told me you have to think about the other person first, what you can get for them than just watch the byproduct for you. And that was a tough thing for me to rationalize being in an industry that's measured fiscally, monthly on individual performance and try to think, man, if I work with this person and I see them really successful, I may not reap that benefit for a couple of weeks, months, maybe several months.

5:57That was a challenging thing for me, but that was one of the things I learned. Yeah. That's interesting. You say that, I often think about, particularly in an industry like yours, where even being an individual contributor is very commission-based. It's sort of eat what you kill. Exactly. And then you move to a people manager role, as you did, and you think about the advice that your mentor gave you. And you really go from being kind of the lone wolf, eat what you kill to becoming more of a gardener where you have to cultivate and wait, you know, or a farmer and wait for the harvest, not knowing if it's ever going to come.

6:35Right. That's right. So it sounds like you were able to do that when you moved into managing this initial group. So fast forward to now, how many people do you manage? So in my division that I lead, I have 113 employees. They are not direct reports to me. I have five direct reports to me. All right. So it's increased in complexity in terms of the number of people. Significantly. Significantly. Within those five direct reports, you know, those are all separate departments with separate revenue streams that funnel up to the top. So it's definitely complex. So here we are. What is it that brings you here today?

7:17What is it that you wanted to work through? What I really want to spend time working through is I seem to hit this same roadblock over and over in this role. And I need to give you a little bit of background on the difference in my last very successful position and the one now that is going relatively successful, but I have a thirst to be more successful. So in the last division, we doubled revenue and kept fixed costs and headcounts flat. And that was with a team of 50 and one brick and mortar building. So I tell everyone that job, even though it's the same job I have now, is different because I could touch every employee in 10 minutes.

7:59And I could get involved with things at much higher frequency. So the ability to just handle most everything with those people was part of it. In this division, there's no possibility to be everywhere at once. And so I've got to manage through the direct reports. And I do consider myself a very effective delegator. I really have studied that. But where I hit the roadblock and why I'm interested in talking is I really have a thirst for learning. And so I like to be the best I can be in every area that I manage. The people that report to me are not necessarily as good as I am. And I do think it is my role to cultivate independent thinkers and doers as a more executive style role in this larger infrastructure company and with its complexity.

8:54But where I struggle is I can delegate it well. I can paint really clear targets, hold people accountable for their primary job responsibilities. But there's a point in time where someone will say, let me get your input on this or how would you handle this? And I do have a good amount of self-restraint to say, well, you know, return the question with a question. But it always ends up with me putting some layer or lens of my perception of how the problem should be solved or how the result. Propel Fitness Water with Gatorade electrolytes, zero sugar and vitamins. Propel hydrates better than water to help you get the most out of your workout and get back to your best self.

9:41What propels you? Propel with Gatorade Electrolytes. When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs. It gives your job post the boost it needs to be seen and helps reach people with the right skills, certifications and more. Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a$75 sponsored job credit at Indeed.com slash podcast. That's Indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed sponsored jobs. Should be achieved.

10:17And it detracts from their ability to operate independently and creates a real parasitic time situation for me because then they spend most of their time learning my way rather than developing their way. and all the while the kind of catch-22 is if they did it my way, yes, we would achieve the results, but I would have to constantly be a part of that. And I can't do that here and scale the business. It's not possible. Okay. I wish more people would come to that realization that you just came to, right? Which is it's impossible to scale the business if you're involved at that level. So just to replay, just to make sure I'm sort of grasping where you're at right now, You are now leading a more complex organization.

11:01Not only has it grown in size in terms of the number of people, but even physically, it's a little bit more complex to handle. So it's difficult for you to try to have that hands-on approach that potentially you had in the past. And even though you effectively delegate, what you're finding is that your direct reports or some of the people on your team are still coming to you to seek guidance. And inevitably, it leads to you providing your perspective, which tends to weigh on them heavily. Is that right? Correct. Okay. Yes. And so your hope is that you can get to a place where they can come up with their own solutions and act independently so that they're not overly reliant on you and it frees you up to do more of whatever it is that you feel you need to do.

11:59That's right. Okay. So let's pick it up from there. If this was not happening, if they were not coming and asking for guidance, what do you envision you would be doing? Like, what would that be replaced with? I would be doing a lot of probably relationship building with just all the staff, but then also vendor partners and then doing things that are going to help us scale like recruiting or marketing our business to customers and employees. And then obviously measuring and casting results and targets. OK. And how much of that are you doing now? I'd say a fair amount. It's not as much as I'd like to be.

12:42Okay. There's a big opportunity for people in my role to get in front of some new recruits and career path people and really build relationships and develop them. And I'm not able to do that because I am pretty parasitically drawn to part of production. So I'm asking that question because I think it's important to understand and commit to what would replace the time that's now being spent with your team. If not, you just end up in a void and you just keep doing what you've been doing, right? So you have a clear sense of how you would be spending that time. I mean, it's very concrete. You could even calendar it in, right?

13:19So that you know what you're headed to. So let's kind of explore what's happening now. What do you think is getting in the way of some of the folks you're dealing with independently coming up with solutions? I think the first thing that comes to mind is I am always willing to listen and help. I may not always be available, but I will make time later or schedule time to help them. I think the second thing that's probably causing that not to happen is, I don't know, maybe I haven't specifically said, hey, you know, kind of doctrine of completed staff work style. You need to have this idea put together before you ask for my opinion.

14:09Maybe I haven't cast that well. But other than that, I don't know. I don't know what's getting in the way of them. Propel Fitness Water with Gatorade electrolytes, zero sugar, and vitamins. Propel hydrates better than water to help you get the most out of your workout and get back to your best self. What propels you? Propel with Gatorade electrolytes. When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs. It gives your job post the boost it needs to be seen and helps reach people with the right skills, certifications, and more. Spend less time searching and more time actually interviewing candidates who check all your boxes.

14:48Listeners of this show will get a$75 sponsored job credit at Indeed.com slash podcast. That's Indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed sponsored jobs. Doing that, I could say also just maybe, like I said in the beginning, most people are individual producers and the individual producers become people managers. and maybe they're thinking too narrow. Like, okay, what do I do? You know, one of my direct reports has 40 employees of his own. I mean, you don't necessarily have to be a part of most of that at that level. So maybe it's some training or some education as to what I'm counting on them to do or not do.

15:30I mean, Alex, I feel like you're coming up with your own answer, right? I just felt that way. it's because of your good question it's because of the question hey you know i always ask the question i often don't know the answer but i kind of like your answers right like what you've reflected here is a you know when you said maybe i haven't said or cast that well that i need them to come so the first is have you set the expectation that that's what you want them to do Right. And then the second thing that you mentioned is I can't remember the exact wording, but it basically like, are they capable of doing it?

16:09You know, do they have the skill to be able to come up with these solutions and present them to you in a way that then you can get into problem solving? And then there's a third layer that I would add, which is, do they want to do that? Right. Which is what we call commitment.

16:32Let's take a pause here. It's clear to me that Alex understands what he wants from his team. He has some thoughts on how to approach them. But he's feeling unsure about whether it's the right approach. And he's looking for me to give him the answer. While I could do that, my sense is that what will help him in the long run is to provide some framing to his thought process. A series of questions that will enable him to coach himself through these types of situations. And the first thing for him to consider are his expectations. Because so many times we expect certain results from others, and yet we've never told them what we expect.

17:07I was curious if that was the case with Alex in his direct reports. Let's pick the conversation back up as I explore this with him.

17:21Nobody else can set the expectation but you as the leader. So what is the expectation that you have or have not set as it regards to ultimately enabling them to be more independent in driving to solutions? That's a really good question. I feel like I've done a very good job of letting everyone know where their level of empowerment lies. I would say with some confidence that everyone knows what is a permission item and what's a forgiveness item. I feel like I have not done a very good job of maybe asking or really clarifying when you have a roadblock on your plan or on the way to achieving the results we're counting on you to achieve.

18:10You need to touch these people or references and come to me with some potential solutions. Maybe that is what I need to work through. And let me push that a little further. Let's say I'm one of your employees, right? And you're now giving me that expectation. What would that look like for you? How do you think I can present it in a way that would be most effective for the exchange that needs to happen? Well, I don't know if I could formalize that so quickly on the spot, but just casually, I would say something to the effect of, I hear you have a problem. Who have you spoken to about this already?

18:48What material have you searched through? Have you looked at historical decisions like this and how they've gone? And then I would probably say if the answer were no to one or all of them. Propel Fitness Water. With Gatorade electrolytes, zero sugar and vitamins. Propel hydrates better than water to help you get the most out of your workout and get back to your best self. What propels you? Propel with Gatorade Electrolytes. When you need to build up your team to handle the growing chaos at work, use Indeed Sponsored Jobs. It gives your job post the boost it needs to be seen and helps reach people with the right skills, certifications and more.

19:28Spend less time searching and more time actually interviewing candidates who check all your boxes. Listeners of this show will get a$75 sponsored job credit at indeed.com slash podcast. That's indeed.com slash podcast. Terms and conditions apply. Need a hiring hero? This is a job for Indeed sponsored jobs. So let's work on this together now. The next time I'm going to be counting on you to make sure you've really vetted out everything you can possibly do before you tag me into the problem. Always willing to help, but I want to make sure we use the resources that you have first. So when I asked you that, it was just for you to start getting some practice in terms what's the template that you can set to underlie the expectation that you're going to ask around them being able to come to you with potential solutions.

20:18I mean, what you're really asking for is that you want, I've heard this term used by one of my former client's bosses when he was struggling with the same thing, except the direct report he had was my client. And what he said was, I need him to be a problem solver, not an issue spotter. And the issue spotter are the ones who are like great at raising their hands and saying, there's an issue, there's an issue, there's an issue, without necessarily saying, oh, and I've also thought about here are the three different ways that we could deal with this issue. And what I'm coming to you with, Alex, is three options for you to react to.

21:00rather than putting the onus on you to actually come up with the solution. Okay. Do you get the differentiation there? Yeah, that made a lot of sense. I just wrote that down. A problem solver, not an issue spotter. But in your role, what would be really helpful is to help them understand what that looks like in real time. So it would be helpful to you to really clarify, like think about past situations that you've been in, where one of your direct reports has come to kind of workshop a problem, what would have made that situation more helpful, more conducive to get to a place where they're using you to really react and get to the final endpoint rather than necessarily process through the whole thing?

21:46So what you're suggesting is have whatever process, but just have some type of fundamental, I can kind of template onto everybody, hey, when you have a problem, come with X, Y, Z. And that's just my thing I always ask for. I think you can come up with a framework that is going to help make those discussions more productive on both ends. And what I mean by that is I'm going back to the goals that you articulated in terms of if this was in place, if this was not a roadblock, what would be happening? And what you said is it would free up your time so you can deal with the higher level executive stuff you have to deal with.

22:25And it would continue to build your direct reports capacity to lead at the level at which they're at without overly relying on you. So there's basically scale being built on both ends. So whatever you come up with has to benefit on both ends. It's not just for your benefit. And when I use the term framework, you know, framework is really a guideline. It's not like, you know, it's like you've got to stick to this all the time, but it gives them some guardrails which support the expectation that you have. Okay. All right. So the first level is expectations. Then we go to this next piece that you brought up, which is around what is their capability of doing this, right?

23:13What's the skill level that they have? When you look across your direct reports, how do you assess the level of skill and capability that they have currently to operate, you know, at the problem solving level that you're expecting? I don't know. I don't have a good answer to how to assess that. I mean, I suppose being more cognizant of how and when they approach me with problems, is it very early on? Is it a little bit later? That's probably a good measurement, but I'd probably lean on your expertise to help me work through that.

23:53When I coach someone, it's not only about asking questions. Sometimes it's also about giving them a structure that they can use to think through their situation more concretely. That way, they're picking up a tool that they can use in the future and they don't have to recreate the wheel each and every time. In Alex's case, he keeps asking for my answer or my expertise as he calls it. But I'm not here to be an expert on his people. He knows his people. What I can do is give him a little training within the coaching conversation. I realized that teaching Alex a little bit about the situational leadership framework and how he can apply it to his team would be really helpful to him.

24:30Paul Hersey and Ken Blanchard created the situational leadership framework quite a while back, but in my opinion, it still stands the test of time. And so I use it here to help Alex structure his approach. Let's jump back in now to look deeper at the expectations he has for his team and how realistic they are.

24:50The question in and of itself is something also that you need to pay attention to in anything that you're expecting of your leaders, right? What is your assessment of where they are right now from a capability standpoint? Why? Because if you have an expectation and their capability doesn't match that expectation, something's got to change. either their skill level needs to go up or your expectation needs to go down, right? Because when there's a gap between the two, that's where the frustration will ensue on both ends. So we've already calibrated what your expectation is. Now you've got to look at their skill level and say, is it even realistic that they can meet that expectation?

25:36How do you do that? The first is, have they ever done this before? Not maybe exactly that, but do you have any line of sight in terms of experience that they've had in the past that gives you some evidence that they should be capable of doing what you're asking them to do? And again, it doesn't have to be exact. It can be analogous. Right. So can I ask a clarifying question on that? I want to go a little deeper on that. So back to kind of how most people end up in these roles is from being successful in individual production. As you were saying that, I was thinking about the direct reports I have and what they're capable of doing.

26:22And I feel very strongly that all of them are the best of the best at everything their direct reports do. Maybe the capability is in actually the people management side. and that I don't know how to identify, you know, have you done this before? And what if the answer is no? Okay. So the first is an assessment of what they have done, right? And in what way does it relate to what you're expecting of them? And it doesn't mean if they haven't done it, that it's like, oh my gosh, you know, we're done, right? Doesn't mean that at all. It just is one data point so that you can know what the baseline is.

Read the full transcript

27:02And if they haven't done it, then that's what we then call, it's an untested area. We don't know if they've done it or not. Okay. We don't know yet. And so you now have to provide opportunity for them to be able to flex their muscle in that particular area. So let's say, you know, one of them is in problem solving. You're not giving them the opportunity to even test out and grow in that area if you're swooping in and doing it for them. Right. And you're not even swooping in there. They're like pulling you in. And so, again, number one, have they done it? Yes. No. No. OK. Untested. Now I've got to give them an opportunity.

27:48How do I do that? Next time they come to me and say, this is something I'm working through, goes back to what you said earlier. You might need to not be so willing, not because you don't care, but for the sake of their growth and their development, to be able to say, I'm happy to help, but not yet. I would like you to do this on your own. How does that land with you? It feels very unfamiliar. In what way? Yeah, it feels like 20 grit sandpaper. very rough. I understand trying not to do too much and let them have a chance to try it on their own and encourage them to do that and stay out of it. What if what their plan is, maybe somebody comes to me and says, Hey, I've got this issue and they are more capable.

28:42And they say, here's a couple of ways I'm thinking of solving this. What's your opinion? And we volley back and forth. And I let them encourage them to talk out which one they're in favor of and then support that. So I don't just give them what I would do. I just help them like you're helping me evaluate their decisions and they come to the conclusion. What would happen if I know that that's not going to be a fruitful way of doing that? How would I handle that? I'll give you a real world example. There's a direct report of mine who has an excellent track record, was with me at the other division.

29:17I've seen him grow and develop. He definitely is committed, very capable. He is asking me to help him with solving a problem for the first time he's encountered it. And that is terminating an employee. He's never had to do that, but we're at the point where he's got to do that. And he has pulled me into that. I really feel like you should be here. I got to have you involved in this. And putting, you know, HR formalities aside, we have other people who could be there with him, but he has no experience doing that. And that's a pretty high stakes problem to solve wrong. So how do I help them in really high stakes situations like that by staying out of it?

30:04Do I put a resource with them that's an expert, but it's not me? Or do do I do the first one thing? Whatever it is, may not be terminating an employee as serious as that, but do I do a little bit of it with them? Help me understand that. Once again, I think you're coming up with your own answers. I think there's a gradient. It's never going to be black or white. The critical thing that you said here, though, that I think you can hold is how high are the stakes? meaning how risky is this decision we're about to make so as the leader of that organization you are also the manager of risk okay that's right so you can ascertain or discern or make a judgment call around what are the issues relative to risk that really warrant your involvement versus those where you can back off a little bit so that then you feel that you're creating development opportunities for them, learning opportunities for them where, you know, if things go wrong, yeah, it might hurt a little bit, but it ain't that bad.

31:19But only you can make that discernment. And so you have to assess it. And I think what we're coming up with is criteria for you to determine how involved you should be. One of them is how capable is the person? The second is situational. What are the stakes of this situation? What's the level of risk associated with it? Well, the higher the level of risk and the lower the skill of the individual, the more of Alex we need. Right. But something where the risk and skill are matched, maybe just untested, but the risk and skill are matched. Let them try it out. Yeah. Why not? If it goes wrong, it may sting, but it's not going to sting for super long.

32:01And that's the judgment call happening. That's right. Because if not, what you're creating is, you know, a term that we call learned helplessness. Right. I don't know if you're familiar with that term. I'm not until just now. What do you think it means? Yeah, exactly what the two words mean is I'm teaching them to go on about their day and when they need something, come get me and I'll do it for them. That's right. That's right. And you know, I mean, how does that serve you, Alex, in any way? It really doesn't, except for it creates a lot of unexpected upward delegation. Yeah. And takes me out of doing important things.

32:41Right. What's interesting to me is that that model worked for you in the past, because as you said, the scope was smaller. It's probably where you drew a lot of your own self-value in terms of what you brought to the table to your team. But now as your organization has grown, you're realizing, oh my gosh, what used to be comfortable is now uncomfortable because it's keeping me from adding value, right? So what was a value add before potentially now is a value drainer for you. So it's not to say that you never help your people. Like that's not what we're saying at all. It just means that it looks different.

33:25And as much as you have to level up, they need to level up as well. I understand that. I really understand that. May I bounce the situation off of you that occurred recently? I'm listening to what you're saying, and I feel like maybe the process, I already understand. I just am not executing it at a high level every time. I had a direct report, and his direct report, there's a couple layers of management in that area, have an issue with an employee that I would consider high risk if they were to resign. I'm a key player, a player. And they approached me and said, you know, we know that we need to restore the trust in this relationship with this individual.

34:15It's broken. We need to keep him on the team and we need to do it in a way that works for him and us. Can you help us understand how we would some best practices to do that with this individual? We set up a time and I walked them through some good questions to ask themselves before going into that discussion. Kind of help them learn just in general through my experiences when people take things super seriously and when they don't, you know, what does that language look like? What's the setting look like? And then said, well, why don't you all let me know when you're going to do that and then let me know how it went.

34:55And I feel like reflecting on that situation, I did a pretty good job of assessing, hey, this is a pretty high risk situation. These two individuals happen to also be very capable so that they really don't need me to do it. They may just need me to help them think through it. Is that kind of where you were going with that practice? Well, I think it's kind of where you're going, because what you just articulated there is you didn't delegate fully and you weren't super directive. You didn't tell them, well, here are the three things I need you to do. What you did is you coach them as a manager, not coach like how I coach, but you basically were using coaching skills as a manager by asking them questions, by helping them sort of process through it until they could come up with their own answer.

35:44and potentially you weighed in on that answer. And so again, we can go back to this is very situational, right? There is no one check the box. This is what I do every single time. Are they confident to be able to complete the task? And do they have a willingness? How motivated are they to complete the task? And depending where they are on either of those two levers is how you then approach them as a manager. So if they are highly capable and highly committed, what do you think you can do? Just help them come to their own conclusion. You just delegate it, right? Right. If they are low capability, so low skill, but, you know, have some level, have a level of commitment, right?

36:32What do you think you need to do? Probably teach them the skills or work with them to raise their skill level. That's right. So you will be more directive. And then anything in between, you are being supportive and or you are coaching. And coaching is what you described in that situation. So for you, what you need to be able to do consistently is assess, assess, assess. And depending on what you're assessing, that's how you approach it, rather than having a one size fits all in terms of your approach. That makes good sense. We've talked a lot about capability. What about the situation where someone's capable but not committed?

37:16So what about that? How would you work with someone like that? I've faced that situation recently where it's, hey, I have this person and there's an issue and I just want to just let them go because there's so much apathy and they know they could coach through and work with them. How do I get them to that level? Is that expectation setting? So let's work through that, right? So this falls in the realm of being more, you know, coaching them and being supportive. And so what is it that's causing them to not be committed? I don't know. I would venture to say they just do not want to deal with it because it's a problem.

37:52I don't think I asked enough questions. What made you not ask those questions? What made me not ask those questions, just quite frankly, is this person very rarely even comes to me for assistance with anything and performs at a high level. And my reflecting, which you are doing a phenomenal job of making me do, I think what was going through my mind is, you know, this out of my five direct reports, this person is like the least of my efforts and they perform at a high level. They could just be having a bad day. Let me just handle this for them. Maybe like doing them a favor is what was coming through my mind rather than probing a little deeper.

38:34And so what's your goal with your people? I want to provide them with skill and experience and me with time. So all I would ask is, is your action, and we can look at that particular situation aligned with the goal? Probably not. Actually, definitely not. So it's not a right or wrong or a good or bad, right? It's just alignment. There's nothing wrong with doing somebody a favor, but I think, you know, there were a lot of assumptions baked into that. So I'd say the first thing is check your assumptions. I think the question that you said, like, why don't you want to call this person? What's going on?

39:11You know, what are you concerned about? So that you could understand what's at the root of what you're seeing or interpreting as potential lack of commitment. If you don't understand what's at the root of it, it's very hard to try to motivate the person. You don't know what you're motivating. So again, it's not black or white. You're literally having to discern and make a judgment call all along the way. What I want you to be aware of though is the actions that you can take in service of growing and developing your people, which is your ultimate goal so that it can also create some leverage for you is the action that you're then taking.

39:53What's the action that you're taking that's most aligned with that? So back to just assess, assess, assess. You know, you mentioned, well, what happens if somebody is just not committed at all? Like you've tried, you know, to understand what motivates them. You've tried to motivate them and you just can't get at it, right? Or on the flip side, the skill, like you've tried to teach the skill. you've sent them to training, you've provided all the resources so that they can build the skill, and that skill is just not being built, then you have a decision to make. Is that person sitting in the right seat on the bus?

40:32Because that also is your responsibility. It's like when your kids choose a sport and then you're watching them play that sport and you're like, oh my God, not the right sport for them, right? Or an instrument. At some point, it's like, maybe the interest needs to lie somewhere else. Unless they enjoy it. They're highly motivated, that's great. But that's only going to get them so far. Just like skill is going to get you, but so far, you also have to have the motivation. That's what you want to be constantly looking for over the long term.

41:11So far in our coaching conversation, Alex has made it very clear what his problem is and how he's been thinking about it. He's motivated to do better, not just at delegating, but at really scaling up his leadership. And we've talked through some specific scenarios as to times when he's swooped in to handle something instead of prodding someone he manages a bit deeper and guiding them into finding their answers themselves. It's a classic move that leaders need to make to learn to level up, to shift away from directly solving problems themselves. But as with any new muscle you need to build, there's some discomfort.

41:45To lead sustainably, he'll need to use this muscle on repeat rather than do it once and think he's done. But if he's not careful, he could let the discomfort get in the way.

42:01Let me ask you this, because when we first started talking about this, and I think I said, oh, you know, you need to have these conversations. So it was a specific conversation. And you said, yeah, that kind of like feels like I forget what you called it, but like sandpaper. It felt rough or uncomfortable. What was uncomfortable about it? What's uncomfortable is hearing you say this. When I think about capable and committed, I already am capable and I'm already committed enough to do this. I just simply haven't been doing it. And when you said that, that's what felt rough to me is, wow, I have known this all along and simply have not practiced self-discipline or enough restraint to execute at a high level.

42:47So, you know, when you say that, it means that you have certain expectations of yourself. That's right. That you should have done this. You're learning, as you said. You said you're thirsty to learn and grow. And so there is no, I should have known this if you're a learner. And one of the things that you can model to your team members is what it looks like to be a leader who's committed to learning and growing. Because that's what you're hoping they're doing. If what you model instead is that you already have the answer and you should know the answer, what do you think is going to happen? They're going to come to me for the answer every time.

43:36And what is happening? Exactly that. Exactly. Yeah, that's funny. You said earlier expectations, you know, have to match. What did you say? Your expectations have to match. I said a lot of things. I don't know. Yeah. You say your expectations have to match what they're able to do based on their level of capability and commitment, I think is what you said, right? I hear a lot of people say to me, your expectations are too high. Your expectations are too high. And I have those expectations for myself that are super high, like you just said. And I think that's a good takeaway for me is really assess that gap because part of the reason we're here today is the frustration that's coming from that gap.

44:24Right. Okay. And frustration, you might have heard me say this other times, frustration always comes from the gap between what you expect and the reality of what's happening. Right. And until you can come to terms with both, unless you're very well managed, frustration ensues. Now, does that mean you just have to kind of have low standards for your people or just say, oh, well, it is what it is. This is how they're going to be. No. Right. You want to see them for where they are. Like you have to accept the skill level at which they're at so that then you can decide what to do. It's not just so that you can say, oh, well, that's where they're at.

45:07Right. It's so that then you can decide what to do. You have to see it for what it is. Okay. And so that's one piece. And that's sort of what's happening presently. And at the same time, as the leader, you have to hold the belief of what they're capable of in the future. And that's their potential. So where there is a risk of you getting really frustrated is expecting them to be fulfilling their future potential today. That's, you know, what we call magical thinking. I do a lot of magical thinking. Right. Don't we all? Don't we all? That's the exact issue where my frustration lies is I, you know, I expect everybody to hold themselves to the highest standards I have for myself.

45:59And so then I cast that on them. And most people are just not can't think that way. My sense is, Alex, that you probably want to see yourself as a leader who inspires, not intimidates. Right. So when you and I'm not saying I don't get the sense from you that you intimidate in terms of your demeanor or your tone, but your knowledge might be so intimidating. Your ability to have the answer might be unconsciously intimidating to people that they would rather come to you to the answer than risk coming to you not knowing. And so what do you think you could do that would make others feel more comfortable coming to you, not knowing exactly what the answer is, but willing to take a risk that they will suggest a solution?

46:52that's a great way to put that i i've never thought about it that way but that is exactly what is occurring is people are coming to me because i'm such a wealth of knowledge they are so afraid to think anything other than what i've already thought and i think to answer your question maybe leading by example like you said and you know being maybe more visible about i'm working on or I'm learning or, or, you know, I don't know everything is important. Maybe encouraging them that I'd rather see them learn on their own than come to me with the answer. And if, if there's a rough journey to get there, that's okay.

47:31I'll be with them on the journey, but I'd rather them learn for themselves and just really make that apparent to them that it's not, I'm not I'm grading you on your decision if you do not know. I'll be grading you on your level of commitment to learn. Yeah. So what you're talking about, Alex, is two things, okay? One is you want to be explicit about creating some safety for them to learn, which is almost the same as safety for them to fail. And so what are the conditions that you can put in place or what are the things you can say, what are the things you can, actions you can take that create an environment, a culture of safety for real learning to happen?

48:19Because real learning doesn't happen without mistakes. Real learning doesn't happen without some missteps, some backsliding, et cetera. So that's one. And you have to think about that from a cultural standpoint, what it is that you're doing in your organization. I think the second thing is that in the individual level, when you said, hey, I need to lead by example. And so the question for you is, how do you demonstrate to your people, you know, day in, day out, that you also are a learner? That you don't have everything figured out all the time. And I think that's really a personal thing, because even here on this call, when we hit that one little piece where you were like, that's uncomfortable.

49:00And I said, what's uncomfortable? And you're like, I should have known that. I should have done it. Well, you didn't. You're a learner. And so getting comfortable with not knowing something or not doing something is your path that actually demonstrates that you're learning. And the more you can demonstrate that to your people, the more they're going to realize, oh, wow, like here's a guy I look up to. If he's willing to learn, maybe I can do that, too. I understand. You understand. And I hear a little hesitation. No, I still have that I should have done in the back of my mind. But you're exactly right.

49:40I've got to start looking inside and providing myself with a little bit of grace and then be open about and vulnerable enough to express that so people feel more comfortable doing that around me. Look, Alex, I think if you can actually rather than starting practicing that on your employees, if you can start practicing that on yourself, like treat yourself the way that we just talked about, you should treat your employees. You will have a much higher chance of being able to do it out there with them. okay you're going to have a really hard time cutting them some slack extending them a little bit of grace when they don't necessarily meet the you know quote-unquote expectation if you're not able to do it with yourself and just because you cut yourself some slack does not mean you're not holding yourself up to high expectations the two are not mutually exclusive it's i hold myself up and i hold my team up to high expectations and i support the fact that they're learning it's both that makes a tremendous amount of sense to me so let me ask you this what is one thing that you are walking away with from this conversation that you think you can start implementing immediately?

51:06I think the most important thing I can start working on as a learner is the last thing that you just said, and that's getting comfortable with being a learner myself first. But the thing I can implement right now is starting to look at the reason we're on this call today through the lens of, do expectations match capability and commitment? and out of those three, if they're not all in alignment, where is the misalignment? And then attack it from that angle. That's something I feel comfortable doing. I do it using that lens and I will beginning today. Great. You haven't been using it yet. Yes. And you're going to start today.

51:52All right. Yes. Well, listen, thank you. Thank you so much. I look forward to hearing how all of this goes for you. I appreciate it. Thank you.

52:05When it comes to scaling your leadership, it's not just about the number of people you're overseeing or how much revenue you're responsible for or the processes you put in place. Those are the concrete things. But scaling leadership is really about scaling others, helping them build their capacity. Because if they can't take it to the next level, neither will you. For Alex, he's been so used to figuring things out for his team that it'll take a real change in approach for them to start figuring it out on their own. But he enabled the dynamic, so he has to take ownership and responsibility in helping them get there and build a team culture where being a proactive problem solver is the norm.

52:46By leveling up his own leadership, he'll role model to his team how they can do the same.

52:59That's it for this episode of Coaching Real Leaders. Next time. As a senior leader, I become disillusioned with an organization when I see the executive leaders not demonstrating the values of an organization, not living the values, not applying the values. Want more of Coaching Real Leaders? Join our community where I host live discussions to unpack the coaching sessions. Become a member at coachingrealleaderscommunity.com. You can also find me and my newsletter on LinkedIn at Muriel Wilkins. Thanks to my producer, Mary Du, sound editor, Nick Kringko, music composer, Brian Campbell, my assistant, Emily Sofa, and the entire team at HBR.

53:45Much gratitude to the leaders who join me in these coaching conversations and to you, our listeners, who share in their journeys. If you're dealing with a leadership challenge, I'd love to hear from you and possibly have you on the show next season. Apply at coachingrealleaders.com. And of course, if you love the show and learn from it, pay it forward. Share it with your friends, subscribe, and leave a review on Apple, Spotify, or wherever you get your podcasts. From HBR Presents, I'm Muriel Wilkins. Until next time, be well.

54:24Thank you.

From the publisher

How Do I Adapt My Leadership Style as My Team Grows? | Coaching Real Leaders | Podcast

16 Nov 2022

---

He’s had fast success in a sales-driven industry and enjoys leading his expanding team. But as his responsibilities grow, he needs to learn how to delegate to his team more and empower his direct reports. Host Muriel Wilkins coaches him through how to adapt his leadership style as his team grows.

Further reading:
• Adapt Your Leadership Style to Your Situation: https://hbr.org/tip/2020/03/adapt-your-leadership-style-to-your-situation
• How to Develop Your Leadership Style: https://hbr.org/2020/11/how-to-develop-your-leadership-style
• As Your Team Gets Bigger, Your Leadership Style Has to Adapt: https://hbr.org/2019/03/as-your-team-gets-bigger-your-leadership-style-has-to-adapt
• What Makes a Great Leader?: https://hbr.org/2022/09/what-makes-a-great-leader

Listen to all Coaching Real Leaders episodes here: https://www.youtube.com/playlist?list=PLzAU8TPKsJua_hcLjT7aFzWcoqMnrp-z7

Coaching Real Leaders comes out everYou can also listen to this episode on HBR.org, and wherever you listen to podcasts:
- HBR.org (transcript available here): https://hbr.org/podcast/2022/11/how-do-i-adapt-my-leadership-style-as-my-team-grows
- Apple Podcasts: https://podcasts.apple.com/us/podcast/how-do-i-adapt-my-leadership-style-as-my-team-grows/id1545444200?i=1000586117589
- Spotify: https://open.spotify.com/episode/20lkVMqLnHCUx7rOTj6Yma?si=9bca825614c147a0
- Stitcher: https://www.stitcher.com/show/coaching-real-leaders/episode/how-do-i-adapt-my-leadership-style-as-my-team-grows-208490288
- Google Podcasts: https://podcasts.google.com/feed/aHR0cDovL2ZlZWRzLmhhcnZhcmRidXNpbmVzcy5vcmcvaGFydmFyZGJ1c2luZXNzL2NvYWNoaW5nLXJlYWwtbGVhZGVycw/episode/dGFnOmF1ZGlvLmhici5vcmcsMjAyMC0xMi0xNzpjb2FjaGluZy1yZWFsLWxlYWRlcnMuczQuMDAwNA?sa=X&ved=0CAQQ8qgGahcKEwiAxZP2oK77AhUAAAAAHQAAAAAQLA

Series Description:
We all want to get to the next level of our career, but so many of us get stuck. Longtime leadership coach Muriel Wilkins takes you inside real-life leadership coaching sessions with high performers working to overcome professional challenges and grow as leaders. Listen in on real conversations and leave with new insights and practical guidance for your own career.

The views expressed on this podcast are those of its hosts, guests, and callers, and not those of Harvard Business Review.

About Harvard Business Review:
Harvard Business Review is the leading destination for smart management thinking. Through its flagship magazine, books, and digital content and tools published on HBR.org, Harvard Business Review aims to provide professionals around the world with rigorous insights and best practices to help lead themselves and their organizations more effectively and to make a positive impact. Learn more at www.hbr.org.

Chapters:
00:00 – Intro
5:49 – How Do I Cultivate Independent Thinkers?
13:32 – Setting Clear Expectations of Your Direct Reports
19:15 – Do Your Expectations Mach Employees’ Capabilities?
24:34 – Preventing Learned Helplessness
33:22 – Handling a Capable but Uncommitted Employee (and Vice-Versa)
37:25 – Modeling Growth and Being a Learner
48:20 – Outro

Follow Harvard Business Review: https://hbr.org/ https://www.linkedin.com/company/harv... https://www.facebook.com/HBR/ https://twitter.com/HarvardBiz https://www.instagram.com/harvard_bus...

Sign up for Newsletters: https://hbr.org/email-newsletters

#HarvardBusinessReview #leadershipcoaching #leadership

Copyright © 2022 Harvard Business School Publishing. All rights reserved.

​

​

​

​

​

​

​

​

​

​

​

​

​

​

​

​
Learn more about your ad choices. Visit megaphone.fm/adchoices

More from Harvard Business Review

All 539 episodes
How Do I Shift My Leadership Style as My Team Expands?Harvard Business Review · 57 min
Listen in VO