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A
You have in front of you, hypothetically, 50 things to choose from to do that are going to create value in the world, value in your company, make you more money, grow your business, and you can't do all 50. I mean, it is literally that simple.
B
Hello, everyone. My name is Rob Dube and I am here with Geno Wickman. Geno, what's happening? You're just smiling.
A
I am.
B
I love it.
A
I'm looking forward to this episode. Yeah, I'm looking forward to this episode.
B
Okay.
A
Okay, I'm ready to get to work.
B
The episode is the topic Mastering the art of delegation. And I love this one. I love this one.
A
So I'm feeling giddy about this one as well.
B
Yeah. Okay, good. So just to get your gears turning, I'm going to start by sharing a couple of things. First, I wanted to say you taught me to delegate and elevate years ago.
A
Yes, I do.
B
I don't remember that.
A
Oh, I do remember that.
B
Yeah. So thank you for that. The funny thing is I thought I was delegating prior to meeting you, but I realized that I was doing a 50% job at best. So there's really an art to it. And, you know, one of the things that I've realized, and I hope all the listeners realize and think about this each and every day, is that time is your greatest and asset. And delegating allows you to place greater focus on the decisions and all the tasks and all the different things that you have going on that align with your unique abilities. And I hope your 10 year thinking and when you delegate it from a leadership perspective, you're empowering your team, you're developing your team. That is what great leaders do. They empower and develop. And as a result of doing all this, you end up with more energy, you're making greater impact and you're doing, doing that with more inner peace, which is what this whole thing is all about. So, Gito, what's coming up for you?
A
A whole bunch of things. First of all, that was great that you shared that because I would guess that you were probably one of the very first clients of mine that I taught delegate and elevate to. So we're going way back. We're going the way back machine here having a kung fu flashback of, of teaching you that. So you were probably client number 1, 2, 3, 4 or 5 that I taught that to for the first time. So pretty amazing though, that here we are now, what is this, you know, 25 years later and we're having this conversation maybe 24 years so a bunch of things are coming up, and so I'll just high level run through them to stimulate conversation here. But, you know, the first thing that comes to mind for me is mindset. Okay. And so if there were an objective for this episode, it'd be that we convince every listener to see so clearly that they must delegate everything in their life that they shouldn't be doing and elevate themselves to their true self, to the maximum value that they're going to bring to the world. And so when I say that, you know, I want to start with getting to the reason, getting to the motivation for why you should do this. Because what I realize with most of my clients I've worked with, if they don't see the value, it's just not worth, you know, the juice is not worth the squeeze. Because there's the attitude that says, if I'm gonna delegate this thing and teach this person for the next God knows how many hours, days, weeks, I could do it myself in 30 minutes. Why would I do that? Well, when you understand the value, that question, you'll realize how silly that is. So ultimately, what we're talking about here is, you know, like, let me give you a couple of things that are going to happen. There's a bunch of things that are going to happen, but you'll double your income. Is that motivating for you? You'll double your energy. Is that motivating to you? It'll double your impact on the world. I mean, so there, the end game, the results, the value, it's undeniable. So why on earth would you not do this? So before I get into some specifics, does that prompt anything for you? Because I want to start with mindset, and I want to try to break loose anything out there that anyone is strugg struggling with or not seeing the value. Why am I going to invest time in that person? I'm going to delegate to. We got to break that free first.
B
Yeah. Well, one thing that comes to mind for me in terms of mindset is also I. Nobody can do it like me. That's something that I hear all the time in the clients that I'm working with is, yeah, I just, nobody can do it like me. I'm concerned the quality is going to go down or, you know, they won't be as efficient and things of that nature. And I, when I was thinking about this and preparing, I was curious what you would say about that, because you must hear that all the time.
A
Yeah. So here's what immediately came to me. Let's pretend they can't. Let's just agree they won't do it as good as you. Now here's what I know for a fact. You'll find people that can do it better than you. But let's pretend they won't, okay? And. But let's. Let's pretend they're gonna do it 10% worse than you. Okay? Or whatever number that's reasonable. Okay. You have in front of you, hypothetically, 50 things to choose from to do that are gonna create value in the world, value in your company, make you more money, grow your business. And you can't do all 50. I mean, it is literally that simple. So do you choose the 10 that are the highest gain, that are gonna do all those wonderful things and then delegate the other 40 that are gonna get done at a 90% quality level than you would have? Now, again, if you're a perfectionist out there, we'll say 99%. But let's just pretend that they can't do it as good as you. So let that go. Can you live with that? Because that is probably the reality. But the trade off in the gain on you, putting all of your energy into those 10 things that are going to take you and the company, the next level is worth that diminished output. Now, all that said, my humble belief is of the 40 things, 20 of them, that person's gonna do them better than you. They're just not doing it the same as you. And you're just being too much of a control freak. But on the other 20, if they're doing it 95%, right, that math is easy. Math makes sense.
B
Yeah, 100%, you can use this 80, 20 rule. You can list out all the things you're doing, like the 50, like Gino said, identify the 20% that are the highest yield for you, highest return, whether that be in revenue growth or impact, and then delegate or eliminate the remaining 80% that don't align with your strengths or goals. So just building off of what you were saying. Now another thing that I was thinking about here was about control. Like the psychology around people wanting to control things. Do you run into that? And you're in when you're teaching this to people and things that are coming up.
A
No, none of my clients are control freaks. I've never been a control freak. I have no idea what you're talking about. This is all of us. So here we go again. You know, it's your. We're all control freaks. You know, it's how we got here. And so you Gotta start to let go. And again, it's not ripping a band aid off, but it's baby steps. It's taking it one step at a time, realizing you're a control freak. But again, understanding the trade off. You can't control all 50 things. And so let's make the 50 things the theme of this conversation today. You can't control, possibly control all 50 things, but you can have a relative understanding of what's going on with those other 40 things that you're not doing. And so it's a matter of understanding why am I such a control freak? What do I really want? And so an example that's coming to me, I'm going to give the biggest delegation example of my entire life and that is selling my company. I delegated an entire company. In other words, it was more valuable to me to be on the other side of that sale so that I could make a bigger impact on the world, create more content, put myself out there in a bigger way to impact even more people than it was to stay at the helm of that organization. And so there was a point in my life where I decided, ho, I gotta delegate a company. I gotta delegate the running of this company. And so I built an amazing leadership team that freed me up completely to just be an owner. And then I was able to sell the business and walk away one hour after closing and have no responsibility for that business. The point I'm making is you want to talk about control? I mean, to let go of control of the business that you built for 15 years, that's really hard. But again, mindset, the value, what was on the other side for me was far more important than staying in control of that business. And here we are seven years later, after that sale. They 5x the company, it continues to grow. And so, you know, if, if I went back and tried to control all of that, I mean, it's just, that wouldn't be worth it to me. And so what's on the other side is far more important to me than hanging onto the past. I want to grow, I want to go to the next level. And so that's more motivating to me than not confronting my control freak issues that stem from all my trauma and my past shit. And it's. And so I confront it and I just learn how to let go and breathe through my control freak tendencies.
B
So every time you as the listener, every time you see an opportunity to delegate and you find yourself holding back, pause and start to identify what's blocking you, what's in the way is it control? Is it something from some sort of trauma or something? Something. And just really go deep with it and try to let go. One thing that a client shared with me that I thought was really cool, he does this every year. He takes a look at everything he's doing and he looks at the top three biggest things and picks one of them in that upcoming year. He decides, I'm going to delegate that this year I'm getting that off my plate. So for example, one thing was he was going out doing a lot of speaking and he was kind of like the best at it that there was. And he was going to delegate that completely off. And he was really nervous, really nervous about it. What was going to be the impact? Would there be an impact on sales? Because his talks generate a lot of sales. But he was fully letting go, fully committed, empowering the team, empowering the new people that were going to go out and do these talks. And I thought that was really a cool way. You know, we're talking about the art here. And so that's an art you can commit once per year to doing something like that.
A
And let me piggyback on that, because my approach for 30 years has always been very similar in that I do one major delegation every 90 days. So every quarter I delegate something else. And so 30 years, 120 delegations. I keep elevating myself higher and higher and higher and higher and getting all of this value that I'm talking about. So same discipline. And so I would prescribe that to everyone out there. Just pick one thing per quarter. Just take it one thing at a time. And if it takes you longer than a quarter, so be it. But just take one thing at a time. That's the real powerful discipline. And then, you know, so we're talking about mindset and these obstacles for doing it. Then there's also just knowing how to do it. So I'm going to give you a simple three step track for how to do it, for how to do it. Once you identify the thing you want to delegate, the next step is to. So step one is to find the person you're going to delegate it to. So find that person either somewhere in your organization or you need to hire somebody, you need to fill a role. Number two is teach that person how to do that job. And then number three, let go. So there's the track. Everybody over complicates it. Find the person, teach them how to do it and let go. And frankly, and let's say find the right person where it goes Wrong is one of those three things or all of those three things get screwed up. You chose the wrong person, you didn't teach them, or you didn't let go. So that's it, there it is. Please don't over complicate it. Please don't read anything else on delegation and how to do it, because that's exactly how to do it. So if you chose the wrong person, it's never going to work. If you don't teach them well to where they have a level of proficiency to do it 90% or better, then you've made a mistake. Or if you don't let go, you've made a mistake. So for what that's worth, just wanted.
B
To let me piggyback off.
A
Yeah, please.
B
I wanted to talk about setting clear expectations and boundaries. And I have an example. Let's say you delegate the task of managing client follow up to one of your team members. So what you want to do is do three, three things here. First, clearly outline the timeline for follow ups. For example, within 24 hours of a client meeting. Next, what's the desired outcome? For example, update the CRM with detailed notes and any action items. Next thing, checkpoints for review. So together share weekly summaries. This way the team member understands what success looks like and they feel empowered to take ownership of the process. So there's no need for you to micromanage this person. Now you can trust that the tasks will be handled efficiently. So that's another way of the art of delegating.
A
And if I may, everything you just said there, that was all step number two that I shared in the teach them because hopefully there's a day that you trust them, that they can do the job, that you don't have to keep checking up on them. So everything you just described was in the teach step.
B
Okay, so there's one more thing that was coming to my mind on this topic and that is I think about a story. I visited the founder of Cliff Bar, which is like an energy bar, at some point, and he realized very smartly that he needed to delegate being the CEO. And he was hiring person after person after person. And he must have had, I think he said he had like six or seven failures. And then he found the great, this great person. But I asked him about that. I said, how did you stay resilient going through all that? And he said, I don't know, I just had to, I just, I just knew I had to find the person I didn't mind failing. But I'm bringing it up Because I've worked with several people who have had this same issue and they wave the white flag and they give up. So what do you say to the resilience around this when, especially when it's a key role, like when, when you're actually delegating an executive role that you're holding.
A
Well, a couple thoughts come to mind. It takes time, you know, so you're a walking example of this. Right now we are replacing you as the visionary for this 10 disciplines company. So we're, right now the listener is observing us go through this process. We put the stake in the ground on January 1st. We said by December 31st our new visionary is going to be in place. And so that's going to require everything you just described a complete commitment. But let's go back to mindset because what we agree, what's on the other side for you, what you've agreed is what's on the other side for you is so valuable that failure is not an option. So it takes time. My succession plan, when I replaced myself as visionary, I think it was a three year timeline I created with my successor that was a little overly intense. Not every company has that luxury. But three years of identifying the person, grooming the person, putting the person in place and coaching the person. So it takes time. And so you gotta have patience and there will be failures. You know, I think it's probably a 50% failure rate, you know, and so imagine that you put all that time and energy into the right person and then they don't work out. You know, when I look at visionaries hiring integrators, that's one of the biggest delegations for a visionary. There's probably a 50% success rate out there. If I look at all of my clients, there's no perfect way to do this. But again, in every case with my clients and every case with my companies, and it's worth it, it's worth bumping your head a few times. But let's go back to 10 year thinking now.
B
Thank you.
A
Think long term, three years. I mean, literally, I put the stake in the ground and said in three years. So imagine the peace that comes about that how much better I did than if I would have said I got six months, I got six months. You can't do a big delegation like that in six months. Replacing yourself as visionary, finding the right integrator. You know, on the good side, you can find the right integrator in six months. But I'd give it at least a year. When I look at all of My clients. So hopefully that sheds a little light.
B
Yeah, that does, that does. Anything else coming up for you on this topic?
A
Yes, four things. Yeah. So now we're getting to why I'm giddy. This is the rest of my list. So I just want to, I want to say four things as fast as I can. The first is if you are a driven entrepreneur, that is a visionary, which is most of our audience. If you don't have an executive assistant, I don't know how you're functioning at full capacity. And it's mind boggling how many visionaries don't have assistance. So I've had an assistant since I was 22 years old. I don't know how you can function without one. And so I plead with you, I want to send a passionate plea that one of the greatest delegations is paying an assistant to do all of your administrative work. Yes, you can book that flight, yes, you can put that thing in your calendar. But it's a no brainer in freeing up energy, freeing up your time to create more value. Number two is, you know, let's bring two disciplines into this. Know your 100% and don't do 25 an hour work. When you know your 100% and let's hypothetically pretend that your hundred percent is 45 weeks a year and 50 hours a week, there's your work capacity. It's a no brainer. Let's go back to the 50 things. If you can't get all 50 things done in that timeframe, it's simple math. And if you can only get those 10 and those 10, well, you've got to delegate the other 40 things, one a quarter, you're 10 years away from fully delegating it all and don't do 25 an hour work. So what's going on inside of the 100%, if any of it is $25 an hour work, you've got to delegate it. That is, there's your executive assistant or your administrative assistant opportunity. Anything to say to that? Going to number three. There's only three things that I do now. And so number one is create content. Number two is teach content. And number three is, I call it navigation. But it's mentoring, guiding, patting butts on the people in my life, the leaders that are perpetuating this content in the world. And so I play a mentoring, a navigation role for them. And so that's all I do all day, every day. And there are stuff that there's stuff that creeps in, but anything that's not that, it's so glaringly obvious to me that I've got to delegate that to someone else. And so I would ask you out there, try and get that clear that what are the 1, 2, 3, 4 things that you excel at that you need to spend all of your time doing because it makes such an impact on the world, makes you more money, creates an impact for the organization, grows the organization, and then treat everything else, for lack of a better term, like the plague and delegate it. Because if you spend all your time there, you're gonna be happier and everything's gonna be better. And in terms of a fourth, the fourth thing was just again, restating that you are living this real time right now, Rob, and that is you are freeing yourself up as a visionary. I mean, what a great time for this topic because we're watching it happen real time. And I just wanna say with that, it's scary. You know, I'm scared because we're partners in this business, but I'm scared for you. You know, it's. It's a scary thing, but it's so exciting to know what's on the other side. That's how I stay motivated. That's how I observe you staying motivated to do this. And we're just methodically executing a plan.
B
Yeah, yeah. And I'm not scared.
A
Yeah, that's true that Rob doesn't get scared. Just everybody knows out there he doesn't get scared.
B
Get scared of plenty of things, but that's not one of them. And I have done that at Image One, and we have, we did the time piece to. This is so spot on. It took time to find that right person to get them in place, do the succession plan a good three, four years. But now there's somebody at Image 1 who's, you know, doing a much better job running the company than I ever did. So it's worth letting go. I speak from experience. Gino. We are out of time.
A
Oh.
B
Are there any last words?
A
No, I have no other words.
B
All right, well, for all of our wonderful listeners, thank you as always for joining us and we'll see you next time. In the meantime, stay focused and much.
A
Love, thank you for listening in today. We truly appreciate you taking the time to spend with us and please tune in for the next episode. Until then, if you'd like to see where you are on your true self journey, go to shedandshinepodcast.com to take the true self assessment and receive personalized guidance. If you're all ready to begin your inner world journey with Rob and myself, Please join us for the next round of the 10 disciplines group coaching program. We wish you all the best in freeing your true self. Stay focused and much love.
Title: Delegation Mastery: How to Let Go & Lead Without Micromanaging
Hosts: Gino Wickman & Rob Dube
Release Date: June 4, 2025
In this episode, Gino and Rob dive deep into the art and psychology of delegation, exploring why entrepreneurs must master the skill, the mindset blocks that prevent effective delegation, and actionable frameworks to become a transformative leader—freeing yourself and unlocking your true potential. Drawing from decades of experience, both hosts share personal stories, proven strategies, and real-world examples for making delegation a cornerstone of entrepreneurial success.
"I thought I was delegating prior to meeting you, but I realized that I was doing a 50% job at best." (01:07)
“If there were an objective for this episode, it’d be that we convince every listener…they must delegate everything in their life they shouldn’t be doing and elevate themselves to their true self.” (02:25)
“To let go of control of the business you built for 15 years, that's really hard. But what was on the other side was far more important.” (08:18)
“Every quarter I delegate something else. 30 years—120 delegations.” (10:57)
1. Find the right person (inside or outside your org)
2. Teach them properly (clear expectations, boundaries, outcomes)
3. Let go (trust and allow for actual ownership of the role)
“Where it goes wrong is one of those three things…Please don’t overcomplicate it.” (11:27)
On time and value:
"You can't control all 50 things...but you can put all your energy into the ones that take you and the company to the next level." – Gino (05:32)
Facing the control barrier:
"We're all control freaks...it's a matter of understanding why am I such a control freak? What do I really want?" – Gino (07:13)
On the hardest kind of delegation:
"I delegated an entire company. It was more valuable to be on the other side of that sale so that I could make a bigger impact on the world." – Gino (08:06)
On failing forward in hiring:
"I just knew I had to find the person. I didn’t mind failing." – Cliff Bar founder story, as told by Rob (14:16)
The case for an executive assistant:
"If you are a driven entrepreneur that's a visionary...if you don’t have an executive assistant, I don’t know how you’re functioning at full capacity." – Gino (16:57)
Get ruthless about your core contributions:
"There’s only three things that I do now: create content, teach content, and navigation...everything else I delegate." – Gino (18:49)
Delegation is not just an operational task—it's a mindset and leadership discipline. To let go is to grow: define your core impact areas, regularly shed tasks that don’t belong to you, and bring your True Self to the highest-value contributions. Start small, go slow if needed, but never stop delegating.
"If you spend all your time [on your unique abilities], you’re gonna be happier and everything’s gonna be better." – Gino (19:06)