Time Freedom for Leaders: How to Reclaim Your Schedule and Scale Without Burnout

Time Freedom for Leaders: How to Reclaim Your Schedule and Scale Without Burnout

Entrepreneurs and executives are no strangers to the hustle—but too often, that hustle leads to exhaustion, not freedom. In a recent episode of Executive Edge Live, hosted by Harley Green of Workergenix, four elite leadership experts shared how to achieve real time freedom through smart systems, strategic delegation, and a serious mindset shift.

If you’re constantly stuck in the weeds of your business, here’s how to break free.


Preferred listening on the go? Catch the full podcast episode on Spotify and Apple Podcasts.


The “Time Rich” Framework: A Business That Runs Without You

Mike Abramowitz, co-founder of Better Than Rich, knows firsthand what it takes to build a self-sustaining company. While his son spent 254 days in the NICU, his business not only survived—it thrived with over 7 figures in sales.

His secret? The Time Rich Six:

  1. Boundaries – Protect your priorities
  2. Communication Guidelines – Define when and how your team should reach you
  3. Systems – Build repeatable, scalable workflows
  4. Playbooks – Document SOPs to remove dependency on your input
  5. Team – Hire doers who can execute with confidence
  6. Technology – Automate and support execution

If your business needs you for every decision, it’s time to rethink your structure.


Implementing EOS: More Than Just Meetings

Michelle Rourke, an EOS Integrator, busts the myth that EOS is just “scorecards and long meetings.” Instead, EOS is a complete operating system that frees the founder to operate in their zone of genius.

Key EOS tools she highlights include:

  • The Accountability Chart
  • Clarity Breaks
  • Delegate and Elevate™
  • The GWC Tool (Get it, Want it, Capacity)

The goal? To shift founders from being the busiest person in the room to the most strategic.


Delegation is a Mindset, Not Just a Task

According to Cathy Christen, a Leadership & Lifestyle Strategist, many founders wear busyness like a badge of honor. But real leadership means shifting from being the best doer to being the best developer of people.

She encourages:

  • Running a time audit
  • Visualizing your business 10 years in the future
  • Building the org structure to support your ideal lifestyle

Your value isn’t in how much you do—it’s in how strategically you lead.


Small Changes, Big Impact: What’s Scalable vs. What’s Not

Robert Liedtka, creator of the People First Methodology, advises founders to start by evaluating what parts of their business are scalable—and what isn’t.

He recommends:

  • Breaking projects into scalable vs. non-scalable
  • Prioritizing what creates the most leverage
  • Aligning your actions with your vision and communication to build trust

Small, aligned shifts today build momentum for exponential growth tomorrow.


Stop Trying to Do It All Yourself

A recurring theme throughout the panel? Delegation is essential for scale.

Whether you’re a solo founder or leading a team, you can’t grow if you’re the only one moving the ball. The panel discussed how to:

  • Use time audits to identify what to offload
  • Design roles around strengths, not just tasks
  • Install systems that remove you from day-to-day decisions

As Mike put it: “Your business doesn’t need a superhero—it needs a leader.”


Resources & Expert Connections


Free Bonus: Masterclass for Founders & Executives

🎁 Ready to reclaim 15–30 hours a week with strategic delegation?
👉 Get instant access to our Delegate to Dominate masterclass:
https://workergenix.com/bonus-masterclass


Final Thought: Time Freedom Starts With Intentional Leadership

If you want a business that doesn’t rely on you, you have to design it that way—on purpose.
That means clarifying your vision, building the right systems, and letting go of control so others can rise.

Schedule a free discovery call to explore how we can help you reclaim your time, systemize your operations, and lead with clarity—not burnout.

Like what you read? Get weekly insights on scaling, efficiency, and profitability—straight to your inbox. Click here to subscribe.

Transcript

Harley Green

Welcome everyone to today’s Executive Edge Live panel. Today we’re talking about time freedom for today’s leaders and helping people lead at a higher level with the right people and the right systems in place. We’ve got an amazing panel together here today and I wanna just welcome everyone here and thank you for joining us.

This is hosted by Workergenix. I’m Harley Green. I’m the CEO and founder of Workergenix. We help executives and leadership teams stay focused on high impact activities by delegating the rest to highly skilled AI leveraged ultimate executive assistants. Today’s conversation is going to be all about one of the most valuable assets for any leader, their time. We’re diving into how to create real time freedom with the right people, systems and support so you can lead at a higher level without the burnout. I’m honored to be joined by four powerhouse leaders who live and teach this every single day.

First off, we have Mike, who is the co-founder of Better Than Rich. He’s built a seven figure business that runs without him. He’s a creator of Time Rich and leader of GSD Intensives, helping owners systemize sales, referrals and hiring so the business doesn’t depend on them. Next, we’ve got Robert who has over 15 years of leading global and national teams. He’s developer of People First methodology that unlocks workforce potential and turns small changes into bottom line breakthroughs. And Michelle helps businesses fully integrate EOS and entrepreneur operating system across all layers, driving accountability, harmonizing operations and installing permanent integrators for long-term success. And last but not least is Cathy, who specializes in building systems and cultures that help leaders thrive without the sacrifice, empowering them to reclaim their time and lead with purpose. Thank you all for being here. How’s everyone on the panel doing today?

Cathy Christen
Great, excited to be here.

Mike Abramowitz
Thanks for having us.

Harley Green
All right.

Robert Liedtka
Very excited.

Harley Green
Awesome. Well, the first question I have for the panel, anyone can feel free to jump in after I ask the question here is, what does time freedom mean to you personally? And why is it so critical for today’s leaders?

Cathy Christen
I’ll jump in. I think time freedom, my whole world for 20 years has been around creating time and money freedom, right? And being able to do what you want when you want with whom you want. I think about in a business sense, it’s having the freedom to work on what you want to work on, right? To be able to focus on the needle movers, to not get stuck in the weeds. I think that too many leaders, a lot of leaders think about delegation as like giving away tasks. And it’s not about transferring ownership or it’s not about just delegating, but transferring ownership with clarity. And so I think that time freedom, there’s so much that we’re going to talk about, but it really creates space for you to be able to major in the majors and not get stuck in the weeds as a business owner and have more time to work on the business versus in the business.

Michelle Rourke
Yep. You know, I’ll add through EOS, we teach visionaries how to live their best life. So for me personally though, it’s I’m right now at my in-laws in Phoenix. So the freedom to me is being able to enjoy the other parts of your life besides just working in the business. So I think that’s the biggest challenge, taking a vacation, enjoying life.

Robert Liedtka
I’m very happy you brought that up. I think in terms of how you spend that time is what’s going to be most impactful for both yourself as a leader or your team in order to prevent things like burnout. The more time that you’re just putting into things like operational blow, just going through the motions in your day-to-day work, that’s going to consume you and eventually burn you out. And if you can leverage that free time that you have to work smarter throughout your day-to-day, you’ll be able to even gain more and more of that freedom to be able to have that restoration so that you’re not running in the red at all times.

Mike Abramowitz
Yeah, I’ll just echo everything that’s been said. Plus it’s just for me, it’s been a choice. So time freedom just gives me choices. I could choose to work in parts of the business that I enjoy. I could choose to not work in the parts of the business that I don’t enjoy. I could choose to delegate. I could choose to choose to do. I could choose the vacation or I could choose to work hard. So just having choices is what time freedom means to me.

Harley Green
Awesome. Now, Mike, you have a personal story that really drove home the importance of time freedom when your son was in the NICU. What are some of the first steps leaders must take if they want a business that runs without them, so they have that time freedom you just described?

Mike Abramowitz
The cliff notes: James is doing great now. He’s four and a half, almost five. He was born at one pound, four ounces. He was in the NICU for eight and a half months. So for those 254 days, my business was able to run without me, and it still did seven figures in sales without me there.

It took a little bit of dissecting to figure out what caused that, but it really came from six principles. We now call them the “Time Rich Six.” These are:

  1. Boundaries – Protecting priorities.
  2. Communication Guidelines – What deems an email versus a text versus a call.
  3. Systems – If-then processes.
  4. Playbooks – Documentation of those processes.
  5. Team – Who’s executing the playbooks.
  6. Technology – Tools the team uses to execute those plays.

Boundaries, communication guidelines, systems, playbooks, team, and tech — that’s what we now call the Time Rich Six. That’s what I installed in the business to “McDonald-ify” it. Documentation with SOPs, lower-wage workers executing the plays because they were simplified, and supportive tech. That’s the Time Rich Six.

Harley Green
Love it. Does anybody else have experience implementing similar pillars in their business?

Cathy Christen
Yes, absolutely. I think first, in terms of the transition from going from that “I’m hitting a wall, overwhelmed, how can I work any more hours?” — I remember there being a moment where it started with something as simple as a time audit. That was the big transition. Looking at what are all the things I’m actually doing right now? Should I be doing them? Really evaluating.

Sometimes business owners have this pride or ego — “I’ve got it,” or “I can do it better,” or they fear letting go. I sat down and really looked at my calendar. What am I doing? Could this be automated? Could this be delegated to someone just as good or better than me? Is this something a $15–$25/hr person should be doing instead of me?

I put tasks into buckets: things only I can do, things someone like me could do if trained, things a loyal, coachable mentee could do, tasks for overseas support, and things that can be automated. And it was magic when that came together.

One big part of that was creating duplicatable systems. Many leaders say, “It’s just faster to do it myself,” because they haven’t taken the time to get it out of their head and onto paper. It may feel faster in the moment, but that doesn’t create time freedom, or scale, or allow you to duplicate yourself.

Someone challenged me to take pride in being the best teacher of the things in my business, not the best doer. That mindset shift changed my world.

Robert Liedtka
That’s a great way to look at it. I’d also add in prioritization — for yourself and your team. Too often, teams have growing to-do lists and never get to the bottom. Effective teams implement prioritization where it’s painful to let something go. You might want to do it, but you know you need to focus elsewhere.

You need to remove not just the time but also the mental space things take up. When your attention is fully on what’s been prioritized, you’re far more effective than trying to juggle 100 things at once.

Harley Green
Awesome. Well, Robert, right back at you. You believe small changes can make a big impact. What’s one change a leader can make this quarter to start reclaiming their time?

Robert Liedtka
Yeah, everything starts small. It might sound obvious, but many leaders get stuck in theory without taking the first step. The key is to break things down into their smallest components. Then, prioritize.

What I do with teams is help them lay everything out — then sort into two buckets: what’s scalable and what’s not. Focus first on the scalable items. Then ask: What can we implement in the next day, week, or month?

Get that first small win, and then scale that across the team. Also, instill the habit of identifying what’s working well and what’s not — consistently. That reflection builds value across the team. It’s either the same input with better output, or less input with the same output. If you can align both, you dramatically reduce how long it takes to get results in the organization.

So — identify what you’re doing, then what’s scalable, then what’s valuable, and then what’s realistic to implement now. That’s how you start to reclaim time.

Harley Green
Well, going over to you, Michelle. Many leaders think EOS is just meetings and scorecards. How do you reframe EOS as a system for freeing up the visionary to lead at a higher level?

Michelle Rourke
EOS is a framework. The most important thing is to pick a framework — and actually stick with it.

Too many people treat EOS like a buffet. They pick an L10 meeting here, a scorecard there. But EOS is a complete system. The first thing we teach is: What do you want from your company?

I’m an integrator, so I work hand in hand with visionaries. We start with vision, goals, values — but then break that into execution. That starts with getting people into their unique ability, so others can handle running the business.

One of the first steps I insist visionaries take is a Clarity Break. Step back, write out everything you do in a day, what’s actually important, and then we work through that list.

EOS gives us tools like IDS (Identify, Discuss, Solve) sessions, weekly meeting rhythms, and more. Whether you use EOS or something else, the point is: implement a system that reaches every layer of the business — not just the top level.

Harley Green
I’m definitely hearing some themes here — making sure people have a good understanding of their values and how they’re spending their time in order to implement change effectively.

Cathy Christen
Yes — and systems create predictability, which creates freedom.

Something like EOS — we’ve used our own version of it for nearly two decades — helps stop you from running your business on hope, memory, or chaos. It ensures you have the right people in the right seats, and clear processes to match.

It reduces the 2 a.m. anxiety of “Is this getting done?” Systems aren’t about control — they’re about peace of mind. When your team knows what’s expected every week and how to be held accountable, you get better performance.

Good systems also allow people to co-create, take ownership, and contribute to decisions. That increases buy-in and drives high performance.

Mike Abramowitz
I’ve got several thoughts — let me pull in a few things from what everyone just said.

Cathy said something powerful: “Doing things to get them done” vs. “Doing things to get them delegated.” That’s a big nugget.

Robert mentioned when you say yes to the wrong priorities, you’re saying no to the right ones — I loved that.

Michelle brought up unique ability — what only you can do in your business. I call it the Zone of Genius — Gay Hendricks talks about it in The Big Leap. Everything else outside that zone? Delegate.

And what you’re doing with Workergenix, Harley — I love that. You’re plugging in a team of doers, powered by AI, to tackle everything outside a leader’s zone of genius.

Lastly, Cathy mentioned meeting cadence — I recommend pairing that with the One Minute Manager philosophy. Goal setting, brief check-ins, praise or redirect, repeat. That keeps accountability sharp and simple.

Robert Liedtka
Mike, I love that you brought up One Minute Manager. I’d add one more thing — leaders sometimes fall into the trap of thinking only they can do a certain task. Ego gets in the way. They end up holding onto too much, thinking, “I’m the best at this,” and suddenly, they’re empire-building and headed straight toward burnout.

You’ve got to be real with yourself about your actual skills and value. What can only you do? Once you identify that, it’s way easier to delegate and focus your energy.

Michelle Rourke
Yes! And I’ll add: If your goal is to scale, you can’t be stuck doing everything. You have to learn to step out.

Harley Green
Right. And we’ve seen the opposite too — leaders feel guilty handing off tasks they don’t enjoy. But just because you don’t like doing it doesn’t mean no one does. There’s someone out there who loves that task and may be even better at it than you. Delegating creates opportunities for others too.

Mike Abramowitz
That reminds me — a friend once asked, “What do all superheroes have in common — except Batman and Iron Man?”

The answer? They’re broke.

Robert Liedtka
They’re broke?

Michelle Rourke
They’re broke.

Mike Abramowitz
They try to be everything to everyone, but they have no money, no life, no relationships. The “superhero syndrome” isn’t a compliment. Being the best at everything in your business is actually a problem.

Harley Green
Powerful point. Cathy, as someone who helps leaders thrive without sacrifice, what mindset shifts are needed to reclaim time while still growing a business?

Cathy Christen
One of the first mindset shifts I work on is this: You don’t have to do it all.

Too many leaders wear busyness like a badge of honor. But the shift comes when you realize your value isn’t in how much you do — but in how strategically you lead.

Let go of being the hero. Your business doesn’t need a hero — it needs a leader.

The best business owners are developers of leaders. Even if you’re a solopreneur doing half a million dollars, act like your business is in the “adult” stage. That’s a mindset shift.

Stop thinking, “I’ll deal with that later.” Instead, ask: “What does my business look like 10 years from now?” Then reverse-engineer that. Who reports to you? What’s your org structure? What type of marketing team, support team, operators will you need?

Don’t limit your thinking based on where you are right now. Start with vision — then see what it takes to get there. Because the truth is, with tools like Workergenix, there are very practical, affordable ways to offload tasks and scale faster.

I ask every founder: What does the life you love look like? Let’s build the business that aligns with that.

Mike Abramowitz
That was fire. I’ll add this — we’ve been working with a lot of blue-collar businesses. Our new thing is “White Collar Systems for Blue Collar Workers.”

It starts at the top of the funnel. For example, if a contractor is taking every phone call — how do we stop that? Maybe we create a form on the website, offer a lead magnet like “$500 off,” and get their info so we control the follow-up.

Now we’re not reacting — we’re guiding the sales journey.

Then we add a discovery call with qualifying questions before ever sending a crew out. That saves time, gas, and labor — because we’re not servicing unqualified leads.

Plugging in a virtual assistant for admin is great, but don’t stop there. You need to build systems and predictability around the whole user journey — for your customers and your business.

Harley Green
Michelle, did you want to jump in?

Michelle Rourke
Go ahead, go to your next one.

Harley Green
Alright, so the next question I have for everybody is: What are some of the most common traps that keep leaders stuck in the weeds? I think we’ve touched on some already — but how do you help them avoid those traps? Feel free to jump in.

Robert Liedtka
Great question. Every leader, no matter where they are in their journey, needs to be aware of this if they want to grow.

Where I see leaders get stuck is when they have enthusiasm, but lack the tools or communication skills to bring their teams along. Or maybe they haven’t built trust, which is critical.

I teach leaders to align the three major aspects of trust:

  1. What you think
  2. What you say
  3. What you do

If any of these are out of sync, your team will sense the misalignment, and trust will erode. As humans, we pick up on that very quickly.

You need to be introspective. Ask: What do I really think? Am I saying that clearly? And does my behavior match? Without that alignment, your leadership becomes transactional instead of transformational.

Michelle Rourke
I’ll dive in. One of the biggest traps I see is misalignment with the right people in the right seats.

In small-to-medium businesses, it’s common to build the team around people — family, friends, or long-time staff — instead of building based on structure.

You end up creating a job for Uncle Ted instead of identifying the functions the business actually needs.

Later, when it’s time to scale, you’re stuck with the wrong person doing the wrong job. That’s hard to unwind.

So I always say: Start by thinking 6 months ahead. Build your accountability chart based on what the business needs, not who you already have.

Cathy Christen
Dead on. When defining a role, you also need to think about the attributes you want.

Do you need someone outgoing and energetic? Or someone quiet and detail-oriented? I once hired someone amazing for an operational role that needed a lot of inventory analysis. But she was super chatty — and it didn’t work.

It wasn’t that she was bad — she was just in the wrong seat.

When we moved her to client acquisition and marketing, she thrived. She was happy, we grew, and we found someone else who loved being behind-the-scenes with spreadsheets.

The key is getting crystal clear on the role and the kind of person who will thrive in it. Your brain starts looking for the right match once it knows what to look for.

Mike Abramowitz
I’ve got two traps. One: leaders see everything as transactional, instead of investing in relationships — with their team, clients, and partners. Relationship-building is not a “nice to have.” It’s the fuel.

Two: There’s a math trap. Let’s say you want to work 30 hours a week for 48 weeks a year. That’s 1,440 hours.

Now let’s say your income goal is $300,000. Divide that by 1,440 — that’s $208 per hour.

If you’re doing $15/hr tasks, you’re out of alignment. You’re undercutting your own value. Just that shift in perspective can change everything.

Michelle Rourke
EOS has a great tool for this — it’s called Delegate and Elevate. It’s the same idea. You figure out what gives you energy and what drains you. You start handing off the stuff that doesn’t match your unique ability. That’s how you grow.

Harley Green
And speaking of the right seats, we had a podcast guest recently who talked about doing a responsibility auction.

If you’ve got a team where roles are murky — maybe family, friends, or long-time staff — strip away the names. Just list all the responsibilities on paper. Then let people “bid” on what they want to own.

The blanks that no one picks? That’s where you hire. It’s a simple way to get people aligned without hurting feelings.

Michelle Rourke
Yes! And often when you remove someone from a role they weren’t thriving in, they’re so much happier. They didn’t want to be there either — they just didn’t know how to say it.

Cathy Christen
Exactly. And productivity goes up when people are in the right seat. It’s not just about skills — it’s about energy and alignment.

Mike Abramowitz
Let me click on that. Jeff Woods once told me: “Every seat should have three key jobs. And if you can’t do those three, you’re fired.”

It’s not about overwhelming people with 15 tasks. Keep it simple. Define the three most critical things each role must deliver — and build accountability around that.

You can connect that with the book The ONE Thing. Focus on what drives 80% of the results — and get clarity on what matters most.

Robert Liedtka
Yes. And if someone consistently picks responsibilities that don’t align with the company’s vision — that’s a red flag. You might need to reevaluate the role or the person.

Prioritization gives you the lens to run those exercises more effectively.

Michelle Rourke
Another EOS tool I love is GWC — Get it, Want it, Capacity to do it.

You ask: Does this person “get” the role? Do they “want” it? And do they have the “capacity” — meaning the skills and bandwidth?

It’s a simple filter that brings so much clarity.

Harley Green
I’ve got more questions, and this group could talk for hours, but let’s jump to a final lightning round.

In just one or two sentences — what’s your best tip for a leader who wants to stop working in the business and start working on it this year?

Mike Abramowitz
Oh man, how do I get this into one sentence?

Robert Liedtka
Trying to pare that down too, ha!

Michelle Rourke
One sentence? Okay — Let go and trust the system.

Robert Liedtka
It all starts with ego. You’ve got to be honest about what you’re good at, what you’re not, and prioritize based on that. (Sorry, maybe a few commas and dashes in there.)

Cathy Christen
Super tactical: Run a time audit. Then figure out what you don’t have to be doing.

Mike Abramowitz
Okay, here’s my one-liner: Know what you want — then go build it.

Harley Green
Powerful. I want to give everyone a chance to share how people can connect with you. Where can our audience find you online?

Cathy Christen
Visit CathyChristen.com — all my links and socials are there. That’s Cathy with a C and Christen with a CH.

Michelle Rourke
The best way is LinkedIn — just search for Michelle Rourke. Also, I recommend the book Traction — if you want a copy, send me a DM and I’ll mail it to you.

Robert Liedtka
You can find me on LinkedIn as well — Robert Liedtka. My world is great for anyone in corporate who’s looking to scale teams or make a career move.

Mike Abramowitz
And if you know a blue-collar business owner who wants more freedom, head to betterthanrich.com/GSD. I’ll do a free OBS call and help you design systems that work for your business — whether you do it yourself or hire us.

Harley Green
Thank you all for your stories, insights, and wisdom today.

To everyone watching — thank you for joining this conversation. As a thank-you, we’re offering free access to our masterclass: “Delegate to Dominate.”

In it, I walk through how top execs are reclaiming 15–30 hours a week using the right strategic support.

Check it out — and unlock your bonus offer — at workergenix.com/bonus-masterclass.

See you next time on Executive Edge Live!

Are You the Bottleneck Holding Your Business Back?

Are You the Bottleneck Holding Your Business Back?

As your business grows, the same strengths that helped you start it may be the very ones stalling your next level of success. On the latest episode of the Scale Smart, Grow Fast Podcast, Harley Green sits down with Sumit Gupta, serial entrepreneur and strategic leadership coach, to uncover why so many entrepreneurs unknowingly become their company’s biggest bottleneck—and how to break free.

Listen to the full conversation with Sumit Gupta on the Scale Smart, Grow Fast Podcast on your favorite platform and unlock the leadership shifts that will drive your next level of growth. 👉 Spotify | Apple Podcasts

The Hidden Leadership Trap

Sumit shares that 95% of our daily behavior is subconscious or habitual. The leadership habits that got you to $1M in revenue won’t be the ones that get you to $5M, $10M, or beyond. Growth demands new leadership behaviors—and if you’re feeling stuck, it’s often because you haven’t upgraded your leadership operating system.

Biggest blind spots entrepreneurs face:

  • Acting like the expert instead of building a team that can operate independently.
  • Overworking instead of strategically delegating.
  • Hesitating to hire strong leaders because of control or trust issues.

The Mindset Shift That Changes Everything

If your growth has plateaued, you are likely part of the problem—but that’s not a bad thing. It means you have control to change it. Sumit’s advice is to stop asking, “How do I fix this?” and start asking, “Who can help me fix this?”

Strategic delegation isn’t about giving up control—it’s about amplifying your impact.

The Importance of Slowing Down

One powerful tactic Sumit shares: Pause and breathe.
Taking intentional pauses helps leaders listen better, think more clearly, and create space for courageous conversations—something most businesses desperately need to grow.

When you slow down, you become a better listener, spot hidden opportunities, and create a culture where problems are addressed early—before they become emergencies.

Building an Organization That Scales Without You

As you grow, your real job shifts from building products or services to building the organization itself.
That means focusing on:

  • Hiring for both skill and shared values.
  • Empowering people to innovate—not just follow orders.
  • Creating systems that allow the business to thrive without micromanagement.

Bottom line:
To scale smart, you must evolve from expert to strategic leader—and that starts with working on yourself as much as you work on your business.

Ready to free yourself from bottlenecks and finally scale with less stress and more impact? Schedule a quick discovery call with us today and see how the right support can transform your growth.

Like what you read? Get weekly insights on scaling, efficiency, and profitability—straight to your inbox. Click here to subscribe.

Can Leadership Behaviors Transform Your Business Success?

Can Leadership Behaviors Transform Your Business Success?

As a business owner or entrepreneur, you’re likely no stranger to the hustle. From managing operations to making big decisions, you’re wearing multiple hats every single day. But here’s the question: are you leading your team effectively, or are you just managing tasks? The difference is crucial, and mastering the art of leadership can take your business to new heights.

In a recent episode of the Workergenix Mastermind Podcast, leadership expert Adam Malone shared his insights on the five key behaviors that help leaders create resilient teams, foster trust, and achieve long-term success. Below, we’ll break down these transformative principles to help you rethink the way you approach leadership in your organization.

1. Show Up Authentically

Leadership starts with being real. When you’re transparent and honest, you build trust with your team. This doesn’t mean you have to overshare, but it does mean being upfront about challenges and decisions.

For instance, if a project is going to require extra time and effort, acknowledge it. Tell your team why the hard work is worth it and how it aligns with your business goals. Authenticity encourages buy-in and helps your team feel valued, not dictated to.

2. Share Logical Thought Processes

Leaders often make decisions in isolation, leaving their teams wondering about the “why” behind the “what.” Sharing your reasoning creates clarity and trust.

When you explain how you arrived at a decision, you not only empower your team to think critically but also enable them to make better decisions on their own. Over time, they’ll start to think like you, building a stronger foundation for your business.

3. Ask Better Questions

Curiosity isn’t just for kids—it’s an essential leadership skill. By asking thoughtful, open-ended questions, you can uncover hidden opportunities and foster innovative thinking.

For example, instead of asking, “Did this task get done?” try asking, “How can we improve this process for better results next time?” This encourages your team to think about the bigger picture, paving the way for continuous improvement and collaboration.

4. Create a Culture of Feedback

Feedback shouldn’t just come during annual reviews—it should be an ongoing dialogue. The key is to make feedback positive and expected, not something that creates anxiety.

Start by praising what’s working well, then gently address areas for improvement. For example, if a team member completes a project, don’t just say “Good job.” Highlight what they did well and ask for their input on how the process can improve. Over time, this creates a feedback loop that fosters growth and accountability.

5. Embrace “Yes, And” Thinking

Inspired by improv comedy, the “Yes, And” approach involves building on ideas rather than shutting them down. When a team member proposes a change or an idea, instead of saying “No,” respond with, “Yes, and here’s how we can take it further.”

This mindset keeps conversations constructive and opens the door to collaboration. It’s a powerful way to encourage innovation while maintaining clear expectations.

Bonus Tip: Build Empathy Through Connection

Trust is built on three pillars: logic, authenticity, and empathy. Leaders often focus on the first two but neglect empathy. Take time to understand your team members’ perspectives and motivations. Whether it’s through one-on-one conversations or team meetings, creating space for empathy fosters a more connected and resilient team.

The Ripple Effect of Leadership

The benefits of adopting these leadership behaviors extend beyond your immediate team. By fostering trust, encouraging open communication, and building a culture of growth, you’re creating a business that doesn’t just survive—it thrives. As Adam Malone shared, these small daily behaviors have a compounding effect, building a foundation for long-term success.

Ready to Transform Your Leadership Style?

Great leadership isn’t about making sweeping changes overnight. It’s about implementing consistent behaviors that align with your vision and values. Start by showing up authentically, sharing your thought process, asking better questions, creating a feedback culture, and embracing “Yes, And” thinking.

As Adam put it, these behaviors don’t just improve your team’s performance—they create a business that can grow without you, giving you the freedom to focus on what matters most. So, which behavior will you adopt first?

Listen to the full podcast episode with Adam, available now:

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Transcript

Harley Green:
Welcome to the Workergenix Mastermind. Today, we have a special leadership expert, Adam Malone, who will share key strategies and behaviors that leaders can employ to achieve greater success in the new year. Adam is a leadership consultant, corporate keynote speaker, and father of five, known as the “Tenacious Operator.” After a 20-year corporate career and 17 years at one company, where he rose from analyst to VP, Adam left in 2024 to pursue his passion for helping high performers become great leaders of resilient teams.

This is a perfect opportunity for everyone making changes and resolutions to learn how to become better leaders in the coming year. Adam, welcome to the podcast. How are you?

Adam Malone:
I’m great, Harley. Thanks for having me.

Harley Green:
What led you to transition from being a VP in the corporate world to helping leaders be better leaders?

Adam Malone:
About seven or eight years ago, I transitioned into an operations role, managing the supply chain group. I owned the relationship with Apple, which was significant. I worked long hours, traveled frequently, and it began to wear me down.

One Friday, after a long trip to Manila, I returned home only to board another flight to San Francisco on Monday. I was exhausted and not feeling well. Sitting on the plane, I had a realization—I couldn’t keep living this way. I wanted to see my kids more and improve my marriage, which was okay but could have been better. It became clear that I needed to make a change, not just for myself but for my family.

It wasn’t enough for me to excel individually. I needed to build a resilient team. It had to shift from being about what I could personally accomplish to what the team could achieve collectively. That moment changed my perspective and sparked my journey into leadership development.

Harley Green:
Many entrepreneurs and business professionals think they can solve problems by working harder, but the truth is, we need a team to achieve our goals. It takes leadership to build that team.

Adam Malone:
Exactly. Entrepreneurs often face the challenge of feeling like no one else can do the job better. The instinct to do everything ourselves is strong, but we need to ask: Is being the best person for the task the right metric for whether or not we should do it?

Harley Green:
I remember hearing the saying, “Good enough is perfect.” Sometimes perfection isn’t necessary, and striving for it can cost too much time and energy. How do you help leaders understand this balance between perfection and delegation?

Adam Malone:
I often use the phrase, “Do we need perfection, or do we need good enough?” Many times, achieving 70-80% of the result is sufficient. I encourage leaders to consider the additional effort required to get to 90% or 100% and ask if the outcome justifies that cost.

For leaders, it’s also about letting go. Yes, you might do the task faster or better, but it’s often better to delegate, even if the result isn’t perfect. The extra time you gain can be invested in higher-value activities or simply resting to recharge for future challenges.

Harley Green:
That makes a lot of sense. Beyond time, there’s also the opportunity cost. Spending time on one task means you’re not focusing on other priorities.

Adam Malone:
Absolutely. I ask leaders, “Will your involvement in a particular task change the outcome significantly? Could you spend that time on something more impactful?” Sometimes, the best use of that time is resting or recharging so you’re prepared for the next big challenge.

Harley Green:
It’s interesting that you mentioned rest. Often, leaders push themselves to the brink without recognizing the importance of recovery.

Adam Malone:
Exactly. Rest is an investment in resilience. It’s about pacing yourself and your team for long-term success.

Harley Green:
You’ve shared some great insights so far. I know one of the main focuses today is the five key behaviors that leaders can implement daily. Let’s dive into those.

Adam Malone:
Absolutely. The first behavior is showing up authentically. Your team needs to trust you, and trust starts with being transparent. Share your thoughts openly, acknowledge challenges, and be honest about what you expect.

For example, when asking your team to tackle a tough task, acknowledge the difficulty upfront. Saying, “I know this is going to be challenging, but here’s why it’s important,” builds trust and shows authenticity.

Harley Green:
That’s a great point. I’ve seen firsthand how authenticity can rally a team. What’s the second key behavior?

Adam Malone:
The second is sharing your logical thought process. When leaders explain why they made a decision, it builds trust and helps the team learn to think like them. This is especially important if you want your business to thrive without your constant involvement.

Engage your team in the decision-making process by explaining your logic and asking for their input. This not only builds trust but also creates opportunities for improvement.

Harley Green:
That ties into empowering your team to think critically and contribute meaningfully.

Adam Malone:
Exactly. The third behavior is asking better questions. This means asking open-ended, thoughtful questions that encourage dialogue. For example, instead of saying, “Why didn’t you do this differently?” you could ask, “How do you think this fits into the broader process?”

These questions help team members think beyond their immediate tasks and identify areas for improvement.

Harley Green:
I love how asking the right questions can serve as both feedback and training for the team. What’s the fourth behavior?

Adam Malone:
The fourth is creating a culture of feedback. Feedback shouldn’t be something people dread—it should be a natural and mostly positive part of your workplace culture.

Give constructive feedback regularly, but focus primarily on positive reinforcement. Celebrate what your team does well, and use feedback to build trust and encourage growth.

Harley Green:
We’ve implemented a feedback system in our task management software, where tasks are marked as “Needs Feedback” before being completed. It ensures feedback becomes part of our process, and it’s been incredibly helpful.

Adam Malone:
That’s a great idea. Systems like that create a natural expectation of feedback and encourage continuous improvement.

Harley Green:
What’s the final key behavior?

Adam Malone:
The fifth is practicing “Yes, and…”. This concept, borrowed from improv comedy, involves building on ideas rather than shutting them down. For example, if a team member suggests a change, instead of saying, “No, we’ve always done it this way,” say, “Yes, and if we make this change, we also need to ensure we maintain these non-negotiables.”

This approach fosters creativity and collaboration while maintaining structure and accountability.

Harley Green:
I can see how that would create a positive, innovative environment.

Adam Malone:
It does. It encourages your team to bring ideas forward, knowing they’ll be considered and built upon rather than dismissed.

Harley Green:
This has been an incredible conversation. For those who want to learn more or connect with you, what’s the best way to reach you?

Adam Malone:
The best way is to text 33777 with the keyword “operator.” You’ll receive free leadership resources and be added to my newsletter, where I share weekly tips and insights. You can also connect with me on LinkedIn—just look for my black-and-white photo with a microphone.

Harley Green:
Adam, thank you so much for sharing your expertise today.

Adam Malone:
It’s been my pleasure. Thanks for having me.

Are You Failing Your Team? How to Recognize and Address Leadership Challenges

Are You Failing Your Team? How to Recognize and Address Leadership Challenges

As a business leader, the success of your team is directly tied to your ability to lead effectively. But what happens when deadlines are missed, tasks pile up, and your team struggles to deliver results? While it’s easy to blame external factors or even the team itself, the root cause might be closer than you think—it could be you.

In this post, we’ll explore actionable insights shared by leadership expert Jennifer Conaway on the Workergenix Mastermind Podcast. Jennifer delves into the signs that indicate leadership issues, common mistakes business owners make, and practical steps to build a stronger, more effective team.

Recognizing the Signs of Leadership Challenges

Jennifer identifies three red flags that indicate leadership may be the issue:

  • Recurring Hiring Issues – If you consistently find yourself saying, “This person doesn’t understand my voice,” or “They’re not delivering what I expected,” the problem might not be the hire—it could be the hiring process or your communication. Leaders must examine their expectations, hiring practices, and onboarding strategies to ensure clarity and alignment.
  • Becoming a One-Person Bottleneck – Are tasks consistently delayed because they’re waiting on you? A leader who can’t delegate or prioritize effectively creates unnecessary chaos. This doesn’t just hinder progress but also demoralizes the team.
  • Blaming the Team for Mistakes – If every misstep is framed as a failure on the team’s part, it’s time for a reality check. Leaders who fail to take responsibility erode trust and undermine morale, leading to disengagement and even turnover.

Actionable Strategies to Improve Leadership

Once you’ve identified the challenges, it’s time to take action. Jennifer outlines these steps to help business owners turn things around:

Evaluate and Delegate Tasks

  • Not every task on your to-do list needs to be done by you. Assess your responsibilities and determine what can be delegated to capable team members. Trusting your team fosters collaboration and frees you to focus on high-value leadership activities.

Streamline Your Workload

  • Many leaders face overwhelm from a bloated task list. Jennifer recommends revisiting your list and asking:
    • Is this task still relevant?
    • Can it be eliminated or delegated?
  • Reducing unnecessary tasks clears mental space and allows you to prioritize effectively.

Establish Boundaries to Enhance Focus

  • Distractions are inevitable, especially when working remotely or managing multiple responsibilities. Jennifer suggests:
    • Turning off notifications and placing your phone in another room.
    • Setting clear expectations with your team for uninterrupted work periods.
    • Using physical or virtual “Do Not Disturb” signs to signal focused work time.

Improve Communication and Set Clear Expectations

  • Effective communication is the cornerstone of strong leadership. Jennifer recommends using the “Five W’s” for every task:
    • What: What needs to be done?
    • When: When is it due?
    • Why: Why is this task important?
    • Where: Where will this task or its output be used?
    • How: How should it be completed?
  • Including the “why” gives your team context, empowering them to innovate and troubleshoot without constant oversight.

Rebuilding Trust and Accountability

Accountability starts with the leader. Jennifer emphasizes the importance of:

  • Owning Mistakes: When something goes wrong, instead of pointing fingers, ask, “How can I make my expectations clearer?” This shift fosters trust and a collaborative problem-solving culture.
  • Encouraging Feedback: Create a safe environment where team members feel comfortable providing honest feedback. Junior employees, in particular, may hesitate to share their thoughts unless explicitly invited to do so.

Preventing Leadership Burnout

Being a leader doesn’t mean doing it all. To prevent burnout, Jennifer highlights the importance of:

  • Allocating Time for Grounding and Reflection: Take time to prepare mentally before tackling big tasks.
  • Using Tools to Delegate Effectively: Software like project management platforms can help you track progress without micromanaging.
  • Leveraging Support: Partner with consultants or coaches to enhance your leadership skills and provide an external perspective.

The Cost of Poor Leadership

Unchecked leadership issues can lead to talented team members leaving. Jennifer warns that high-performing employees will often look for opportunities elsewhere if they feel undervalued or unsupported. Retaining top talent requires creating an environment where team members can thrive and feel respected.

Resources to Become a Better Leader

To help leaders improve, Jennifer offers a free resource called the “Be a Better Boss Starter Pack.” This toolkit includes:

  • The 10 Commandments for Better Leadership: Daily reminders to guide your leadership approach.
  • Curated Books and Podcasts: Learn from experts who have successfully navigated similar challenges.
  • Practical Tips: Actionable advice to implement immediately for long-term impact.

Conclusion

Improving leadership is not just about addressing the struggles of your team; it’s about evolving as a business owner. By recognizing your shortcomings, taking accountability, and implementing Jennifer’s practical strategies, you can transform not only your team’s performance but also your business’s trajectory.

If you’re ready to step into your role as an exceptional leader, start by downloading Jennifer’s Be a Better Boss Starter Pack and begin creating the trust, collaboration, and efficiency your team needs to succeed.

Listen to the full episode of the Workergenix Mastermind Podcast for more actionable insights from Joel Oliver on how to leverage podcasting for business growth

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Transcript

Harley Green
Welcome to the Workergenix Mastermind Podcast! Today, we’re joined by Jennifer Conaway from Conscious Business Answers. Jennifer specializes in helping business owners uncover whether their leadership style might be holding their team back. If your projects are constantly delayed or your team seems stuck in chaos, it might not be them—it might be you. Jennifer, thank you for joining us. How are you doing today?

Jennifer Conaway
Thank you, Harley. I’m doing great and appreciate the opportunity to be here. How are you?

Harley Green
I’m doing well, thank you. Let’s start by diving into your background. What led you to create Conscious Business Answers and focus on helping business leaders improve their team dynamics?

Jennifer Conaway
My journey started in a Fortune 100 company where I always felt like a square peg being forced into a round hole. While I struggled to fit into the traditional corporate mold, I was often given out-of-the-box projects. That’s where I discovered the transformative power of data—how presenting it in the right way could shift an entire organization. For someone who initially struggled with math, that was a game-changer.

Eventually, I transitioned into coaching and gained a wealth of experience in online business. I worked with one of the biggest personal development marketers in the country, running her internal mastermind. That role taught me a lot—it was essentially like running a business within a business. However, I noticed a critical gap. While the “business-in-a-box” model worked for many, it didn’t fit everyone, especially heart-led, purpose-driven entrepreneurs with unique needs. I felt the need to step out and create something tailored to those individuals, and that’s how Conscious Business Answers was born.

Harley Green
It sounds like you identified a very specific gap and created a solution to address it. So how did you come up with today’s topic—how business owners might unknowingly be failing their teams?

Jennifer Conaway
It’s a combination of observations from my previous coaching role and experiences with my current clients. Many business leaders have brilliant ideas and incredible visions, but they’re not taught essential management skills—like conflict resolution, human resources, or even general leadership. Whether it’s managing a single VA or a team of 15 in a multi-six-figure business, the challenges are often the same. I’ve been on both sides of this coin: as part of teams where leadership was lacking and as a leader who had to confront my own shortcomings.

Harley Green
That’s so relatable. What are some key red flags or early indicators that a leader might need to reevaluate their approach?

Jennifer Conaway
Absolutely. Here are three common signs:

  1. Recurring Hiring Issues: If you find yourself repeatedly hiring people who “don’t get it,” can’t deliver, or don’t align with your expectations, the common denominator might be you. This often stems from unclear communication or hiring processes.
  2. Becoming a Bottleneck: If your team constantly reminds you about unfinished tasks or projects stall because you haven’t completed your part, you’re likely the one holding things up. This isn’t micromanaging—it’s simply not getting your own work done.
  3. Blaming the Team: If your default reaction to problems is to point fingers—“They didn’t meet expectations” or “They didn’t do it the way I wanted”—that’s a major red flag. As leaders, we hold ultimate responsibility for our teams. Blame undermines trust and morale.

Harley Green
Those are hard truths but incredibly valuable insights. So, for a business owner who identifies with these challenges, what steps can they take to start turning things around?

Jennifer Conaway
Here are a few actionable tips:

  • Delegate Strategically: Evaluate your task list and decide what you can hand off to your team. Trusting your team not only clears your plate but also empowers them to excel.
  • Purge Your Task List: Reassess lingering tasks. Are they still relevant or valuable? If not, remove them to reduce overwhelm.
  • Protect Your Focus Time: Set aside dedicated work hours. Communicate with your team that you’re unavailable unless it’s an emergency. Turn off distractions, like your phone or chat notifications, to stay productive.
  • Improve Communication: Use the “Five W’s” framework when delegating: What, When, Why, Where, and How. Clearly outlining expectations minimizes confusion and gives your team room to innovate.

Harley Green
I love the focus on the “why.” When your team understands the purpose behind their tasks, they’re better equipped to deliver results and even improve processes. What tools or frameworks do you recommend for fostering clearer communication and better team dynamics?

Jennifer Conaway
The “Five W’s” is a great start. Additionally, encourage open dialogue within your team. Create a culture where feedback is welcome and solutions are a collaborative effort. Trust is key—your team members need to feel safe enough to share their perspectives without fear of judgment.

Harley Green
That trust is essential for any team to thrive. Before we wrap up, could you share a little about your “Be a Better Boss Starter Pack” and how it can help leaders?

Jennifer Conaway
Of course! The “Be a Better Boss Starter Pack” is a collection of tools and resources designed to help leaders grow. It includes the “10 Commandments for Being a Better Boss,” a curated list of books and podcasts, and actionable tips to strengthen team relationships. The goal is to provide leaders with practical, personalized strategies that create lasting change.

Harley Green
Thank you, Jennifer, for sharing these invaluable insights and actionable strategies. I encourage everyone to check out the “Be a Better Boss Starter Pack”—we’ll include the link in the show notes. Jennifer, it’s been a pleasure having you on the podcast.

Jennifer Conaway
Thank you, Harley. It’s been a joy to be here.