The Gray Area of Decision-Making -

Navigating Complex Challenges in Leadership: I've learned over the years that leadership is rarely about having all the answers.

It's about navigating the uncertain and complex territory that lies between black and white—the gray area.

Here's my take on how to traverse the gray area of decision-making in leadership:

Master the art of motivation.

Six powerful strategies that will keep your drive alive and transform your personal and professional life: Staying motivated is essential for personal and professional success.

Here are six strategies to keep you driven and on track to achieve your goals:

Struggling as a CEO?

Master these 2 things to empower your team and unleash your company's true potential: As a CEO, your role is multifaceted-

1) Hold the vision

2) Recruit and retain the team needed to execute that vision

3) Resource that team with:

a) capital
b) clarity
c) care

If you’re feeling burned out at work, read this: Burnout is affecting people at every level and in every industry.

Yet nobody is talking about it.

The truth is, you can overcome burnout and turn things around. I help people do this every day.

Here’s what I tell them:

10 must-read books that aren't copy/pasted from everyone else on Twitter: 1. "Four Thousand Weeks: Time Management for Mortals" by Oliver Burkeman

10 questions co-founders must discuss before going into business together: A friend of mine cofounded a New York-based startup that was making big moves but failed to find significant market traction.

They ultimately sold to a late-stage startup.

As he was reflecting on what went wrong, he said...

Fuck networking.

Make actual friends.

Don't know how to do this as an adult?

Keep reading: Friends are far more powerful than connections.

And they are far more fun.

But, making friends takes more effort than simply "connecting" with people and getting their business card.

Here's my approach to making friends:

Most leaders suck at delegating.

Avoid these two common traps to delegate like a pro: Your team has no problem taking on delegated tasks.

They do, however, hate it when you don't know HOW to delegate.

Here's what you need to know to effectively delegate without pissing your people off:

Founders, your marriage is more important than your business.

These 9 relationship habits should be a part of every founder's routine: You set goals for your business and work your ass off to hit them, often at the expense of your relationships.

No matter how good or bad things are, start these now to keep or regain a healthy relationship with your loved one:

Burnout is rampant in today's society.

But nobody truly knows how to deal with it.

Keep reading so you can live a happier, more fulfilling life: Did you know there are actually three types of burnout?

I'm going to dive into each one, talk about how to identify them, and give you tips on overcoming the burnout.

Let's go:

17 facts most people learn too late in life:

1. Fuck "networking." Build friendships that last a lifetime. 2. The pain of regret far outweighs the pain of discipline.

3. Starting over should always be an option and it's never too late to do so.

4. Failure is life's greatest teacher; cherish it.

If you ignore these 10 things, you can’t call yourself a leader: 1) Know your role:

Leaders must define roles for everyone, including themselves. The three fundamental focuses for any leader should be:

- Define the vision
- Build the team
- Resource the team

Bad leaders refuse to stay in their lane and let their teams handle their work.

I’ve led multiple companies where I hired and promoted team members regularly.

These 15 habits are critical if you want to excel in your career: 1. Develop leadership abilities as leaders are more likely to be promoted.

2. Discover issues that cause irritation for your team and eliminate them.

3. Consistently perform at your best without excuses.

Your inability to do this one thing is holding you back from your goals, successes, and even your happiness: Last summer, I spent six weeks in Europe with my family.

The time was meant to be an experiment in living overseas for part of the year.

We planned it to be a slow time, choosing a small village in Provence over a busy city like Paris or Rome.

You make most of your decisions based on fear.

This makes you anxious, worried, and scared.

But, there’s a solution…a better way: Many of us ambitious, type-A people have succeeded by running on fear.

But at what cost?

Fear is motivating but also costly.

Instead, we can turn our energies toward something else…

From age 19-49, read this: 1. Nothing is more detrimental to your mental health than being alone.

2. Above all else, prioritize your own mental and physical wellness.

3. Don’t work yourself to death for a job that would replace you tomorrow.

20 years ago I tried out for the US Olympic sailing team.

I nearly lost my hands from the intense training.

This experience resulted in an outcome I never expected: 49er sailing (as shown in the image above) involves a high-performance and insanely demanding two-person boat.

I had been a sailor my whole life, racing competitively as a kid. So when I finished college, I felt called to return to the sport…

My own miscalculation of this one element is my greatest regret looking back on my time as a founder and CEO.

Having now coached 60+ CEOs on four continents, I know most other founders make the same mistake.

Let's make sure you don't. 🧵 I have been thinking a lot lately about the idea of living life on hold. That is how I would describe the way I lived for most of my years as a founder and CEO.