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How We Scale

Gain the lessons and hard-fought wins that help my clients go from Stuck to Scaling, earning Millions more & becoming Best Places to Work. No AI, just stories from my journey as an entrepreneur, executive coach, and dad of triplets + Jenna brings our key takeaway to life in a simple sketch. Grab a cup of joe and join us!

How We Scale • 3 Letters

3 Letters You Don't Want to Miss Before 2025

Howdy, Zack here. Did you know that every How We Scale letter that Jenna and I have written and Illustrated are available online at howwescaleletter.com? As we close out the year and start thinking about 2025, I've handpicked a few letters that can help you assess where you’re headed and what you want to achieve: The Secret to Effortless LeadershipEver wonder why some leaders make it look easy? Discover the 6 S’s that can transform your leadership approach. Address the Cracks Before It's Too...
How We Scale • Take Another Shot

I Missed

Howdy, Zack here. So, you missed a day. Maybe even a few days. Or, even more... Are you really going to let that stop you? What have you given up lately for exactly that reason? Now, that you didn't stick with your promised deadline, is it better to let it all go? Or, buckle up and do it anyway? Hey, I'm behind on my 'weekly' letter to you. So, I get it. I really do. I almost didn't send today's letter. I'm not perfect and guess what, neither are you. So, own it, and take another shot. How...
How We Scale • Shine Your Light

Turn On Your Light

Howdy, Zack here. What’s up? Why are you sitting in the dark? God gave you a light to shine, and it’s not just a kid’s song—it’s about embracing your unique calling. It’s about being you—truly you, embarrassingly you. It’s not about what others think; it’s about unapologetically living out your gifts. With 17-year-old triplets at home, all applying for college right now, we're talking a lot about what's next for them. A big part of our discussion is not only about what they can see themselves...
How We Scale • Clean Things Up

It's Time to Clean Things Up.

Howdy, Zack here. Ever feel like life’s just a little too much? You know what I mean—the juggling act of endless to-do lists that never seem to shrink, and the struggle to figure out what to tackle next. It’s like you’re a master juggler, but instead of feeling in control, you’re just waiting for the moment everything comes crashing down. What used to be exhilarating has turned into a chore, and you find yourself running on a hamster wheel, getting nowhere fast. I’ve been there, too. When I...
How We Scale • Get Up Again

I Get Knocked Down

Howdy, Zack here. Ever feel like setbacks knock you off course? We all do. But here’s the truth: success is about how quickly we bounce back—not avoiding the fall. I’ve lost count of the times I’ve stumbled in my career. Each stumble came with a choice—sit in frustration or stand up and adjust. And I’ve learned: resilience is the muscle that grows stronger every time we choose to get up again. So how can we stay resilient, even when life throws punches? At the moment of failure, it’s easy to...
How We Scale • Trust Your Gut

Who Cares What They Think?

Howdy, Zack here. How often do you worry about what 'they' think and how does that tend to affect your decision-making? Ugh. I have some regrets. I can rewind my business history and think of many instances where I let the opinions of “experts,” mentors, and even family sway me. Not that their advice wasn’t valid; sometimes it was. But letting fear dictate my actions often did more harm than good. Like the time I hesitated to buy 1,000 bitcoins for $1,000 because a financial friend said it...
How We Scale • Valleys

From Valleys to Victory

Howdy, Zack here. Are you navigating a challenging valley in life right now? Are things not going as planned? Do you feel stuck and overwhelmed? These moments can be tough, to say the least. I know. I've been there. We all have. But they also offer profound lessons and opportunities for incredible growth. Whether you follow a particular faith or not, the wisdom found in Biblical teachings and Stoic philosophy can offer valuable guidance through these difficult times. They emphasize...
How We Scale • Stop

🛑 Just stop it.

Howdy, Zack here. Stop it. Stop doing the things that aren't working for you. Sound too simple? Well, it's not. It's one of the hardest things to do. Yet, funny enough, once you've done it, you'll wonder why you didn't do it sooner. You know what's not working for you. Ugh, lump in my throat. I have a few that come to mind right now. It might be eating too much, not working out, wasting time on social media, getting caught up in drama, focusing on big world issues (like politics), or pretty...

🥰 It's just, love.

Howdy, Zack here. I love you. Yes, you. And, that love is not conditional. We all have our faults. I know when I've been at my worst, that I need others' love the most. Unless you've been living under a rock or you've intentionally disconnected (can't blame you), you've seen the effect of deliberate division — the recent assassination attempt on former President Trump. No matter your political beliefs, this sort of hatred has no place in our world. It stems from the polarization of our...

⏳ When Will It Be Time?

Howdy, Zack here. When will it be time? We often wait for that perfect 'when' — the moment everything falls into place. But what if 'when' is actually right now? As a dad of triplets on the brink of their senior year, time feels more precious than ever. Everything has been one-and-done for us. Before long, my wife, Gwen, and I will be seeing our 3 off to college. Thus, each moment matters more. Can you relate? When certain chapters come to an end, we tend to feel the gravity of our decisions...

Gain the lessons and hard-fought wins that help my clients go from Stuck to Scaling, earning Millions more & becoming Best Places to Work. No AI, just stories from my journey as an entrepreneur, executive coach, and dad of triplets + Jenna brings our key takeaway to life in a simple sketch. Grab a cup of joe and join us!