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5 min read

Executive Letter #32: The Best Is Yet to Come

By The Grind Team on Sep 12, 2022 9:00:00 AM

I've decided to bring my series of executive letters to a close, and I've been thinking back to what prompted them, what all of us have learned in the process, and how much more is sure to unfold for me and my company. And don't worry, we've got lots more coming in The Grind Weekly Insights.

Topics: ceo executive letter leadership top reads
5 min read

Executive Letter #31: Fight, Flight, or Freeze

By The Grind Team on Aug 22, 2022 9:00:00 AM

A while back, one of my readers submitted this to me:

Topics: financial decisions ceo habits for success executive letter leadership
4 min read

Executive Letter #30: The Next Generation

By The Grind Team on Aug 8, 2022 9:00:00 AM

I can tell that a lot of the newer team members in our company are hungry. How do I know? Because this was one of the questions asked at our most recent All Hands Meeting:

What are you looking for in the next generation of leaders?

Topics: entrepreneurship ceo managing teams executive letter leadership teamwork
5 min read

Executive Letter #29: A Category of One

By The Grind Team on Jul 25, 2022 9:03:00 AM

Last week, our company came together for our All Hands Team Meeting. It’s nothing fancy. We all show up in the same casual attire and dedicated mindset that we do everyday.

Topics: entrepreneurship ceo managing teams executive letter leadership teamwork
5 min read

Executive Letter #28: BYOB

By The Grind Team on Jul 11, 2022 9:00:00 AM

In the last few years, it seems a tidal wave of people have chosen to quit their job and finally live out their dream of being their own boss. 

Topics: entrepreneurship ceo executive letter leadership teamwork
5 min read

Executive Letter #27: Visitors Welcome

By The Grind Team on Jun 27, 2022 9:00:00 AM

All investing comes with risk. Whether you’re in real estate or stocks, you know it to be true. Perhaps it’s what’s held you back from investing in the first place.

Topics: entrepreneurship ceo due diligence executive letter leadership small business teamwork
5 min read

Executive Letter #26: A Team vs. A Roster

By The Grind Team on Jun 13, 2022 9:00:00 AM

At The Grind, we talk a lot about how important it is to surround yourself with the right people: smart people, hard workers, mentors, people who’ve done what you want to do, people who are perfecting their grind in your same field, etc. As my son Chris reminded podcast listeners recently, “You are the average of the five or six people you surround yourself with.”

Topics: managing teams executive letter small business basketball Olympics teamwork
5 min read

Executive Letter #25: Talent Is Indeed Overrated

By The Grind Team on May 16, 2022 9:00:00 AM

People often ask me about the achievements I’ve made over the course of my career in business, especially for someone with no college education or special training. I didn’t have many of the advantages of the businessmen we often put on a pedestal, so how did I do it? 

Topics: inspiring books work performance executive letter culture
7 min read

Executive Letter #24: Introducing New Talent to Your Company Culture

By The Grind Team on May 2, 2022 9:00:00 AM

For a long time, our company was a small, close-knit, family-owned and operated business—and in many ways, it still is. Yet, from April 2021 to April 2022, we added a number of new team members. Such a significant change in a relatively short amount of time can be a true test of how your team works together, and it’s what has inspired today’s letter.

Topics: managing teams executive letter hiring culture
6 min read

Executive Letter #23: What I Look For in an Investment Property

By The Grind Team on Apr 18, 2022 9:00:00 AM

In my last letter, I talked about some of the most common questions I get as a seasoned entrepreneur. Today, I want to talk about the most common questions I get as a seasoned investor.

What do I look for in an investment property?

Topics: property renovation investing in real estate property managers property hunting executive letter
6 min read

Executive Letter #22: What I Wish I Knew When I Was Younger

By The Grind Team on Apr 4, 2022 8:00:00 AM

This is a question I am asked frequently, especially from my team members who are relatively early in their career. And in part, this question was inspiration for creating The Grind, so I could try to distill my decades of business learning into clear actions that any of our readers could implement.

Topics: property managers managing teams executive letter potential
7 min read

Executive Letter #21: Can't Live With 'Em, Can't Live Without 'Em

By The Grind Team on Mar 21, 2022 9:00:00 AM

If you’ve been following along for any time at all, you’ve likely picked up on the fact that I consider my team members to be true partners with me in the work my company does. I trust them to work as hard and push as far as I do, and because of it we’ve reached goals that were only dreams years—or even months ago.

But I want to switch gears and talk about a different kind of team member or partner today: specifically, business partners.

Topics: business strategies familybusiness executive letter silent partners business partners
6 min read

Executive Letter #20: Looking Potential in the Eye

By The Grind Team on Mar 7, 2022 9:00:00 AM

I might have gotten caught up in the spirit of the Super Bowl with my last letter, but I haven’t taken my eye off of my mission this year: to maximize the potential of every single team member on our payroll.

Topics: managing teams executive letter potential
5 min read

Executive Letter #19: Writing the Playbook

By The Grind Team on Feb 21, 2022 9:00:00 AM

A lot of my early heroes were people I saw on TV, hitting home runs and making touchdowns—except, when I was growing up, we only had three channels to choose from.

Topics: inspirational football quotes executive letter business management
6 min read

Executive Letter #18: How to Recognize & Grow Potential

By The Grind Team on Feb 7, 2022 9:00:00 AM

In my last letter, I talked about why now, more than ever, potential is what I’m about. I feel strongly about ensuring that every single person on my team feels like they are growing farther and faster than they ever thought possible.

But you might be wondering, what does that really look like?

Topics: managing teams executive letter potential hiring
4 min read

Executive Letter #17: The Word is Potential

By The Grind Team on Jan 24, 2022 9:00:00 AM

Last week, our staff of 130 came together—in person and over Zoom—for what we call an “All Hands” meeting. Led by my two sons Chris and Brett, our CFO Jessica Stooksbury, and myself, we went over our final numbers of the year, our goals for 2022, and other company updates. We so rarely get to see our many team members all together like that, spread out as we are across so many cities and states, that these times are always special to me.

Topics: setting goals managing teams executive letter potential
6 min read

Executive Letter #16: Boldly Go

By The Grind Team on Jan 10, 2022 9:00:00 AM

Happy New Year, readers! I hope this holiday season has provided you the rest you need to get better and go bigger in 2022.

I don’t know about you, but I’m ready to go.

Topics: setting goals executive letter small business
6 min read

Executive Letter #15: We Are Family

By The Grind Team on Dec 20, 2021 9:00:00 AM

As we get further and further into the holiday season, I want to take this opportunity to share more about how our company became the family owned and operated business it is today.

Topics: familybusiness executive letter small business
6 min read

Executive Letter #14: Mistakes Make the (Business)Man

By The Grind Team on Dec 6, 2021 9:00:00 AM

Today, I want to talk about finding opportunity, particularly the opportunity to develop talent.

Topics: recommended reading executive letter leadership business management talent philosophy
5 min read

Executive Letter #13: Man Vs. Machine

By The Grind Team on Nov 22, 2021 9:00:00 AM

If this drama with Zillow has taught us anything, it’s that an algorithm is never going to make the same kind of decisions as a person.

Topics: real estate market investing mistakes to avoid Zillow executive letter
6 min read

Executive Letter #12: First Things First

By The Grind Team on Nov 8, 2021 9:00:00 AM

It’s not easy getting started—on anything. Buying your first investment property. Opening the doors of your first business. Taking that scary next step toward financial independence.

No matter the industry, getting started is the toughest part, and as a beginner entrepreneur, you are guaranteed to encounter a lot of barriers to entry—starting with building trust. 

Topics: entrepreneurship executive letter
9 min read

Executive Letter #11: Read Like an Executive

By The Grind Team on Oct 25, 2021 9:00:00 AM

Over the years, I've accumulated quite the library. In the conference room where I work, there are stacks of books that I keep out, not only for my reference but also for the reference of any team member who cares to pick them up.

Topics: entrepreneurship executive letter business management top reads
6 min read

Executive Letter #10: A Day in the Life

By The Grind Team on Oct 11, 2021 9:00:00 AM

In my last letter, I talked about the journey versus the destination, and how getting to the top of the mountain doesn't mean you've arrived.

Now, I want to tell you a little bit more about how I keep moving the mountaintop. That's right, 70+ year old me. How do I "grind," minute to minute, day to day, going on five decades in business?

Let's look.

Topics: executive letter
6 min read

Executive Letter #9: Awesome Never Rests

By The Grind Team on Sep 27, 2021 9:15:00 AM

Over the many years I've been working, and within the many businesses I've developed and run, there are a few things I tend to repeat over and over again. Those who work around me get to know these catch phrases by heart, because they are how I approach all aspects of business. 

Topics: executive letter
6 min read

Executive Letter #8: There's No I in TEAM

By The Grind Team on Sep 12, 2021 6:00:00 PM

If investing in real estate was just about walking to the mailbox once a month and pulling out a fat check, then everyone would do it. But it's not.

Like anything in life, nothing rewarding is ever that easy.

Topics: executive letter
5 min read

Executive Letter #7: Build Your Business to Change People's Lives

By The Grind Team on Aug 29, 2021 6:00:00 PM

Today I want to talk to you about why my approach to business is about more than building my personal wealth.

Topics: executive letter
7 min read

Executive Letter #6: The Importance of Daily Connections

By The Grind Team on Aug 15, 2021 6:00:00 PM

Make the Call

For a society that spends so much time on our phones, we don't seem to be making a whole lot of phone calls.

Topics: executive letter
6 min read

Executive Letter #5: Recognize When to Invest in Your Side Hustle

By The Grind Team on Aug 1, 2021 6:00:00 PM

Today, I'll tell you why buying houses, fixing them up, and selling them for profit, is not the quick moneymaker many think it is. I'll also discuss two key topics that are important to the businesses my family and I have led:

Topics: executive letter
5 min read

Executive Letter #4: Too Real for Reality TV

By The Grind Team on Jul 18, 2021 6:00:00 PM

I tell people regularly that the path I've taken to success could have only happened with hard work and putting my nose to the grind daily. No get rich quick scheme helped me build my businesses.

Topics: executive letter
7 min read

Executive Letter #3: Don't Be a One Hit Wonder

By The Grind Team on Jul 4, 2021 6:00:00 PM

Today, I'm going to cover a few tips that are important to me because they were fuel for The Grind.

Topics: executive letter
7 min read

Executive Letter #2: If the Door is Closed, Go Through a Wall

By The Grind Team on Jun 20, 2021 6:00:00 PM

I'm being literal with this one. It's time to go through walls if that's what it takes. 

Topics: executive letter
9 min read

Executive Letter #1: We Don't Do Average

By The Grind Team on Jun 6, 2021 6:00:00 PM

At our company, average is a dirty word. In this letter, I'm going to give you three specific tactics we follow to avoid being like everyone else:

Topics: executive letter
6 min read

Welcome to The Grind

By The Grind Team on Jun 1, 2021 6:00:00 PM

If you're reading this note, I bet we have something in common.

Topics: executive letter

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