Coaching Archives - Keith Upkes Coaching

Accountability Coaching Execution People Strategy Team

December 11, 2025

Set Your Business Up for a Strong 2026

Set Your Business Up for a Strong 2026As we roll into the holiday season, it’s easy for teams to get distracted and ease off the gas. But the truth is:…

Keith Upkes

Coaching Customers People

November 27, 2025

Happy Thanksgiving!

Gratitude is at the heart of everything we do, and this season, we're especially thankful for the opportunity to work with such incredible people.Whether you're traveling, cooking up a feast,…

Keith Upkes

Cash CFO Coaching Execution Strategy

November 24, 2025

What is Cowboy Math?

Cowboy Math was born the moment I realized perfect financial accuracy was slowing my company down.As a CFO, accuracy was the job. Large financial wins and losses often hinged on…

Keith Upkes

Coaching Execution People Strategy Team

November 21, 2025

Work Doesn’t Feel Like Work When It’s Fun

Work doesn’t feel like work when it’s fun.Yesterday was video production day at Keith Upkes Coaching, and what could have been a high-stress experience turned into one of the most…

Keith Upkes

Accountability Coaching Strategy

November 19, 2025

Seasoned Veterans Still Learn

Seasoned Veterans Still Learn...Has your business plateaued? Has your team stopped growing? If so… maybe it’s time to look in the mirror.Earlier this month, I spent two days in Scottsdale…

Keith Upkes

Accountability Coaching Customers Execution People Strategy Team

November 14, 2025

How committed are you to your goals?

How committed are you to your goals? In his new book The Science of Scaling, Dr. Benjamin Hardy says, “If you’re not scaling aggressively, you are likely dying slowly.” That…

Keith Upkes

Coaching Customers People

November 11, 2025

Happy Veterans Day

On this Veterans Day, we’re taking a moment to reflect and say thank you. To all who have served and to the families who support them: your sacrifice, strength, and…

Keith Upkes

Coaching Customers People Team

October 30, 2025

Happy Halloween!

Spooky season is here! Whether you’re trick-or-treating with little goblins, hosting a movie night, or handing out candy to your neighborhood crew, we hope your Halloween weekend is filled with…

Keith Upkes

Accountability Cash Coaching Customers Execution People Strategy Team

October 28, 2025

Eating Our Own Dog Food

Eating Our Own Dog Food...As a Business Coach, I work with high-performing CEOs and leaders to strengthen their strategy and execution muscles. Just like in sports, if we want to…

Keith Upkes

Accountability Coaching People Strategy Team

October 22, 2025

Are you a road warrior?

Are you a road warrior?It’s only Wednesday morning, and I’ve already been to Dallas and back. I left Portland on Monday at 8 a.m. and returned last night (Tuesday) at…

Keith Upkes