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Tips from Coach Keith

Happy New Year! CoachingCustomersPeopleStrategyTeam
January 3, 2026

Happy New Year!

Happy New Year! 🎉As we step into 2026, we’re reflecting on the businesses we’ve had the privilege to support, the leaders who trusted us with their growth, and the progress…
Keith Upkes
Happy Holidays! CoachingCustomersPeople
December 23, 2025

Happy Holidays!

As the year draws to a close, we hope this holiday season brings each of you peace, joy, and time to recharge with the people who matter most.Happy Holidays!
Keith Upkes
3 Leadership Mistakes That Stop Your Company From Scaling AccountabilityCoachingExecutionStrategyTeam
December 16, 2025

3 Leadership Mistakes That Stop Your Company From Scaling

Most leaders want to scale fast…but end up stuck.In our coaching practice, we see the same three mistakes quietly holding growth hostage:1️⃣ The wrong people in the wrong seats2️⃣ No…
Keith Upkes
Set Your Business Up for a Strong 2026 AccountabilityCoachingExecutionPeopleStrategyTeam
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
Happy Thanksgiving! CoachingCustomersPeople
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
What is Cowboy Math? CashCFOCoachingExecutionStrategy
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
Work Doesn’t Feel Like Work When It’s Fun CoachingExecutionPeopleStrategyTeam
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
Seasoned Veterans Still Learn AccountabilityCoachingStrategy
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
How committed are you to your goals? AccountabilityCoachingCustomersExecutionPeopleStrategyTeam
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
Happy Veterans Day CoachingCustomersPeople
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
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