Blog - Keith Upkes Coaching

Accountability Cash CFO Coaching Customers Execution People Strategy Team

March 3, 2026

5-Star Review

Grateful for clients like Roseann and her team. Strategy is powerful, but disciplined execution is what changes a company. If your leadership team is ready for that kind of traction,…

Keith Upkes

Accountability Cash CFO Coaching Customers Execution People Strategy Team

February 27, 2026

Coming Soon…

Something new is taking shape behind the scenes.Refined. Focused. Built with intention.For leaders ready to grow, fully and freely.Coming soon. ⬆️

Keith Upkes

Accountability Cash CFO Coaching Execution People Strategy Team

February 26, 2026

Cowboy Math: How Smart Leaders Move Before the Data Is Perfect

I’ve learned something after decades of working with entrepreneurs: Waiting for perfect data is often the most expensive decision you can make. “Cowboy Math” isn’t about being reckless.It’s about being…

Keith Upkes

Accountability Coaching Customers Execution People Strategy Team

February 25, 2026

Why Business Growth Feels More Like Cross-Country Skiing Than Downhill

Last week, Samantha Upkes and I spent a few days on the Minnesota North Shore of Lake Superior. 24 inches of fresh snow.Beautiful. Quiet. Restorative.Also humbling. I tried cross-country skiing…

Keith Upkes

Accountability Coaching Customers Execution People Strategy Team

February 18, 2026

A Raving Review

We strive for excellence, and it's always rewarding to hear when we've delivered.

Keith Upkes

Coaching Customers People Team

February 17, 2026

Happy Lunar New Year!

Happy Lunar New Year! 2026 brings the Year of the Fire Horse, a rare and powerful combination that only comes once every 60 years.This year’s sign focuses on forward movement…

Keith Upkes

Coaching Customers Strategy Team

February 16, 2026

The Moment “Good” Isn’t Good Enough Anymore

Eventually, “good” stops being enough.And that’s where the next level begins.

Keith Upkes

Customers People

February 14, 2026

Happy Valentine’s Day!

During this month of love, we wanted to share a message from the heart: thank you ❤️ Whether you’re a client, professional contact, or supporter, please know that you’re a…

Keith Upkes

Accountability Coaching Customers People Strategy Team

February 12, 2026

Client Book Launch: “Medicine at 50 Below” by Mary Ellen Doty

It is my distinct honor to share the launch of Mary Ellen Doty's new book, Medicine at 50 Below.Mary Ellen is both a client and a friend. For the past…

Keith Upkes

Accountability Coaching Execution People Strategy Team

February 11, 2026

A-Players Don’t Join Teams to Play. They Join to Win.

A few days late… but still riding high.Our Seattle Seahawks didn’t go to the Super Bowl just to play...They went to WIN!That’s the difference between average teams and elite teams.A-players…

Keith Upkes

Tips from Coach Keith