Keith Upkes, Author at Keith Upkes Coaching

Coaching

February 6, 2026

Coming Soon…

Growth doesn’t always announce itself loudly.Sometimes it builds quietly, with clarity and intention.

Keith Upkes

Coaching Customers Execution People Strategy Team

February 5, 2026

Super Bowl Sunday

With the Super Bowl coming up this Sunday, I’ve been thinking about how much football and business have in common. After all, business is a team sport. Elite players don’t…

Keith Upkes

Accountability Cash CFO Coaching Customers Execution People Strategy Team

February 4, 2026

Business Workshop in Tampa, FL

Last week in Tampa was one of those reminders of why we love this work.We spent time with an incredible group of entrepreneurs who are thoughtful, curious, and generous with…

Keith Upkes

Coaching People Strategy Team

February 2, 2026

Where Leadership Actually Begins

There is nothing we love more than a good quote to inspire us through the rest of the month.Leadership is not defined by the title we have, but by the…

Keith Upkes

Accountability Cash CFO Coaching Customers Execution People Strategy Team

January 23, 2026

A New Chapter is Taking Shape

Something new is taking shape...A shift.An evolution.A next chapter.Not ready to share everything just yet, but it’s coming.Stay tuned!

Keith Upkes

Coaching

January 23, 2026

Experience + Ambition: The Real Formula for Business Growth

Innovation, reinvention, and new directions aren’t reserved for startups or brand-new ventures.No matter the age of your business, there is always room to adapt, evolve, and pursue a new vision.…

Keith Upkes

Coaching People

January 21, 2026

Back in the Day: A Mentor Who Changed Everything

People come into your life for different seasons and different reasons.And then there are those who arrive at exactly the right time, and quietly change the trajectory of your life.Recently,…

Keith Upkes

Accountability Coaching Execution Strategy

January 13, 2026

The Two Things Every CEO Needs to See Clearly

A great coach is both a mirror and a window.The mirror shows you where you are today: your numbers, your decisions, and the reality of how the business is actually…

Keith Upkes

Accountability Coaching Execution People Strategy Team

January 9, 2026

Why The Right Annual Planning Leaves Your Energized, Not Exhausted

✨ Annual Planning = DONE ✨Yesterday, Keith Upkes Coaching wrapped up our Annual Planning session, and what a day it was.10 hours of deep conversations.Real progress.Fresh ideas.New perspectives.And an even…

Keith Upkes

Coaching Execution Strategy Team

January 7, 2026

Doing Everything Right, Yet Growth Is Flat? The Missing 3-Year Strategy Most Teams Lack

📉 Ever feel like you’re doing everything right… But growth is still flat?I see this a lot with strong leadership teams.They’re smart. They’re working hard.But the strategy beyond “this year”…

Keith Upkes