Keith has spent 30+ years in the trenches of business and financial management. These videos distill that experience into tools, frameworks, and real talk you can put to work immediately — no fluff, no theory for theory’s sake.
Browse by topic, or start at the top. Either way, you’ll walk away with something you can actually use.
I’m not just a coach anymore.
After 20+ years doing this work, I realized something, coaching alone doesn’t get it done.
What we do is so much more than coaching.
You can have great conversations. You can walk away with direction. And still… nothing changes.
Most companies don’t need more ideas. They need a system that actually gets implemented.
So we stopped adding tools.
Stopped layering on frameworks.
We rebuilt the work from the ground up.
Level Upkes isn’t coaching.
Coaching talks.
This runs.
Inside your business.
Across your leadership team.
And I’m not watching from the sidelines.
I’m on the field, making sure it sticks.
Understand where your cash is actually going — and how to get ahead of it before it becomes a problem. Watch this video with Coach Keith if you want more predictable cash flow.
Samantha Upkes explains how to "Slow Down to Speed Up" in order to scale your company faster.
Learn how Keith used the KFFM to build a business that scales and succeeds. Most businesses don’t have a clear picture of what’s actually driving results. The KFFM changes that — giving your leadership team a shared, real-time view of how the business functions and where gaps hide.
New here? Start with this. Keith shares his background, his coaching philosophy, and what it actually looks like to work together — including why he thinks sticky notes are the most powerful tool in any leadership meeting.
Long-range planning that’s specific enough to execute on. The 3-Year Highly Achievable Goal framework creates alignment across your leadership team and keeps everyone pointed in the same direction — even when things get complicated.
Simple, practical, and built for leaders who think in outcomes — not spreadsheets. This is the financial clarity framework at the core of Keith’s work with scaling companies. Coach Keith explains how "Cowboy Math" can completely transform your business.
Stop guessing. Start forecasting with real confidence. Watch this video of Samantha Upkes to learn how to gain predictability by connecting your long-term and short-term goals.
When your team understands the numbers, they make better decisions. Here’s how to bring that clarity to the whole organization. Watch this video with Coach Keith to learn how to connect your short- and long-term goals to build team confidence.
Growth without financial clarity is just controlled chaos. This video shows you how to scale on solid ground. Samantha Upkes explains how to overcome your growth barrier by boosting your team's confidence with Cowboy Math.
Understand where your cash is actually going — and how to get ahead of it before it becomes a problem. Watch this video with Coach Keith if you want more predictable cash flow.
Coach Keith explains that it is essential to "Slow Down to Speed Up" to scale your business. Most scaling problems start long before the growth does. Keith walks through the three most common leadership gaps he sees — and how to close them before they cost you.
Coach Keith describes why it's essential to have a Transparent, Cohesive, and Aligned Team of A-Players on your leadership team. Keith’s coaching philosophy centers on one core belief: the best businesses are built by teams that are transparent, cohesive, and aligned. This video unpacks what that looks like in practice — and how to build it intentionally.
Hiring great people is only half the equation. This is about keeping them engaged, challenged, and committed for the long haul.
Keith’s edge is rare: 30+ years of financial expertise, combined with deep coaching experience. This video explores what happens when those two disciplines work together inside a scaling company.
Bold decisions require inner clarity. Keith explores what it takes to lead with confidence — especially when the stakes are high and the path isn’t certain.
What drives high-performing leaders at their core? Keith sits down with Dr. Gary Sanchez for a deeper conversation about purpose, identity, and what it means to lead a life, not just a company.
The best way to understand what coaching with Keith looks like is to hear it from someone who’s lived it. Ethan shares what changed for his business — and his team — after working with Keith.. Ethan McWilliams, CEO of Wilderness Medical Staffing on the results his team experienced working with their Metronomics Certified Coach Keith Upkes.
