Crossing Canyons Coaching

Coaching for executives, leaders and business owners.

I work with people who run teams and companies, in any industry. Find your role below. Every offer starts with a free 30-minute consult.

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Thirty minutes. Free. No pressure.

  • ICF Associate Certified Coach (ACC)
  • Coaching since April 2022, with 150+ clients
  • 2,600+ coaching sessions

Executive coaching

Who it is for

You run a company, a division or a practice. Decisions end with you, and few people hear the whole story.

What we work toward

You decide with a clear head, not under pressure. You stop carrying problems that belong to other people. You lead from a steady position, and the people around you step up.

How it works

One-on-one coaching. We agree on the format and the rhythm that fit you. We work on real situations from your week.

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Leader and manager coaching

Who it is for

You lead a team, a department or a site. You may have moved up because you did good work. Now you answer for the work of others.

What we work toward

You give clear direction and hold the hard conversation sooner. You stay steady when the team is tense. You hand off work, and your team owns more of it.

How it works

One-on-one coaching. We agree on the format and the rhythm that fit you. Bring a real situation: a hard conversation, a stuck team, a big decision.

Book a free consult

Team sessions

Who it is for

Your leadership team works hard but pulls in different directions. You want shared priorities and more trust in the room.

What we work toward

The team agrees on what matters most and talks straight with each other. People see the patterns that slow them down. They leave with next steps they own.

How it works

A workshop or a retreat for your leadership team. First we talk about your team and what you want from it. I build the agenda around your real issues.

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Training and development

Who it is for

You want your leaders and managers to learn the skills of leading: feedback, delegation, hard conversations, time and planning.

What we work toward

Leaders share the same tools and the same words. They use them on real work, and they stop guessing.

How it works

Workshops and short courses built around your people and your problems. Choose from the themes on the training page, or tell me what you need.

See the training themes

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Financial coaching and business plan assessment

Who it is for

You run a business, a location or a budget. Your P&L, your cash and your plan are less clear than you want them to be.

What we work toward

You read your numbers with confidence. You see where labor and costs leak. You build steady habits around cash, and you decide from facts.

How it works

Financial coaching. We work through your P&L, your budget, labor and cost control, and your cash habits.

Business plan assessment. You send me your plan. I read it closely and send you written feedback, including notes on structure and design. Then we talk it through.

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Caleb Grimes, in a navy blazer and tan shirt, outdoors in a garden

I have led under pressure

I started coaching in April 2022. Since then I have coached 150+ clients and led more than 2,600 coaching sessions. I hold the ICF Associate Certified Coach credential (ACC, 2025). I am earning my Master of Social Work at Arizona State University, and I hold a BA from Providence Christian College.

Before that, I spent ten years at Chick-fil-A, from trainer to Operations Director. I built a coaching process for more than 180 employees. I helped open the Hollywood restaurant in 2020, just before Covid, then ran back-of-house for two stores while I ran a ghost kitchen. I know what it costs to lead when the orders keep coming.

I'm not here to save or solve. I coach leaders in every industry. The pressure feels the same, and so does the way through: see the system you work in, and change it.

Not sure which offer fits? Start with the consult.

Thirty minutes, free. Tell me what you are dealing with. If another offer fits better, I say so.

Book a free consult

Prefer email? Write to [email protected].

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