Executive Coaching with Jody Holland

The higher you climb, the fewer people tell you the truth.

Executive coaching gives you one room where the conversation is honest, the thinking is clear, and the plan is yours. Private, one-on-one, and built around the decisions sitting on your desk right now.

One private session. One clear plan. No long-term commitment.

Book Your Introductory Session: $600
Jody Holland, executive coach and leadership strategist

1,000+

Executives coached

300,000+

Leaders trained since 1999

14

Countries

M.S.

Psychology, with CheckPoint 360 and PXT Select data behind the coaching

The direct problems

The problems that bring executives to coaching

These are the ones you can name. They show up on your calendar, in your numbers, and in the conversations you keep postponing.

Everything runs through you

Decisions stack up on your desk, your team waits for answers, and the business moves only as fast as you can. Coaching builds the delegation, the decision rights, and the leaders underneath you, so the organization stops depending on your stamina.

A hard conversation you keep putting off

The underperforming executive. The partner who has drifted. The top producer nobody wants to work with. We script it, rehearse it, and get it done, with the relationship intact wherever it can be.

Growth has outrun your leadership systems

What worked at twenty employees breaks at eighty. Coaching replaces heroic effort with a rhythm: clear priorities, real accountability, and meetings that end in decisions.

A new role with no playbook

A promotion, a succession, an acquisition, a team you inherited. The first months set the pattern for years. Coaching gives you a plan for the transition instead of a hope.

Your week belongs to the urgent

Strategy is the first thing to go when the day fills with fires. Coaching protects the thinking time your role actually pays for and holds you to the priorities you chose.

Good people are leaving, or coasting

Turnover and disengagement are leadership signals before they are HR numbers. Coaching finds what your team is reacting to and changes it at the source.

The deeper problems

The problems you can't put on an agenda

Every direct problem has a deeper one beneath it. These are harder to name, and they are where coaching does its most valuable work.

Who you have to become

The skills that earned you the role are not the skills the role requires. Somewhere on the way up, the job changed from doing the work to building the people who do it. Coaching is where that shift in identity actually happens.

The story you are telling yourself

Leaders act on their interpretation of events, not the events themselves. "No one else can do this right." "They should already know." "I don't have time." Coaching surfaces the story, tests it, and replaces it with one that produces better results.

The isolation of the top seat

Authority filters what people tell you. Your team manages you, your board evaluates you, and your family is tired of hearing about it. A coach has no agenda except your clarity, which makes this the one room where you can think out loud.

Success that has stopped meaning anything

You hit the goals and the satisfaction never arrived. That is a purpose problem, and no strategy fixes it. Coaching reconnects what you are building with why you started building it.

You cannot lead others further than you have led yourself.

Become The Leader You Would Follow.

How it works

Three steps. One clear plan.

1

Define your objectives

We start with where you are, what you want, and the timeline that matters to you.

2

Design your roadmap

A custom path for your growth: the skills to build, the decisions to make, and the conversations to have. Where it helps, we ground it in validated assessment data.

3

Drive the results

Focused one-on-one sessions to implement the plan, clear the obstacles, and measure the progress.

Two ways to work with Jody

Start with one session, or join the room.

One-on-One Coaching

$600

Introductory session

  • A private, one-on-one session with Jody Holland
  • Your objectives, obstacles, and timeline defined
  • A clear roadmap for what to work on first
  • Honest outside perspective on the decision in front of you
  • No long-term commitment required
Book Your Introductory Session

The Executive Edge

$1,000/month

Cohort-based executive program

  • Monthly coaching: focused half-day virtual sessions of leadership development and business training
  • Quarterly Flywheel Reviews of your sales, marketing, operations, and financial performance
  • One annual retreat to reset your strategy and connect with your peers
  • A curated, high-trust group of forward-thinking leaders
  • Strategic feedback and peer accountability
Apply for the Cohort

Not sure which fits? Schedule a free conversation, or use the coaching conversation below to name what you are working on.

LET’S FIND THE RIGHT COACHING FOR YOU

A short professional conversation — the same questions Jody would ask if you were sitting across from him.

Your answer
Jody Holland  ·  Leadership Strategist  ·  Training · Assessments · Executive Coaching

Coaching Questions

What Executives Ask Before They Start

What it costs, cohort or one-on-one, who it is for, and how to begin.

The conversation you have been putting off starts here.

One session. $600. A clear plan for the problem that matters most.

Book Your Introductory Session

Prefer to talk first? Schedule a free conversation or call (806) 216-5323.