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EXECUTIVE SALES-LEADERSHIP COACHING

I help sales directors and VPs excel as leaders of leaders.

For sales directors and VPs who want to build leaders, not just hit a number. Eight weeks, one-on-one. We diagnose what's stuck, sharpen what's working, and build what's next: the operating system, the executive presence, and a coaching muscle your team carries forward.

Fit check first. If we both nod, we schedule the longer Deep Dive Session.

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BUILT  ACROSS

Tesla       Amazon       Opendoor       Royal Caribbean International       Robert Half       Anheuser-Busch InBev

Excellence is the passing grade.

It is the standard I learned at Tesla and the bar I hold every leader I coach to. Not perfection. The discipline of high-caliber inputs and high-caliber outputs, delivered fast, kept simple, worked backward from the customer.

WHERE THIS COMES FROM

Fifteen years building sales organizations, normalized to what actually moved.

I do not coach theory. I coach what I built, in the seat, with a number attached. Here is a sample of what the work delivered.

$1.8B

Tesla inside sales, built from zero. Grew the team from zero to 145+ advisors and the methodology, coaching, and operating system behind $1.8B in annual revenue.
 

4x

Revenue 4x in one year. Took a Tesla channel from $76M to $333M by launching two product lines and a phone-based sales closing model worth $30M a month.
 

5x

Conversion 5x at Opendoor. Rebuilt frontline and second-line leadership, closed a 460-basis-point gap in two months, and held the outperformance for more than three quarters.

$20M

A cost center turned revenue-positive. Remapped Celebrity Cruises' customer service contact center to consultative selling, cut churn 50%+, and earned Sales Coach of the Year.

WHAT YOU WALK AWAY WITH

Things you take with you.

Eight weeks is long enough to build real habits and short enough to keep the stakes high. You leave with artifacts you can run your team on, language you can carry into a board room, and a coaching muscle that produces leaders inside your own team.

01

An operating system you run your team on every week.

Cadence, coaching, inspection. Documented, shipped to your team, and built from the ground truth up.
 

02

Executive presence that travels into any setting.

Board, exec staff, or customer. Normalized data, short sentences, tested on a real recipient before you present it.
 

03

​A team that runs without you in the room.

Force multiplication. Fewer dependencies on you, more leaders carrying the load and developing their own people.

04

A coaching muscle that produces more leaders.

Questions instead of scripts. How did that call feel? What would you do differently? Fewer dependencies on you.
 

THE 8-WEEK PROGRAM

The Leader's Operating System: Director Program.

Eight weeks, one-on-one. Each week follows the same rhythm: topic, delivery, a transformational exercise, and an action you run between sessions. You ship something every week to a real recipient and bring back what happened.

WEEK 01

Diagnose and anchor

WEEK 05

Ground truth and influence

WEEK 02

Executive presence

WEEK 06

Force multiplication

WEEK 03

Operating cadence

WEEK 07

Promotion positioning

WEEK 04

​Coaching infrastructure

WEEK 08

Launch and 90-day plan
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ABOUT CHRIS WIPKE

I build leaders who build other leaders.

Early at Royal Caribbean, my boss pulled me into a room and would not let me leave until I agreed to apply for a coaching role. He said he would do whatever it took to get me there. The funny part: I had already built the reps, the muscle memory, and the relationships. What I needed was someone to reinforce it.
 

That moment set the direction. I went into leadership development and learned how to produce results through other people. At Tesla I built an inside sales org from zero to $1.8B, and 90% of my hires earned promotions. At Amazon I led 30 partners through influence instead of authority. At Opendoor I built coaches who built other coaches, and conversion climbed 5x.
 

Here is what I learned across all of it: great companies talk about coaching and excellence. Very few build the mechanisms to deliver them, so coaching gets left to the high performers to figure out alone. I have watched too many of them stall or walk away because nobody invested in their growth the way their potential deserved.
 

That is the gap I fill. I help ambitious operators clarify and visualize what they actually want, build the system to get there, and multiply themselves through the people they lead. Watching someone grow, and then watching them grow someone else, is the most satisfying work I have ever done. Coaching should be a sacred function. Right now it is an afterthought. I am here to change that.

Background: 15+ years in sales leadership across Tesla, Amazon, Opendoor, Royal Caribbean, Robert Half, and Anheuser-Busch InBev. B.S. in Business and B.A. in Spanish, Saint Louis University. Based in Chicago. Founder of Chief Excellence Officer LLC.

WHAT PEOPLE SAY

In the words of the people I have led and coached.

A coaching client, a leader I reported to, and two people I developed who now run sales organizations of their own. In their words.

"He's the best ally, advocate, and accountability business partner I've ever worked with. He didn't just see around corners. His vision extended through walls. We grew our business four-fold with Chris' guidance. He is one of one."

W

Will, Principal

Alpha Zulu Logistics

"Chris led our 35-person sales team at Celebrity Cruises. Under his leadership we saw double digit revenue growth in a complex sales channel, and he led cross-functional initiatives that unlocked bottom-line growth across our direct channel. I would hire Chris again in a heartbeat."

M

Michael, Vice President

Royal Caribbean Group (NYSE: RCL)

"Chris challenged me in ways that developed my growth as a leader. Through deep business analytics, he helped me understand not just the results we needed, but the why and the how behind them. Together we got the flagship Gold Coast location to target for the first time in well over a year. He became a leader I aspired to be."

M

Mike, Sr. Sales Leader

Opendoor & Tesla

"Chris empowered me to think creatively and strategically and to develop into a stronger, more thoughtful leader. He has a genuine passion for fostering the growth and development of his people, and he leads with integrity, respect, and compassion."

D

Darlene, Head of Inside Sales

Voltus

FREQUENTLY ASKED

The questions every leader asks before booking.

BOOK THE CALL

Ready to see if this is the move?

Two ways to start. Book the 15-minute Clarity Call and we run a quick fit check together, or contact me with one line about where you are and where you want to be. Either way, the next step is the same.

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