Executive Coaching Services

Lead With Confidence. No Chaos, No Overwhelm.

Maximize your leadership potential with executive coaching that has helped 500+ senior-level executives break through career plateaus, break free from the daily grind, improve their personal lives, and escape the frustration of feeling unfulfilled by their work.

What You Can Achieve With Executive Coaching

Graphic representation of spirit. Looks like a fist in the air with a flame surrounding it.

Break free from stagnation

Stop working all the time

Graphic representation of goals to hold up a bull's-eye symbol

Be seen, heard, and valued

Sheena Pabari

Chief Operating Officer

This journey has been worth it.

Work Shouldn’t Feel Like A Grind

If you’re constantly doing your best work yet you feel like it’s never enough, it’s easy to feel like reaching the next level is impossible. Have you experienced any of the following…

Stressed due to lack of autonomy?

Undervalued because no one notices your hard work?

Passed over for praise (and promotions)?

Wondering if you should leave for better opportunities?

When things get tough, your go-to strategy is to do more work?

Are you fearful of wasting all your years of experience?

You Deserve The Rewards For Your Hard Work

Get Clarity With Executive Coaching From Someone Who’s Been There

Life is too short to let work consume every waking moment. Yet when executives feel stuck and unable to ask for help, the stress of work can feel inescapable.

But there is a way through. I know because I’ve been there myself. Now, I’m here to help you break through and move forward, too.

My proven executive coaching is personalized to provide the guidance VPs and C-suite Executives need to break free from overwhelm, thrive as leaders, and rediscover a sense of fulfillment from their work and life.

I help you ignite the momentum to overcome the obstacles holding you back so you can achieve the professional outcomes you deserve without compromising who you are or what truly matters to you.

You’ll gain a proven, structured path toward your professional goals, a clear course of action, and the confidence to make a greater impact in the workplace.

Jay Stoltz

Vice President

“I feel I have an “unfair” advantage over my peers. ”

Meet James Hilliard

I’d done everything right. Worked hard, climbed the ladder, and built a career others admired. Yet, something still felt off.

No matter how much I achieved, it’s like I was constantly fighting an invisible battle. Second-guessing myself, questioning whether I belong, wondering if it’s all worth it.

I was leading a $100 million company, shaping an entire industry. On paper, I was at the top.

Inside, I was struggling.

I felt like I couldn’t win. Like everyone was against me. And the worst part? I didn’t realize how much my own mind was holding me back.

Until one day, I realized that the simplest path forward was to eliminate the limiting beliefs and patterns that were keeping me stuck.

I made a decision to take control. That decision transformed everything. Now, I want to help you take the same step forward.

That’s why I do this work: To help executive leaders achieve real, lasting change and a sense of fulfillment by removing what’s holding them back.

I understand that you’re tired of feeling stuck, undervalued, and unseen. And I can tell you from experience that walking away from everything you’ve built isn’t the answer.

You can revolutionize how you think, lead, and show up.

Our coaching sessions will shape you into an extraordinary strategic leader who operates with clarity, confidence, and true autonomy.

Let’s make that shift together.

The Benefits Of Executive Coaching

Regain Your Confidence & Drive

When doubt creeps in, it’s easy to stay quiet, settle for less, or second-guess your decisions. Great leaders don’t wait to be recognized. They step up and command recognition. I’ll help you hone your Executive voice and own your ideas so you can stop hesitating, take action, and become the effective leader and decision maker you’re meant to be.

Receive The Recognition You Deserve

 If you’ve felt overlooked or undervalued in the past, it’s time to change the way you communicate. We’ll show you how to leverage your expertise using strategies that position you as an influential leader. With a powerful presence, your contributions will be seen and rewarded.

Rediscover How To Love What You Do

Even if you’re the CEO of a multimillion-dollar enterprise, work shouldn’t feel like a grind. If you’ve lost the spark that once motivated you, I’ll help you work smarter so you can stop letting work follow you home. You’ll rediscover the joy of making an impact in a way that puts your personal values and long-term career goals into full alignment.

Turn Overwhelm Into Clarity

When Executives feel stuck, it’s often the result of having too many decisions to make without enough direction to make them. We’ll cut through the noise together and pave a focused path forward. With a clear plan, you’ll stop spinning your wheels and accelerate meaningful career development

Thrive In Your Relationships

You’ll discover how to build a strong professional network without hurting your personal relationships. I’ll help you amplify your visibility, expand your influence, and leverage your personal branding to your advantage without putting your family on the back burner.

Gain Unwavering Support

With unlimited “roadside assistance,” you never need to navigate career challenges alone. I provide 24/7/365 support to offer guidance, celebrate wins, and help you stay on track when times get tough. My promise is to answer your texts or calls beyond office hours when urgent issues arise.

Success Stories

See What Executive Leaders Like You Have To Say

Shelley Robinson
Multifamily & PropTech Strategist

“Everybody could use someone like James. I find that I have grown tremendously not because he tells me what to do, but because he holds me accountable to what I’ve said I want to do.”

Rajeev Gandhi
Group Chief Technology Office

“If you’re looking for a guru, then you can’t find a better person than James. He can actually show you the mirror and can tell you, ‘This is where you are going wrong, and these are maybe 2 or 3 different paths,’ and then he will evaluate that path with you one on one.”

Holly Goethals
Executive Director

“I was having good progress in my career. I realized I needed to change some habits. Things that felt really scary don’t feel that scary anymore. If I start to lose confidence, I can take tangible tactical steps to fix it…not giving up on things just because I haven’t done it yet. Now I feel confident that I can.”

Deepak Guruaja
President

“James can help you define your dreams, bring your ideas to be in a measurable way, and be the friend and guide that you need in your life to realize your fullest potential.”

Sheena Pabari
Chief Operating Officer

“James has become part of my inner circle, cheering me on. For anyone seeking clarity, growth, and someone who’ll help you be the best version of yourself, James is the coach you need. This journey has been worth it.”

Jay Stoltz
Vice President

“With the coaching advice from James, I feel I have an “unfair” advantage over my peers. If you’re looking to take your career to the next level but don’t know what the next level really is…. then James Hilliard is your guy!”

Manjit Sohal
GM/Vice President

“What I really valued about working with James was his personal care and attention to me personally. He customized his feedback and made it specific to me. This is a very unique aspect of James. This approach also made me think about my life in general and not just my work. I certainly take better care of myself now than I did before.”

Justin Deshaw
Vice President

“After working with you, I really started to understand what my ‘why’ was, and I shifted my day-to-day to be more aligned with it. I ended up applying for a different job within the organization. Now I’m much more comfortable and confident in the area that I’m overseeing, and I understand what my purpose is.”

Robert Neill
Chief Operating Officer

“As COO, I’m constantly faced with situations that test my knowledge, patience and experience. James has equipped me with the tools needed to embrace this role and be successful.”

Gustavo Sapiurka
Executive Vice President

“James helped me rethink and reposition my professional goals while creating a healthier work-life balance. He emphasized the importance of addressing personal priorities without taking my support system, including family and close friends, for granted.”

Julie Gardner
Creative Director

“My experience was something I was honestly unprepared for: a deeper personal exploration of my intentions, motivations and commitment level, an objective assessment of where I sit now in my career, and eye-opening insights into where I could go professionally, who can help get me there, and so much more.”

Shelley Robinson
Multifamily & PropTech Strategist

“Everybody could use someone like James. I find that I have grown tremendously not because he tells me what to do, but because he holds me accountable to what I’ve said I want to do.”

Rajeev Gandhi
Group Chief Technology Office

“If you’re looking for a guru, then you can’t find a better person than James. He can actually show you the mirror and can tell you, ‘This is where you are going wrong, and these are maybe 2 or 3 different paths,’ and then he will evaluate that path with you one on one.”

Holly Goethals
Executive Director

“I was having good progress in my career. I realized I needed to change some habits. Things that felt really scary don’t feel that scary anymore. If I start to lose confidence, I can take tangible tactical steps to fix it…not giving up on things just because I haven’t done it yet. Now I feel confident that I can.”

Deepak Guruaja
President

“James can help you define your dreams, bring your ideas to be in a measurable way, and be the friend and guide that you need in your life to realize your fullest potential.”

Sheena Pabari
Chief Operating Officer

“James has become part of my inner circle, cheering me on. For anyone seeking clarity, growth, and someone who’ll help you be the best version of yourself, James is the coach you need. This journey has been worth it.”

Jay Stoltz
Vice President

“With the coaching advice from James, I feel I have an “unfair” advantage over my peers. If you’re looking to take your career to the next level but don’t know what the next level really is…. then James Hilliard is your guy!”

Manjit Sohal
GM/Vice President

“What I really valued about working with James was his personal care and attention to me personally. He customized his feedback and made it specific to me. This is a very unique aspect of James. This approach also made me think about my life in general and not just my work. I certainly take better care of myself now than I did before.”

Justin Deshaw
Vice President

“After working with you, I really started to understand what my ‘why’ was, and I shifted my day-to-day to be more aligned with it. I ended up applying for a different job within the organization. Now I’m much more comfortable and confident in the area that I’m overseeing, and I understand what my purpose is.”

Robert Neill
Chief Operating Officer

“As COO, I’m constantly faced with situations that test my knowledge, patience and experience. James has equipped me with the tools needed to embrace this role and be successful.”

Gustavo Sapiurka
Executive Vice President

“James helped me rethink and reposition my professional goals while creating a healthier work-life balance. He emphasized the importance of addressing personal priorities without taking my support system, including family and close friends, for granted.”

Julie Gardner
Creative Director

“My experience was something I was honestly unprepared for: a deeper personal exploration of my intentions, motivations and commitment level, an objective assessment of where I sit now in my career, and eye-opening insights into where I could go professionally, who can help get me there, and so much more. ”

“Love It Or Leave It” 100% Risk-Free Money-Back Guarantee

Investing in your career shouldn’t feel like a gamble. I offer a 30-day, no-questions-asked, 100% money-back guarantee so you can take a bold step forward without the fear of wasting time or resources. If you don’t feel like your executive coaching is helping you gain clarity, confidence, and control over your career within the first month, I’ll refund your investment in full.

Take Control Of Your Future With A Proven Executive Coaching Program – No More Guesswork, Just Results

Imagine waking up every day knowing where you’re going and how to get there. Executive coaching for VPs and C-Suite leaders delivers three core components: a guide to personal development, executive leadership strategies and tactics, and unlimited around-the-clock support.

By the end, you’ll have a proven strategy and game plan to align your career with your values, act with confidence, and reclaim control of your future.

What You Get With Executive Coaching

Many executives hit a ceiling. Elite leaders find a way to break through. Which one are you? Your high-touch, proprietary coaching sessions are built on the same frameworks used by top-performing CEOs, board members, and business leaders to command influence.

Proprietary Multi-Step Coaching Framework

Follow a proven program designed to help you make decisive, high-leverage moves and step into the roles where you were meant to lead. Gain clarity, build confidence, and leverage momentum in your career, with measurable outcomes every step of the way.

Personalized Development Plan

Together, we’ll help you reconnect to the talents that make you unstoppable. We’ll pinpoint your strengths and reveal the patterns driving your success, as well as those holding you back. So you can align your career with your values and make every step forward feel authentic and meaningful.

Executive Leadership Strategies

You’ll master proven, battle-tested leadership tactics that hundreds of high-level professionals have used to influence without force, lead without friction, and navigate complex workplace dynamics with grace.

Unlimited Support, 24/7

I’ll be available to offer you guidance, celebrate your wins, and help you maintain accountability every step of the way. I’m available 24 hours a day, 7 days a week, 365 days a year. Think of this as “free roadside assistance” like that offered by Range Rover, another high-quality British export.

Take Your Career To The Next Level

You’re a short momentum-building conversation away from learning how to achieve professional success at the highest level. Schedule a call to discuss your goals today.