Welcome to The Executive Caddy

"Reading the Green: Leadership Perspective Coaching, Strategic Consulting, and Training" is my proprietary framework. 

Great leaders—like great golfers—learn to see the subtle slopes.

Most people walk through life like golfers without a caddy—confident in their swing, unaware of the wind, terrain, or the traps ahead. I'm here to change that.

Leadership isn’t just about vision—it’s about precision. And even the best miss the break without the right perspective. My coaching helps you:

• Read the leadership green—spotting subtle emotional, relational, or strategic slopes that trip up your reputation or decisions
• Avoid hazards—before you fall into denial, overconfidence, or misalignment
• Dial in your short game—where small moves (like a better conversation or mindset shift) unlock massive breakthroughs
• Build caddy-level wisdom—developing the habit of anticipating, not reacting
   

Whether you're a CEO, athlete, or advisor; most comfort zones, perspective gaps, and blind spots fall into these traps:

• Denial: Trusting your “gut” without realizing it’s been wrong lately
• Reputation Lag: Thinking you're inspiring while your team whispers otherwise 
• Overused Strengths: Being so decisive that no one dares push back 
• Outdated Assumptions: Running today’s game with yesterday’s playbook 
• Invisible Wounds: Leading from unhealed places—and calling it resilience

📍 Dr. Ronald McCowan | Executive Caddy & Leadership Precision Coach

A great caddy knows the course intimately—every slope, wind pattern, and hidden hazard. They help the golfer see what’s not obvious and avoid costly misjudgments.

• Leadership Parallel: I help leaders “read the green” to identify subtle risks and anticipate downstream effects.

Caddies challenge decisions when necessary, offering insights grounded in experience. They don’t just agree—they counsel with clarity and courage.

• Leadership Parallel: I help leaders become more comfortable operating in uncomfortable spaces.

Caddies help players regain composure after setbacks, reminding them of the bigger picture and resetting their mindset when emotions run high.

• Leadership Parallel: I help leaders build resilience in the face of adversity.

By observing patterns and reactions over time, great caddies hold a mirror to a player’s habits—helping them adjust their approach before it costs them the game.

• Leadership Parallel: I help leaders overcome perspective gaps and see when specific strengths are being overused.

Caddies recommend the right tool for the right situation. They weigh distance, terrain, wind, and the player’s tendencies to suggest a tailored approach.

• Leadership Parallel: I provide leaders with a roadmap to maximize success and overcome obstacles.

Caddies see everything—good days and bad—but maintain confidentiality and loyalty. Their job is to preserve their player's confidence and credibility.

• Leadership Parallel: I quietly and confidentially protect your reputational integrity, and ensure you get all credit for your success.

While the golfer gets the spotlight, caddies influence the outcome in critical ways. The best ones are almost invisible—but always indispensable.

• Leadership Parallel: I elevate leaders from capable to exceptional, equip you with tools to operate without me, and remain available whenever you need me again.

Golfers don’t hire caddies for flattery. They hire them to win. My role is to tell you where your shot is going—before you swing. I don’t judge the course. I just help you play it better.

You don’t have to get louder to be more powerful. You don’t have to get softer to be more respected. You just have to see more clearly—and choose more wisely.Let me help you read the green. Because the slopes are real—and reputation breaks faster than you think. 

Here are just a few of my testimonials:

"At a pivotal juncture in my career, Ron offered advice that made a big difference. I benefited monetarily and in business relationships that I value to this day."

"Ron has helped take my business to the next level by refining a consulting service idea I have been trying to market. He consulted with me, connected me to the right people (a blind spot for me), and helped me prepare all the support needed to market my idea. I am now ready to launch my idea and, of course, Ron has once again helped me navigate through a challenge. I recently moved on from consulting into a full-time job (which I also attribute—in part—to Ron) and no longer have time to market our idea. Ron has graciously offered to market this idea for me (even though I won’t be

taking part in it or doing the work) so that I will be able to see my ideas come to life!"

"Ron has been helping me navigate blind spots for over a decade as both a friend and colleague and this has helped me and my business take tremendous steps forward. As a colleague, Ron taught me the power of not trying to avoid inevitable conflict. No one likes conflict, but sometimes it is inevitable and being proactive about addressing it yields tremendous benefits in terms of minimizing the negative impacts it can have on you. This is no longer a blind spot for me and has improved my personal and

professional relationships and management skills."

"Great white paper on understanding blind spots. I found the section on Blind Spots in Corporate Customer Service especially interesting. I think that we all could learn from this thought provoking piece. Precise, well-written, easy read; and most important - applicable to all settings."

"Ron’s work on blind spots is spot on! One of the most heartbreaking things to see if someone who is full of potential being limited by a truth that no one has the care to tell them, or they don’t have the courage to accept it."

 #1 - Successful people know which skills helped them win.

They also know their weaknesses.

But here's the trap:

⚡ Overconfidence in your strengths creates comfort zones, perspective gaps, or blind spots.

"This skill worked before — so I’ll just keep using it"

Logical, right?

Wrong.

Every situation is unique.

Comfort zones, perspective gaps, and blind spots grow when curiosity and adaptability die.

#2 - Success attracts people:

🔹Genuine supporters who think like you.

🔹And leeches who try to manipulate you.

Genuine friends?

They often share your comfort zones, perspective gaps, or blind spots — so they can’t help you see them.

Manipulative ones?

They see your comfort zones, perspective gaps, or blind spots... but use them against you.

They need you comfortable or blind to keep their power.

They’ll flatter you.

They’ll block your growth.

They’ll destroy anyone who tries to help you.

This is why musicians often can't top their first album.

Self-awareness dies when "yes people" take over.

 #1 -  “Everyone knows Tom Brady. But who knows Alex Guerrero (aka TB12 guy)?”
Behind the GOAT of football stood a lesser-known figure—Alex Guerrero, Brady’s personal body coach and mindset advisor. Guerrero wasn’t part of the NFL elite or a legacy insider, but he was relentless in truth-telling and loyal in vision. Tom trusted him not because he said what everyone else did—but because he didn’t. The difference between elite and legendary often comes down to someone in your corner who dares to challenge the playbook when everyone else just applauds. Every great career needs a Guerrero—someone who sees beyond the spotlight. 

 #2 -  “Even Jordan #23 needs a caddy.”
Michael Jordan—the ultimate alpha competitor, NBA legend, and billionaire businessman—is also a dedicated golfer. On the course, MJ has learned what all high performers eventually discover: that vision is a team sport. Jordan may have been the leader on the court, but like every great, he knew when to listen—and still knows when to lean on perspectives beyond his own to grow his billions. 

#3 -  “Chi-Chi Rodríguez turned heads with flair, but it was his caddy who helped him stay grounded.”
Chi-Chi, famous for his sword-fighting celebration and fearless play, brought personality and grit to the PGA Tour. But behind that swagger was a quiet anchor—his longtime caddy who helped him stay focused under pressure and navigate the subtle nuances of every green. Chi-Chi once joked, “He’s the only guy I listen to more than my own voice!” In truth, that caddy wasn’t just a guide—he was a grounding force. Even the most colorful players need someone who reads both the course and the moment. 

#4 -   “JJ Spaun didn’t just win the U.S. Open—he shared it.”
When JJ Spaun clinched his first major victory, he didn’t lead with stats or strategy—he led with gratitude. Standing at the podium, he turned to his caddy and said, “I don’t win this without you.” His caddy had helped him not just with the yardage, but with staying mentally clear through storms of self-doubt. “He reminded me who I was when I forgot,” Spaun said. In that moment, it was clear: the win may have had one name on the trophy, but it had two hearts behind it. 

#1 - Positive Business Revenue / Profit Impact

• Having a strong coaching culture correlates with 51% higher revenue and improved organizational strength (+48%) (source: https://profiletree.com/business-coaching-statistics-and-roi/)

• The Japanese corporate study cited above provides strong evidence of higher business profitability tied to executive coaching (sources: https://www.coacha.com/pressroom/pdf/press_20220920_en.pdf, https://www.researchgate.net/publication/232519187_MEASURING_AND_MAXIMIZING_THE_BUSINESS_IMPACT_OF_EXECUTIVE_COACHING, & https://researchportal.coachingfederation.org/Document/Pdf/2913.pdf)
   
• Meta-analyses and reviews confirm that coaching enhances organizational performance, leadership quality, and innovation—key drivers of revenue and profit (source: https://www.researchgate.net/publication/356692520_Assessment_of_the_Impact_of_Coaching_on_a_Company%27s_Performance_A_Review_of_Methods)

#2 -   Better Professional Decisions & Workplace Outcomes

• A meta-analysis of workplace/leadership coaching finds consistent, moderate-to-strong effects on organizational outcomes, including employee confidence, voice behavior, and stress reduction (sources: https://pmc.ncbi.nlm.nih.gov/articles/PMC10597717/, https://fyi.extension.wisc.edu/financialcoaching/files/2015/10/FinancialCoaching_10.1.pdf,https://www.wired.com/story/100m-bet-online-coaching-make-better-manager, & https://files.eric.ed.gov/fulltext/EJ1383262.pdf)
   
• A 2022 study of 60 Japanese companies—comparing those using executive coaching versus matched controls—showed significantly higher income growth over 3 years: 10.6% vs. 1.2% CAGR in ordinary income and 5.0% vs. near zero for profit margin (source: https://www.coacha.com/pressroom/pdf/press_20220920_en.pdf)
   
• Surveys show that real-time, deal-specific sales coaching can boost annual revenue by around 8% (sources: https://qwilr.com/blog/sales-coaching-statistics/ & https://profiletree.com/business-coaching-statistics-and-roi/)

Hi, I’m Dr. Ronald, a seasoned life strategist and leadership coach with a proven talent for cutting through confusion and helping people see what they’re not seeing.  

Subtle slopes don’t just limit personal growth—
They erode trust.
Stall innovation.
And open the door for competitors.

As your coach, I help you identify the unseen patterns costing you:
🔹 Key relationships
🔹 Customer loyalty
🔹 Strategic clarity
🔹 Financial growth

Together, we turn subtle slopes into breakthroughs—
Empowering you to lead with vision, retain your edge, and grow before disruption ever hits.

Sometimes, the hardest part of personal growth is seeing ourselves clearly. That’s where I help most. I coach clients who are ready for honest feedback, personal evolution, and insight that goes deeper than surface-level positivity. My strength lies in understanding people—what drives them, what holds them back, and what they’re missing in their own perspective.

 With over 20 years of experience in leadership, data analytics, and research, I bring a unique blend of strategic insight and hands-on expertise to coaching. Throughout my career, I’ve successfully led multi-million-dollar projects, driven data-driven decisions, and mentored high-performing teams. My work with top organizations like the U.S. Department of Education and the W.K. Kellogg Foundation has honed my ability to turn complex data into actionable insights and foster collaboration among diverse groups.

Choosing me as your coach means partnering with someone who not only understands the psychology behind your hurdles but who has also lived the journey of transformation. As a coach, my approach is rooted in personal growth and transformation. I help you identify comfort zones, perspective gaps, and blind spots—those unconscious biases and behaviors holding you back from achieving your greatest potential. Together, we’ll explore what’s truly important to you: Are you ready to break free from the rules that limit your success and embrace the outcomes that will push you toward your goals? I’ll guide you through that process, helping you identify not just where you’re stuck, but why you’re stuck—and how to unlock your fullest potential.

Whether you're a leader looking to enhance your decision-making or an individual ready to discover a more powerful version of yourself, my coaching provides the tools, insights, and strategies you need to thrive.

If you’re ready to explore your comfort zones, perspective gaps, and blind spots; break through your barriers; and take bold action toward your goals, let’s work together to create the future you deserve.

📍 Dr. Ronald McCowan | Executive Caddy & Leadership Precision Coach

Confidentiality is of utmost importance in my coaching practice. I adhere to the International Coach Federation's (ICF) Code of Ethics, which includes strict guidelines for maintaining client confidentiality.