Mindee Gilmer

Founder/Executive Coach
Why Not Now Coaching
Kansas City, MO 64152

The Story Behind 'Why Not Now'
I’ve spent the better part of two decades in the trenches of Fortune 500 retail and franchise operations, watching brilliant ideas die on the vine simply because they lacked the infrastructure to scale. I realized early on that business success isn’t just about having the best product—it’s about the 'Human Connection Architecture' that allows a team to execute that product at a high level.
I founded Why Not Now Coaching because I grew tired of watching talented leaders burn out while trying to force-fit outdated strategies. I believe that every venture—whether it's a new startup or a legacy team—has a "Why Not Now" moment where they are ready to evolve.
My work is deeply rooted in the Kansas City community, where I strive to bring national-scale performance standards to our local entrepreneurs. I don't just see a business plan; I see the human beings behind the numbers, and I know exactly what it takes to get them from where they are to where they need to be.
When I’m not on-site with a client, you can find me advocating for our local business community through the Northland Regional Chamber, where I serve as an Ambassador and Co-Chair. My goal is simple: to build businesses that are as resilient as the people who run them.


• Certified Agilities© Coach | The DeBruce Foundation
• Retail Management & Leadership Systems | The Friedman Group
• Leadership & Human Relations Certification | Dale Carnegie Training
• SUCCESS Coach Certified

• University of Phoenix - Bachelor of Science in Business

• Two-time National President's Award Recipient
• Multi-Unit Leadership & Performance Excellence Award
• Top 1% National Sales Performance Recognition
• Master's Club - Top 10% Real Estate Agent Performance

• Northland Regional Chamber of Commerce
• Women's Council of Realtors (former President in 2020)

• Chamber Ambassador
• Chamber Co-Chair
• Non-Profit Board Leadership
• Classical Leadership Mentor
• Foster Youth Advocacy
• Community Relations
• Educational Leadership

Q

What do you attribute your success to?

My success is rooted in a fundamental belief that our circumstances don't define our ceiling. Growing up in a hardworking but modest Midwest family, the vision for my future was safe and familiar—yet I knew there was more. At nineteen, I took a leap of faith and moved to California, armed with nothing but a relentless work ethic.


That drive took me from the sales floor to leading the #1 retail branch in the company, and eventually to Director of Training by age twenty-five. A defining chapter of my career was serving under Dale Carlsen at Sleep Train; he modeled a 'people-first' culture that became the blueprint for my own leadership philosophy. I learned that when you build a culture of trust, performance follows.


When I returned to Missouri in 2020 to care for my parents, the transition revealed my true calling. The constant influx of requests for mentorship and coaching made it clear: All those years of developing people, training hundreds of staff as Director of Training, and leading teams of seventy at RE/MAX had prepared me for this. While I also served as president of the Women's Council of Realtors, it was the deep, daily work of leading paid staff—driving performance, managing culture, and scaling operational results—that defined my ability to coach and mentor at the highest level today. Today, my success is measured by the breakthroughs of my clients. I help them realize that massive life changes aren't always about a total overhaul—often, they are the result of the small, strategic tweaks made just outside your comfort zone.

Q

What’s the best career advice you’ve ever received?

The best career advice I ever received was that competence is built at the edge of your comfort zone. Early in my career, I was taught that if I felt completely comfortable in a role, I was no longer growing. This sparked a commitment to being a lifelong learner—not just through books, but through the 'big jumps' like moving across the country at nineteen or pivoting my business during a global pandemic. I’ve learned that achieving anything you set your mind to isn't about raw talent; it’s about the willingness to be a beginner over and over again until you’ve mastered the next level of execution.

Q

What advice would you give to young women entering your industry?


My advice is simple but demands discipline: Learn to be a chameleon without losing your core. Early in my career, as the only woman on a 23-person leadership team, I faced intense pressure to conform. As a high-D (Dominant) personality, I was often labeled 'too direct' or 'too loud.' I realized early on that if I wanted to scale my influence, I couldn't just demand that the world accept me exactly as I am; I had to learn how to deliver my message in a way that others could actually hear.


I often tell my clients, 'I give people 10% of Mindee until I understand how much they can handle.' That isn't about hiding; it’s about strategic communication. You must master your 'soft skills'—the art of eye contact, authentic engagement, and reading the room. In an era where many fear AI will replace them, your personality is your greatest competitive advantage. Machines can process data, but they cannot build trust.


Finally, recognize that 76% of leaders are promoted for their work ethic but never trained for the leadership role itself. Don't wait for permission to be trained. If you want to move from 'worker' to 'leader,' you must take ownership of your professional development. Success requires a willingness to adapt your delivery, not your values.

Q

What are the biggest challenges or opportunities in your field right now?

The greatest opportunity—and my current focus—is bringing a high-performance, national-level perspective to the Kansas City business landscape. Having spent decades scaling teams and developing talent on the West Coast, I am now applying those battle-tested strategies here in the Midwest. I’ve found that businesses in every market are facing the same core issues: a breakdown in workforce engagement, a lack of essential soft skills, and deep uncertainty about the future of work.


Companies are struggling with retention, and individuals are feeling the pressure of an unpredictable market. My mission is to bridge that gap. I help clients move past the 'noise' of the current job market by focusing on what they can actually control: their own growth, their communication, and their professional agility.


My focus is on proving that you don’t need to overhaul your entire life or move mountains to find success. By making small, strategic 'operational tweaks'—whether at the individual or the team level—we can create massive, sustainable change. I am here to help Kansas City professionals realize that their greatest career safety net isn't a company policy; it’s their own ability to adapt, engage, and lead.

Q

What values are most important to you in your work and personal life?

My core values are rooted in intentionality and the courage to change. Professionally, I am driven by the 'aha!' moment when a client realizes that transforming their life doesn't require moving mountains—it requires small, precise, and highly strategic shifts. I don’t believe in 'burnout-style' progress; I believe in surgical, high-impact changes that reveal a person’s true potential. When you decode who you are and align your actions with that reality, growth stops being a struggle and starts being a process.


In my personal life, these same values anchor me. I am a firm believer that high-level professional success is only sustainable when supported by strong, personal roots. After twenty-eight years of marriage and raising two incredible adult children, I’ve learned that the greatest 'business' you will ever manage is your own life. My time with my husband and children is my recharge, and my 'giver' mindset—while balanced today by a commitment to valuing my expertise—is what ensures that my work serves the greater good. I thrive when I am helping others bridge the gap between where they are and where they are capable of being.

Locations

Why Not Now Coaching

Kansas City, MO 64152

Call

The Northland

Platte County

Johnson County, KS

Clay County

Kansas City Metropolitan Area

Remote/National