best-time-to-visit-san-antonio-tx_f Unfamiliar Freedom

a program designed specifically for CEOs and Business Owners in Greater San Antonio

Perhaps your business is stuck, you lack close alignment with your team or the business might hit some targets, but there’s little satisfaction in the overall result.

You are smart, creative, hard-working, and tenacious.  After all, look at the business you've created and grown.  But sometimes the answers elude you.  

C. S. Lewis said, “a familiar captivity is frequently more desirable than an unfamiliar freedom." 

The obstacles you face include:

  1. You can’t see what you can’t see. Everyone has blind spots. 
  2. You can’t know what you can’t know. Two smart people are more effective than one. 
  3. You can’t hold yourself accountable. You might hold yourself responsible, but you can't hold yourself accountable.  
  4. You need help to can avoid “Ready, Fire, Aim!” 'Nuff said.
  5. It is lonely at the top.  You need a confidential and experienced ear to discuss many of the concerns and plans you face. 

In sum, it is time for wisdom, not cleverness.  It is time for action, not rationalization.

But it is very hard to do alone.

That's why we created "Unfamiliar Freedom."  Unfamiliar Freedom is a program combining the best practices of peer groups with one on one coaching to leverage the wisdom and experience of your peers.


Unfamiliar Freedom benefits:

  • Confidential meetings with peer CEOs and Owners
  • Informal Advisory Group of experienced executives
  • One on One sessions with an Executive Coach to improve preparation before and accountability after the meetings.
  • Convenient location near the San Antonio Airport
  • Short, efficient meeting format get the work done without all-day meetings.


  • Clarity

  • Alignment


  • Fun

  • Profits


“Long run is a misleading guide to current affairs. In the long run we are all dead."
-John Maynard Keynes

Unfamiliar Freedom launches with a free CEO peer group session in San Antonio on Tuesday, May 15th from 9am to 11am.

Register for this introductory session by clicking here.  Type your name, and email address in the contact form and "Unfamiliar Freedom" in the subject line.  We'll be in touch.

Register now.  Space is limited.

If you are currently in a CEO peer group or working with an advisor one on one, come see how well they work together.


nooshin-circle Unfamiliar Freedom

Nooshin Yahzari

Optimum CS: Owner

Keith is one of the most knowledgeable, practical, intelligent, and passionate business coaches I’ve ever worked with. His diverse experience and wealth of knowledge in leadership, technology, culture development, financial management, and business operation is unique and his dedication to his clients is unmatched. I’ve learned so much from Keith and will continue to engage him as an advisor and couch for our business in the coming years.

030f3b1-circle Unfamiliar Freedom

Darrell Haun

Solarcraft, Inc.: CEO

One thing I wish I had figured out a long time ago was the value of having a coach. Like him or no, Tom Brady, one of the best quarterbacks in football history, has a coach. I currently utilize about four coaches and one of the best I’ve seen is Keith Okano.
Keith and I have been working together for about six months. He has a way of asking great questions that get my mind thinking in the right direction which then leads to me asking him great questions. He is not afraid to tell me when he disagrees with what I’m doing – which is what I need.
I am proud to recommend Keith as a business coach. Let him inspire you the way he has me.

lisa-circle Unfamiliar Freedom

Lisa Anhaiser

LBL Event Rentals: Owner

Some people look at coaching as a luxury but I truly believe it is a necessity for the Owners of businesses of any size. As owners, it is easy to get in your own head and lose focus of goals. Keith has helped get my financials dashboard in order, understand the worth of my business and my value in the business equation. I am taking the steps to become an owner instead of being an operator.
As a small business, I rely on my mentor as a sounding board. Insight from an outside party helps give, ideas as well as problems, perspective, create solutions and define goals. The value of a good Mentor/Coach goes beyond the initial monetary cost and translates directly to the bottom line.

download-1-circle Unfamiliar Freedom

Dan Williams

Mosaic Consulting: Owner

“I began consulting with Keith when I was at a critical phase in my leadership role. I spent so much of my time working on client projects that I was not giving my position as company President the attention it needed. When I reached out to Keith I was struck by his desire to understand and absorb everything about my company that he could. With that clarity, he provided insight and ideas that I would have missed on my own. As a result, I made some tough (but good) choices for the business, and have taken important steps to be a strategic leader with a vision for better management and growth. He's a great resource when external wisdom is needed. You'd be smart to work with him.”

chris-denny-june-17-bust-circle-circle Unfamiliar Freedom

Chris Denny

Lead Optimize, LLC: Owner

“Keith drives confidence and action. His combination of experience-based advice and mastery of developing financial and strategic models to drive business decisions and action are specifically what helped me most. Keith helped boost my confidence in making the right decisions to take my business to the next stage of growth. Any small or medium business owner or leader should give him a call. I'm so glad I met him.”

debbie-elder-e1539207737743-circle Unfamiliar Freedom

Debbie Elder

Shady Oak Primary School: Owner and Director

"Keith Okano is a true business person's coach. If you are interested in taking your business to the next level, it is time to invest in yourself and hire Keith! His strategies and methodologies are uniquely designed for you and tailored to meet your specific growth plan. As the facilitator of Silver Fox CEO Roundtable discussions Keith allows the meetings to flow and gently keeps us on track and incredibly productive. Do yourself a favor and contact Keith now to see how he can serve your needs."