Executive Coaching
San Antonio
Confidential, one-on-one leadership coaching for CEOs and senior executives who need a trusted partner – not another consultant.
What Is Executive Coaching
A confidential space to think clearly about what matters most.
Executive coaching is a structured, one-on-one relationship between a leader and a trained coach. It is not consulting. It is not therapy. It is not mentoring. It is a disciplined process designed to help you see what you cannot see alone – your blind spots, your patterns, and the decisions you have been avoiding.
The best executive coaches do not give you answers. They ask the questions no one else in your life will ask. They hold you accountable to the goals you set for yourself. And they create a space where you can be honest about what is really going on – in your business, in your leadership, and in your life.
The Limitation of 1:1 Coaching
One perspective is never enough.
Traditional executive coaching has a built-in limitation: it is one person’s perspective. No matter how experienced or skilled the coach, you are still working inside a single relationship. That means one lens, one set of experiences, one point of view.
Most executives who seek coaching are already surrounded by smart people. What they lack is not intelligence – it is diversity of perspective from peers who understand the weight of the decisions they carry. A coach can challenge your thinking, but a room full of CEOs who have faced similar problems will change it.
That is why the most effective model combines private coaching with peer-group accountability. You get the depth of one-on-one work and the breadth of a trusted advisory board – leaders from non-competing industries who tell you the truth because they have nothing to gain by telling you what you want to hear.
Why Jason
A coach who has sat in your chair.
Jason Straughan is not a career coach. He has been a CEO. He has made payroll, fired friends, navigated existential threats to his business, and who has navigated the hardest calls a CEO can face. He knows what it feels like to carry decisions that no one else in the organization fully understands.
Today, Jason serves as a Vistage Chair in San Antonio – facilitating confidential peer advisory groups for CEOs and emerging leaders. He also provides private one-on-one executive coaching for leaders who want dedicated, focused attention on their most pressing challenges.
Jason’s approach is direct, confidential, and built on trust. He is not here to validate your decisions. He is here to make sure you are making the right ones.
Private Coaching With Jason
Monthly 1:1 sessions built around your reality.
Monthly
1:1 Sessions
Dedicated two-hour meetings, scheduled consistently, focused entirely on you and your business.
2 Hours
Deep Focus
Long enough to get past the surface. No rushed agendas. Real work on real problems.
Confidential
Always
What you share stays between us. Period. That is the foundation everything else is built on.
These sessions are intense, focused, and designed to help you get clarity on the issues that matter most – strategy, team, growth, succession, or the personal challenges that come with leading at the top.
The Right Model For You
Private coaching or peer group – or both.
Some leaders thrive in a peer group setting. Others need the privacy and intensity of one-on-one coaching. Many benefit from both. Jason offers private executive coaching as well as CEO peer advisory groups through Vistage – the world’s largest CEO coaching and peer advisory organization.
The first step is a conversation. No pitch. No pressure. Just an honest discussion about where you are, where you want to go, and which model will get you there.
Take The Next Step
Talk to Jason to see if private coaching or a peer group is the best model for you.
Start Here
Book a Conversation
A confidential, no-obligation conversation about your goals, your challenges, and which coaching model fits your situation.
30 minutes. Confidential. No strings attached.
Learn More
Explore CEO Peer Groups
See how Jason’s Vistage CEO groups combine peer advisory with one-on-one coaching for a complete leadership development experience.
Currently accepting applications for the waitlist.