Executive coaching · San Francisco Bay Area and virtual

Leaders need to navigate power dynamics.
Who has it, who doesn't, and what you do with it.

One-on-one, inside the decisions only you carry.

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Definition · Executive Coaching
"Executive coaching is a structured, confidential one-on-one engagement focused on improving a leader's effectiveness by surfacing and addressing the cognitive bias patterns, behavioral habits, and interpersonal dynamics that constrain their performance and the performance of those around them."

The premise

Most leaders have never had a truly honest conversation about how they lead.

Not because they don't want one. Because the people around them — direct reports, peers, board members — all have something at stake in the answer. Matthew Cahill has nothing at stake. That's what makes the conversation possible.

Executive coaching at Percipio Company is diagnostic, not prescriptive. The work begins by understanding what is actually constraining your leadership — not what the org chart says should be constraining it.

Engagements typically run three to six months, with sessions structured around your most pressing decisions and relationships.

What we work on

Blind spots. Behavior change. Bottom-line impact.

Confirmation bias in hiring and promotion decisions. Anchoring bias in negotiation and planning. Proximity bias in how you distribute opportunity and attention. These are not abstract concepts — they are specific, identifiable patterns that show up in your calendar, your team composition, and your results.

The coaching process surfaces these patterns, names them precisely, and builds the awareness and habits needed to interrupt them at the moment they appear.

Progress is reviewed against the goals and observable behaviors agreed at the start of the engagement. Timing varies with the situation, practice between sessions, and feedback from others.

Who it's for

Leaders who question themselves — not those who can't be questioned.

The right coaching client is not someone who needs to be convinced they have room to grow. It is someone who already suspects they do, and wants a structured, honest, confidential process to find out where.

Matthew works with CEOs, C-suite executives, senior managers, and high-potential leaders who have been identified as ready for the next level.

Engagements are available in-person in the San Francisco Bay Area and virtually anywhere.

Frequently asked questions

What is executive coaching?
Executive coaching is a structured, confidential one-on-one engagement between a leader and a professional coach, focused on improving leadership effectiveness, decision-making, and interpersonal dynamics. Unlike mentoring or consulting, executive coaching is non-directive — the coach does not provide answers but helps the leader surface and examine the assumptions, biases, and patterns driving their current behavior.
How is executive coaching at Percipio Company different from other coaching?
Percipio Company's executive coaching is explicitly bias-focused. Every engagement begins with a diagnostic assessment of the cognitive bias patterns most active in the client's leadership — using the LEAAP Framework™ (Like-Me, Egocentric, Availability, Anchoring, Proximity). This gives the coaching a specific, measurable focus rather than a generic leadership development agenda.
How long does executive coaching take?
A standard executive coaching engagement at Percipio Company runs three to six months, with bi-weekly or monthly sessions depending on the client's schedule and the complexity of the work. Some clients engage for longer periods when navigating multi-year leadership transitions or organizational change.
What results can I expect from executive coaching?
Coaching focuses on clearer decisions, stronger working relationships, and changes in leadership behavior. Goals and progress indicators are agreed at the outset. Results and timelines vary; changes in retention or business performance cannot be attributed to coaching alone.
Is executive coaching confidential?
Yes. All coaching sessions are strictly confidential. When coaching is sponsored by an organization, Percipio Company does not share session content with the sponsoring organization. Reporting, if any, is limited to general themes the client explicitly agrees to share.
How do I know if I need executive coaching or something else?
Executive coaching is appropriate when the primary constraint is the leader's own patterns of thinking, behavior, or relationship management. If the primary constraint is organizational structure, team composition, or systemic bias within processes, Percipio Company's bias mitigation or advisory services may be a better fit. The initial information exchange conversation is designed to determine which engagement type, if any, is appropriate.

What happens in the first conversation?

Describe the situation, who is involved, and what you want to change. Together, we can explore fit, scope, and a useful next step.

Executive coaching focuses on a leader’s decisions and behavior. Workplace mediation brings people together to address conflict. Trusted Advisory Groups™ provide confidential peer perspective. AI adoption consulting addresses the human decisions behind AI use.

Related reading

Go deeper on the ideas behind the work.

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Ready for a real conversation about how you lead?

Matthew works with a small number of coaching clients at any given time. The first conversation is a diagnostic exchange — no commitment required.

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