Executive Coaching | Professional Development
You have built a career that demands everything from you. The strategy, the visibility, the leadership, the decisions that land on your desk and no one else's. What the career does not always build alongside it is the internal infrastructure to sustain it, the self-awareness, the identity clarity, and the professional development that accounts for who you actually are, not just what you have already achieved.
Sterling Counseling offers identity-aware executive coaching and professional development for BIPOC founders, partners, and leaders who are ready to build their next chapter without sacrificing the person doing the building. If you are looking for support with executive coaching that integrates the cultural, psychological, and strategic dimensions of your leadership, you are in the right place. Below we explore how this work shows up, what it addresses, and how coaching at Sterling is different from the generic leadership development most high-achieving professionals have already tried and outgrown.
What is executive coaching?
Executive coaching is a professional development partnership between a leader and a trained coach focused on expanding leadership capacity, clarifying direction, and addressing the internal patterns that shape how someone leads, decides, and shows up under pressure. At Sterling Counseling, executive coaching is identity-aware, meaning it holds the specific context of BIPOC leaders, including the racial and intersectional dynamics that shape how leadership is perceived, performed, and sustained. This is not generic career advice. It is strategic, clinically informed coaching that treats who you are as inseparable from how you lead.
Signs this work may be what you need
- You are operating at a senior level but feel like you are performing leadership rather than leading from a genuine place of authority and clarity.
- You have hit a ceiling — real or perceived — and cannot tell whether it is systemic, internal, or both.
- You are the only one in the room again, and the weight of that is showing up in your decisions, your relationships, and your energy.
- You are preparing for a significant transition: a new role, a founding moment, a public expansion, or a pivot that requires more than tactical planning.
- You are leading well by every external measure and privately carrying a level of depletion that the role has not acknowledged.
Is executive coaching right for you?
- Do you find yourself making leadership decisions from a place of threat management rather than strategic vision? This pattern often signals that the internal infrastructure has not caught up with the external position.
- Do your relationships at work — with peers, boards, teams, or partners — feel more like performances than partnerships? Identity-aware coaching addresses the relational dynamics that purely tactical coaching misses.
- Do you question whether you belong in the rooms you have earned your way into? The experience of being the only one shapes leadership in ways that most executive coaching programs are not equipped to address.
- Do you feel like the version of yourself you bring to work is a curated version rather than the full one? That gap is exactly what this work is designed to close.
Who this work is built for
This work may be a strong fit if you are a BIPOC founder, executive, partner, or public-facing leader who is ready to build your next chapter with more intention, more internal alignment, and less cost to your identity. It is particularly suited to leaders navigating significant transitions, building or scaling a practice or company, managing the specific weight of being the exception in their field, or looking for a coaching relationship that holds racial and intersectional context as relevant to the work rather than incidental to it. This may not be the best fit if you are looking for purely tactical business strategy with no psychological or identity dimension, or if you are in an acute mental health crisis that requires clinical therapy rather than coaching.
How executive coaching works at Sterling Counseling
The coaching at Sterling Counseling is grounded in a belief that leadership is inseparable from identity. For BIPOC leaders, this means that the racial, cultural, and intersectional dimensions of who you are belong in the coaching room, not as obstacles to work around, but as essential context for building a leadership practice that is genuinely yours. Identity-aware executive coaching does not ask you to perform a version of leadership designed for rooms that were not built for you. It helps you build leadership from the inside out.
Sessions are strategic and reflective in equal measure. We move between the tactical, the decisions, the transitions, the leadership challenges in front of you, and the deeper work of understanding what is driving those decisions and what it costs you to lead the way you currently do. The pace is set by what you are working through, not a standardized curriculum. No script. No generic frameworks applied without cultural fluency.
Progress in executive coaching typically shows up as clearer decision-making, more sustainable leadership pace, stronger relational presence with teams and partners, and a growing sense that the version of yourself you bring to work is the whole one, not a performance of it.
What working together looks like
We begin with a consultation to establish fit, context, and what you are working toward. Coaching sessions are typically 55 minutes, conducted virtually, and scheduled based on your calendar. The frequency is determined by what you are navigating — some clients work weekly during high-stakes transitions and biweekly when the work is more reflective. Between sessions, you may have practices, reflections, or strategic tasks to bring back. The relationship is collaborative, direct, and built around your specific leadership context.
How it works:
Reach out
Fill out the contact form or reach out directly to start the conversation. Let us know what you are working on and what brought you here.
Schedule your consultation
We will set up a free 15-minute consultation to explore fit, context, and what executive coaching at Sterling would look like for your specific situation.
Begin the work
Your first full session is where we establish the coaching relationship, map the landscape of what you are building and what is getting in the way, and set the direction for the work ahead.
Meet your coach
Olivia Sterling, LCSW, is a Columbia-trained clinician and coach with over twelve years of experience working with high-achieving BIPOC professionals navigating the intersection of leadership, identity, and professional development. Her coaching approach integrates clinical depth with strategic clarity, holding the full picture of who her clients are, including the racial, cultural, and intersectional context that most coaching programs leave outside the room. Defying impossible odds got you here. The work here is what comes next.
What we can work on together
- Leadership identity and executive presence that is authentically yours rather than performed for rooms not built for you
- Navigating the specific weight of being the only one — or one of very few — in your field or organization
- Strategic transitions: new roles, founding moments, public expansions, or pivots
- Relational dynamics with boards, teams, partners, and peers
- Decision-making under pressure and the patterns that shape how you lead
- Building a career that does not require you to disappear to sustain it
- Burnout recovery and sustainable leadership pace
While you consider whether coaching is right for you
- Notice the difference between leadership decisions you make from clarity versus those you make from threat management. The pattern is more informative than any single decision.
- Pay attention to which parts of your leadership feel like genuine expression and which feel like performance. That gap is data.
- If you are navigating a significant transition, resist the instinct to plan your way through it before you have processed what you are actually stepping into. Strategy built on unexamined identity tends to replicate the same patterns at a higher level.
- If the cost of your leadership — to your health, your relationships, your sense of self — has become something you are managing rather than addressing, that is worth bringing into a coaching relationship.

Olivia Sterling
Licensed Clinical Social Worker and founder of
Sterling Counseling, PLLC.
I believe the drive, resilience, and excellence that carried you here are real skills. The work is what it looks like to refine them into a life you get to live with integrity.

Investment
- Free 15-minute consultation via Telehealth video
- Intake session (20+ minutes): $250
- Follow-up sessions (55 minutes): $225
Frecuently Asked Questions
What does executive coaching do?
Executive coaching expands a leader's capacity to lead — by developing self-awareness, sharpening strategic thinking, improving relational dynamics, and addressing the internal patterns that shape how a person shows up under pressure. At Sterling Counseling, executive coaching also addresses the identity dimensions that generic leadership development leaves out: the racial and cultural context of BIPOC leadership, the cost of being the exception in your field, and the gap between the leader you have had to perform and the one you actually are.
What are the principles of executive presence?
Executive presence is often described through the lenses of communication, confidence, composure, and credibility. At Sterling Counseling, these are held in a broader context: for BIPOC leaders, composure and confidence are often performed rather than felt, and the credibility that others are quick to grant in some rooms requires twice the proof in others. Identity-aware executive coaching works with these dynamics directly rather than prescribing a standard of executive presence that was designed for a different leader than you.
Does executive coaching actually work?
Yes, when the coaching relationship is the right fit and the work addresses what is actually getting in the way. Research consistently shows that executive coaching improves leadership effectiveness, decision-making, and professional outcomes. The results are strongest when the coaching holds the whole picture of the client — including the identity, cultural, and psychological dimensions that generic coaching often bypasses. At Sterling Counseling, that is the standard every session is held to.
What is the average cost for an executive coach?
Executive coaching rates vary widely based on the coach's training, experience, and specialization. At Sterling Counseling, coaching sessions are $200 for 55-minute follow-up sessions and $250 for intake sessions. A free 15-minute consultation is available to explore fit before committing. For a coach who holds clinical depth, cultural fluency, and twelve years of experience with high-achieving BIPOC professionals, the investment reflects the specificity and rigor of the work.
What are signs of poor executive presence?
Signs that executive presence may need development include difficulty commanding attention in high-stakes rooms, inconsistency between how you are perceived and how you intend to come across, over-explaining or over-justifying in situations that call for confident decision-making, and a sense that you are performing authority rather than inhabiting it. For BIPOC leaders, some of these signs are not about presence at all — they are about navigating rooms where your authority is perpetually questioned regardless of your credentials. Coaching at Sterling Counseling distinguishes between what needs development and what needs a different room.
