Coaching Services

Every engagement starts with understanding your specific situation, your goals, your obstacles, and the assumptions worth questioning. There are no templates here. The right service depends on where you are and what you're trying to move.

Not sure where to start? Book a free 15-minute discovery call and we'll figure it out together.


1:1 Coaching Sessions

Individual coaching sessions built entirely around your situation. You bring the challenge, the decision, or the question, we work through it together using frameworks, honest questions, and clear accountability. Serving clients virtually across Canada and the US, including Toronto and New York.

Sessions are available in two formats:

Session Format Best for
60-minute session Single session A specific decision, challenge, or question you need to work through
90-minute session Single session Deeper strategic work requiring more time and space to think
6-session package Six 60-minute sessions + email and chat support between calls Professionals ready to make a significant career move or break through a persistent plateau

Pricing is based on the type and length of engagement. Book a discovery call to discuss what makes sense for your situation.

Breaking Through a Career Plateau

A career plateau is not always obvious from the inside. Everything looks fine. You are still performing. Your reviews are solid. But nothing is actually moving. No meaningful conversations about what is next. No stretch assignments. No sense that anyone senior is thinking about you when opportunities come up.

The plateau is almost never a performance problem. It is almost always one of three things.

A visibility gap - your best work is happening in a room that decision-makers never enter. Your manager knows your value but the people who make advancement decisions have limited direct experience of it.

A sponsorship gap - you have mentors who advise you but no sponsor who advocates for you in rooms you are not in. Mentors give you knowledge. Sponsors give you access.

An authority gap - there is a distance between how you perform and how you are perceived. You communicate at your current level rather than the level above it. Small language patterns and behavioural habits are signalling to the people around you that you belong exactly where you are.

The 6-session package is specifically designed for professionals who are stuck at this plateau and have tried everything they can think of without meaningful movement. Every session is built entirely around your specific situation, not a generic programme, not a template. Your context, your obstacles, your next move.

If you are ready to work through what is actually holding you back and build a plan to move past it, the discovery call is the right place to start.

Book a free 15-minute discovery call


LinkedIn Profile & Resume Review

A focused 60-minute session dedicated entirely to your professional materials. Most professionals significantly underestimate how much their LinkedIn profile and résumé are working against them, particularly at the mid-career and senior level, where the bar for how you present yourself is much higher.

In this session you'll get a direct, honest assessment of what's working, what's not, and specific changes to make. You leave with a clear action plan, not a generic checklist.

This session is particularly valuable if you're actively job searching, considering a career pivot, or preparing for a fractional executive move.


Group Coaching & Team Workshops

Custom coaching engagements for teams, cohorts, and organisations. Topics include leadership development, career strategy, communication and influence, navigating career transitions, and building high-performing teams.

Workshops are tailored to your team's specific context, not a generic off-the-shelf programme. Formats range from a single half-day session to a multi-week engagement.

Available for corporate teams, professional associations, and conference keynotes.


AI Leadership & Future of Work Coaching

The question is no longer whether AI will change your role. It already has. The question is whether you are leading that change or being managed by it.

Corby works with executives and senior leaders on the practical human challenges of AI-era leadership: how to manage a team that includes AI agents, how to make high-stakes decisions in an environment of AI-generated noise, how to protect your Human Delta, the non-replicable value you bring that no model can simulate, and how to build a career strategy that stays relevant as the work around you transforms.

This is not a course on how to use ChatGPT. It is coaching for leaders who need to think clearly about what they are doing, why it still matters, and where they need to develop in a workplace that is fundamentally different from the one they were trained for.

Learn more about AI Leadership Coaching.


Speaking & Conference Engagements

Corby speaks on career strategy, leadership development, and the future of work, drawing on 25+ years of experience across startups and enterprise organisations and hundreds of coaching engagements.

Talk topics include:

  • The Segment of One: building a career strategy that's built around you, not market averages

  • The Authority Gap: why high performers get passed over and how to close it

  • The Human Delta: what leaders must protect as AI reshapes the workplace

  • The Wisdom Portfolio: how senior executives can de-risk their careers in a volatile market

  • Sponsorship vs. Mentorship: why your career growth has plateaued and how to fix it

Available for corporate events, leadership retreats, professional associations, and conferences.


Not sure which service is right for you?

The free 15-minute discovery call exists exactly for this reason. No pressure, no pitch, just an honest conversation about where you are and whether coaching is the right fit. If it's not, I'll tell you that too.

Not sure if coaching is right for you yet? Take the free Coaching Readiness Assessment. 5 questions. Under 2 minutes. An honest answer."


Serving clients virtually across North America

Corby works with professionals across Canada and the US. Learn more about coaching in Toronto, New York, Vancouver, and Chicago, Seattle, Boston and San Francisco.