You don't need to work harder—you need to understand what's working against you.
Executive Leadership Coaching Services
Every coaching engagement starts with a mutual-fit conversation—not a sales call. We explore whether we're a good match, which offering serves your goals, and what success would actually look like for you.
From there, the work begins: identifying the blind spots that could sabotage your best efforts and building the internal leadership capacity that matches your external ambitions.
Because powerful leadership starts with personal clarity.
Success isn't sustainable in today's market without emotional intelligence leadership. And leadership isn't powerful unless it's personal.
Private 1:1 Coaching
Strategic Intervention for Leaders in Transition
Limited Availability - By Application Only
WHO THIS IS FOR:
Leaders who want to lead with clarity, stay grounded under pressure, and navigate every challenge with confidence. Whether you're preparing for a promotion or already in the seat, this work helps you become the kind of leader your next chapter demands.
THE APPROACH:
We'll go beneath the surface—past your calendar and into your conditioning. You'll learn to interrupt fear-based reactions and replace them with grounded, values-aligned leadership.
This is coaching that grows your capacity, not just your competence.
I witness the leader and the life you say you want—and hold you accountable for achieving it.
INVESTMENT:
Premium tier, pay-as-you-go. No long-term contracts because your growth shouldn't feel like another obligation.
This work is by application only—not because it's exclusive, but because it requires readiness for strategic intervention, not formulaic programs.
This Coaching is for:
You've already proven you can deliver. Now it's about who you're becoming as a leader—and how to grow without burning out, shrinking back, or playing small.
Apply for Private Coaching
- Communication breakdowns
- Self-doubt and imposter syndrome
- Leadership blind spots
- Role transitions and expanded responsibility
- High-stakes decisions
- Spot the fear that fuels perfectionism, procrastination, and people-pleasing
- Shift from reaction to reflection under stress
- Build the emotional resilience to lead through uncertainty
- Trust yourself even when your inner critic gets loud
- Stay grounded between wins, setbacks, and decision points
- Develop emotional intelligence that AI can't replicate
What you'll learn:
Through Bi-weekly sessions, reflection tools, and fear-mastery frameworks, you'll:
In an age where AI can handle technical tasks with increasing sophistication, the leaders who thrive aren't the ones with the most advanced tools—they're the ones with the most developed human skills.
Emotional intelligence isn't a "soft skill" anymore. It's your competitive advantage.
This group is for professionals who want to build emotional leadership skills and unlearn the fear-fueled habits that sabotage their growth—without doing it alone.
The Grounded Leadership™ Group serves dual purposes:
- Entry path for leaders building foundational skills before or instead of private coaching
- Reinforcement system for leaders maintaining momentum and practicing what they've learned
Not a secondary option—an essential foundation for sustainable leadership growth.
This is where you learn to lead from your values—not your fear. And where emotionally intelligent leadership becomes your competitive edge.
Especially when you're surrounded by leaders doing the inner work.
DELIVERY:
Bi-weekly group sessions, community support, practical tools for real-time application
INVESTMENT:
Accessible tier, cohort-based. Space is limited to maintain group intimacy and coaching quality.
Especially When You’re Surrounded By Leaders Doing The Inner Work.
Essential Foundation for Emotionally Intelligent Leadership
The Grounded Leadership™ Group
The Approach:
As AI automates more technical functions, your value as a leader shifts from what you can do to how you can lead. The leaders who thrive aren't fighting the disruption—they're developing the distinctly human capacities that AI can't replicate: strategic thinking, team trust-building, emotional intelligence, and the courage to lead through uncertainty.
The Scout to Sage Framework helps IT leaders navigate this shift—moving from reactive problem-solver (Scout) to strategic visionary (Sage).
WHO THIS IS FOR:
IT leaders who are:
- Preparing for or adjusting to expanded leadership responsibility
- Leading teams through significant technological transformation
- Facing increasing pressure to be strategic, not just technical
- Recognizing that emotional intelligence is now their competitive advantage
For IT Leaders navigating Industry Disruption
Scout to Sage Framework
The Approach:
This is a strategic conversation where we explore:
- Whether we're a good fit to work together
- Which offering best serves your current goals (Private coaching? The Group? Scout to Sage?)
- What success would actually look like for you
You'll get a sense of my approach, I'll get a sense of where you're headed, and together we'll decide on the right next step—even if that's not working together.
If I'm not the right fit, I'll gladly point you toward someone who is. If another path serves you better right now, I'll tell you that too.
Because coaching only works when the fit is right.
Lets' find out what makes sense for you
How it Works
Both paths build the same foundation—clarity, courage, and the capacity to lead without self-sabotage. The difference is in how you prefer to work.
Not Sure Where to Start?
The Groundwork Group is designed for exactly this moment. Join for one month. Experience the work. Meet other leaders navigating similar challenges. If it clicks, stay. If it doesn't, you'll still walk away with clarity about what you need next—and there's no pressure to continue.
This is how you find out if we're a good fit: by working together. Having said that, let's have a conversation that prepares you for whichever you choose: Group or Private Executive Coaching
Already Know This is Right?
If you're in active transition—promotion pending, new role starting, or facing a leadership challenge that can't wait—private coaching spots are available now. I work with a limited number of private clients per quarter to keep the work focused and personal.
Saying Yes to your next role means saying yes to personal growth.
How it works
LETS FIND OUT WHAT MAKES SENSE FOR YOU
- 45-minute private call focused on clarity and connection
- No pressure, no pitch—just space to explore
- Personalized reflection on where you are and what’s next
- A follow-up prep guide to help you decide how to move forward
- Optional follow-up recommendations even if you don’t continue
- 100% confidential
- You’ll leave with more clarity than you came with
Not every coach is the right match. That's why we begin with a 45-minute mutual fit conversation—not a pitch.
This is a strategic conversation where we explore:
- Whether we're a good fit to work together
- Which offering best serves your current goals (Private coaching? The Group? Scout to Sage?)
- What success would actually look like for you
You'll get a sense of my approach, I'll get a sense of where you're headed, and together we'll decide on the right next step—even if that's not working together.
If I'm not the right fit, I'll gladly point you toward someone who is. If another path serves you better right now, I'll tell you that too.
Because coaching only works when the fit is right.
Schedule Your Strategy Session
1
What's the difference between Private Coaching and the Group?
Frequently Asked Questions
Private coaching gives you one-on-one time tailored to your specific leadership goals and challenges. The Grounded Leadership™ Group offers a consistent rhythm of community support and practice for building emotional leadership muscles in real time. They work beautifully together—but you're welcome to start with either.
2
I'm not sure which offering is right for me. Should I still book a call?
That's exactly what this conversation is for. You don't have to commit—just come curious. Even if we don't end up working together, the conversation will bring clarity.
3
How often do we meet?
Private coaching: We determine the rhythm based on your needs and goals. Usually weekly for 4-6 weeks, then bi-weekly, then monthly.
Group coaching: Bi-weekly sessions, typically on Tuesdays or Thursdays
3
What if I have to reschedule?
4
Life happens. Use the link in your confirmation email any time up to 24 hours in advance to reschedule. Within 24 hours, contact me at SayHi@DeborahGuy.com.