Make success feel like you again.
Success to Satisfaction is a six-month, small-group program for senior leaders and executives who won the game and are quietly wondering why it doesn't feel like winning.
45 minutes on Zoom. A strategic conversation, not a pitch. If this isn't the right tool for your situation, I'll say so and point you somewhere better.
✦ 8+ years coaching · Hundreds of professionals · The coach NYC therapists refer their high-performing clients to ✦
You have everything you said you wanted. That's exactly the problem.
The title is real. The compensation is real. The team, the scope, the LinkedIn congratulations every time you move up: all real. You are, by every metric you signed up for, winning.
And yet. The calendar is full of meetings that don't move anything you care about. You're operating at maybe 60% of what you're capable of, and nobody can tell, which is its own kind of insult. You've run the retirement math more than once. You've caught yourself thinking the next rung doesn't even look like up, because the people above you have bigger titles and look more tired than you do.
Here's the part you can't say out loud: complaining feels ridiculous. Who sympathizes with the person who has everything? So it stays private: you, the ceiling at 11pm, and a question that keeps getting louder. One of my clients, a senior tech leader, said it cleanest, sitting on a fresh offer worth more than most people's net worth and feeling nothing: "That was always the goal. I beat the game."
He didn't need a bigger score. Neither, probably, do you.
"Success and satisfaction are different metrics. You've only ever been taught to optimize one."
Kevin is a tech executive who's fielded no shortage of lucrative offers. Getting the job was never his problem. It was figuring out which job would actually feel different. He'd been winning for so long that he'd stopped asking whether winning felt like anything at all.
"People who are successful but hate their success."
That's how Kevin described who this program is for. And that's the paradox. You've won the game everyone told you to play. The question you've never been asked is whether it's the right game for you.
If one of those patterns sounds like your Sunday night, it's worth a conversation.
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BOOK YOUR GAME PLAN CALL →You can tell something's wrong, but can't tell what would make it right.
What's missing is the framework to do something about it.
Success to Satisfaction is a 6-month coaching program for executives and senior leaders who are ready to stop settling for "fine on paper" and start building a career that actually works for them on the inside.
Who is Success to Satisfaction for?
This is for accomplished professionals, executives, directors, VPs, senior leaders who have the career capital and stability to be thoughtful about what's next, but feel too drained or misaligned to stay where they are much longer.
You'll walk away knowing what you actually need from your career to feel satisfied, what specifically needs to change, and how to make that change without dismantling what you've built.
(If you're earlier in your career, Create a Career You Love might be a better starting point.)
 How does Success To Satisfaction Work?Â
You’ll get a complete support system that combines strategy, structure, and accountability:
1:1 Strategy Session
Start with a 1:1 strategy session with Anthony to map the process to your specific background and goals, so everything that follows is built around your situation
Weekly 90-min Coaching
 Coaching calls for strategic guidance and real-time problem-solving, with a small group of peers at your level, plus direct message access to Anthony between sessions so you're not sitting on a tough decision until next week's call
Self-paced Curriculum
Comprehensive library of step-by-step tools and exercises walking you through what you need from work, where to find it, and how to make it real, so you always know what to do next
Proven Frameworks
roven frameworks like the Care Card, which maps the specific conditions you need to thrive, so you can evaluate any opportunity against what actually matters to you
Private Community
A private community with other executives and senior leaders navigating the same questions, where you don't have to explain why you're unsatisfied despite having "everything"
Most people see shifts within the first month, because the work starts with identifying what's actually wrong rather than guessing.
The Game Plan Call is where we look at your situation and map out what that process would look like.
Lindsay is a marketing executive with a parallel life in the arts: classical music, Broadway, public sculpture, cultural consulting. For years, she thought she had to choose. The executive career or the creative work she loved. Through our work together, she realized it was a false choice.
"I kept thinking I had to choose — the executive career or the creative work I actually love. Turns out I don't need to abandon one for the other. The most aligned roles will want both."
Lindsay didn't blow up her career. She reframed what she was looking for, and the right opportunities started becoming visible because she finally knew what to look for.
Your  InvestmentÂ
- Time: Plan for about 2–3 focused hours per week — including one live coaching call — to do the real work of reflection, decision-making, and implementation.
 - Commitment: This process works because you do. If you show up with curiosity and follow through, you’ll see measurable change within the first month.
- Financial: $5,500 for 6 months. Payment plan available.
 Questions That People Ask Before Booking
I'm too busy. How much time do I need for this?
What if I'm not ready to leave my job?
Can't I just figure this out on my own?
Alicia is a marketing leader who spent years in environments that drained her—aggressive, fear-based cultures where no amount of performance was ever enough. The problem wasn't her. It was that she'd never defined what conditions she needed to thrive. Once she had that clarity, she could finally be selective.
"I spent years in fear-based cultures thinking I had to prove myself to people who would never be satisfied. Now I know what I actually need to thrive—and I'm only pursuing environments that meet those criteria."
The next step is a conversation.
Book your Game Plan Call. It's 45 minutes, over Zoom. Here's what happens:
We'll look at where you are right now, what's working, what isn't, and what's driving the gap between how your career looks and how it feels. If Success to Satisfaction is the right fit for your situation, I'll walk you through how it works and exactly how to get started. If it isn't, I'll tell you that too and point you somewhere more useful.
No prep required. No commitment beyond the conversation.
BOOK YOUR GAME PLAN CALL