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Package Description:
For high-achieving professionals facing a high-stakes decision that won’t be resolved through more thinking alone. If you’re circling a relocation, resignation, partnership, leadership shift, or major life pivot (and the decision feels heavy or conflicted) the issue usually isn’t a lack of clarity or information. It’s value tension. You may be: - pulled between two values you genuinely care about, or - navigating misalignment between your values and an external system. This intensive helps you identify what’s truly driving the tension, determine which value needs to lead in this situation, and move forward without overriding yourself. Focused. Contained. Decision-specific. For those ready to stop doubting their judgment when it matters most.
What you'll get from this package
Clarity on what’s actually making this decision feel stuck
Certainty about what matters most in this situation
Relief from the mental back-and-forth
A decision you can stand behind
Tools to stay steady once you move forward
Additional details
Coaching delivered via live sessions.
I create a calm, focused space where you can think clearly about a decision that feels stuck. You don’t need to have it figured out. You don’t need to justify yourself. You don’t need to perform. We slow the situation down and get to the real source of tension — not just the surface pros and cons. Often, what’s keeping you stuck isn’t a lack of intelligence. It’s that two important things are pulling at you at once, or you’ve been ignoring what actually matters to you. I’ll ask direct, thoughtful questions and help you see angles you may not be considering. I won’t tell you what to choose. The decision has to be yours. My role is to help you sort through the noise so you can make a choice you trust and stick with it. This is practical, decision-focused work. Clear. Grounded. No hype.
Services included:
Goal Setting
Personal Growth
Resilience
Work-Life Balance
Stress Management
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Sasha
Custom hourly · $225/hr
Get help with Personal Growth, Mindfulness, and .
Sasha also coaches for Leadership Coaching, Law School, and Legal Practice. View all.
Offered by Sasha F.
Joined September 2025
5.0
Helping high-achievers stop second-guessing themselves when it matters most
With over 20 years of experience across law, education, leadership development, and coaching, I work with high-performing professionals who look successful on paper but struggle to trust their own judgment when the pressure rises. Most of my clients are smart, self-aware, and deeply responsible. They’ve read the books. They’ve done therapy. They’ve invested in growth. But when the stakes are high — a promotion, a big decision, a difficult conversation — they find themselves overthinking, second-guessing, or defaulting back to overworking instead of leading clearly. That’s where I work. My coaching focuses on helping you stop overriding yourself. Instead of adding more frameworks or strategies, we strengthen your ability to trust your judgment when it actually matters. I draw on training in Cognitive Behavioral Therapy (CBT), Positive Intelligence (mental fitness), and Neuro-Linguistic Programming (NLP), along with my own decision-centered coaching approach, to help you stay steady under pressure and act with clarity. The goal isn’t a personality change. It’s building the confidence to back your own decisions, especially in moments where the outcome counts.
$995
5h–7h of coaching