Schedule a call with a Leland team member who can help you explore your options.
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For professionals who are thinking hard about a decision and getting nowhere. If you’ve been replaying the same pros and cons, talking it through with friends, reading more, researching more, and still feel unsettled, this session is designed to cut through that loop. In 90 focused minutes, we identify what’s actually driving the tension behind the decision. Often, it isn’t a lack of information. It’s that two important priorities are competing or you’re trying to satisfy expectations that don’t fully match your own. This is not open-ended coaching. It’s a structured working session. You’ll leave knowing: - what’s really making the decision feel heavy - what matters most in this situation - and what your next step is For people who don’t need more advice — just clearer thinking.
Understand what’s actually causing the tension
Decide what matters most right now
Leave with a direction
Stop spinning
Coaching delivered via live sessions.
This session is focused and practical. We won’t wander. You bring the decision. I guide the structure. We slow the situation down just enough to separate facts from assumptions, priorities from pressure, and real concerns from imagined consequences. I’ll ask direct questions that help you see what you may already know but haven’t named clearly. I won’t tell you what to do. The decision has to be yours. My role is to help you think clearly enough to trust the direction you choose. No hype. No performance. No over-analysis. Just clean thinking.
This session is designed to provide structured decision clarity and forward direction. While many clients leave with meaningful insight and next steps, outcomes depend on your engagement and willingness to reflect honestly. This is coaching, not therapy, legal advice, or financial advice. You remain fully responsible for the decisions you make. If you need to reschedule, please provide at least 24 hours’ notice.
Services included:
Goal Setting
Personal Growth
Resilience
Work-Life Balance
Self-Reflection
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with Personal Growth, Mindfulness, and .
Sasha also coaches for Leadership Coaching, Law School, and Legal Practice. View all.

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.
1h 30m of coaching