One-on-one coaching for leaders who want a senior thinking partner — not a curriculum. Four decades inside Fortune 100 operations, distilled into a structured engagement built around you.
Most executive coaches teach what they studied. Wilbur Crossley coaches what he ran — as Sr. VP & COO of SBC Advanced Solutions, as the VP-Network leading 63,000+ employees across South Africa, and as an operating partner inside PE/VC portfolio companies. The result is coaching that moves fast because it skips the theory and goes straight to the decisions you're actually facing.
Every engagement is one-on-one and built around a single question: what does the next level of leadership require of you, and how do we close that gap deliberately?
Directors and VPs promoted on technical merit who now need the leadership posture, executive presence, and decision discipline to match the seat they're in.
SVPs, GMs, and functional heads navigating a transition — a bigger mandate, a harder team, a board that expects more — who want a confidential partner who has been there.
CEOs and founders carrying the weight alone, preparing for scale, succession, or a capital event, who need an operator-grade sounding board at the top.
Transparent starting points — final scope is set after a short strategy call. Premium positioning consistent with senior operator-led coaching, where C-suite programs typically run $10,000–$60,000.
A focused 90-day engagement to step into a bigger role with confidence and a clear operating playbook.
A six-month partnership for executives navigating a step-change in scope, team, or expectation.
A 12-month advisory-grade coaching relationship for top leaders carrying the highest-stakes decisions.
A 30-minute conversation about what's in front of you. Wilbur gives you a read on fit and a recommended format — no obligation.
We finalize the package, schedule, and goals. You'll know exactly what you're investing in and what success looks like.
Sessions start within days. Every conversation is confidential, candid, and built around the decisions you're actually making.
“I'm not telling you what I read in a book. I'm telling you what I've read, studied, developed, practiced as an executive in a Fortune 100 company, taught, and trained others to execute in their own environments.” — Wilbur Crossley
Tell Wilbur what you're working toward. You'll leave the first call with a clearer view of the gap — and a plan to close it — whether or not you ever book a session.
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