One-on-One Time Coaching for Executives Under Pressure
Enquire About This Program
Program Structure
What participants work through across the duration of this program.
Coaching Engagement Overview
- Session 1 - 2-hour intake and role analysis
- Sessions 2-4 - Diagnosing the 3 highest-cost time patterns in your current schedule
- Sessions 5-8 - Structural changes: delegation, meeting design, decision routing
- Sessions 9-11 - Embedding new habits and testing them under real workload conditions
- Session 12 - Review, forward planning, and optional continuation assessment
Full Program Details
Some scheduling problems do not fit a group format. A newly appointed CEO integrating two business units, a board director managing 4 concurrent chair roles, or a divisional head preparing for a major restructure, each situation has its own constraints and its own pressure points.
This 1-on-1 coaching engagement runs across 12 sessions over 3 months. The first session is a 2-hour intake covering your current role structure, your direct reports, your decision-making patterns, and where you feel the most friction. Sessions after that are 60 minutes and focus on specific problems you bring each week.
The coaching does not follow a fixed script. Some clients need help with delegation because they have grown into a role without updating how they work. Others need to redesign their relationship with their EA or restructure how their leadership team brings decisions upward. The work is practical and specific to your situation.
Between sessions, you receive written notes and a short task, usually a single calendar change or a conversation to have with a direct report. Nothing that adds to your workload before it reduces it.
Ready to Enrol?
Reach out to the Winandwow team to confirm availability and discuss whether this program suits your current schedule and role.