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Description
This comprehensive 6-month executive coaching engagement is built for senior leaders, founders, and executives who want to scale their leadership, unlock growth, and lead with greater clarity, confidence, and impact. You’ll partner with your coach in biweekly 1:1 sessions (or a cadence that fits your schedule), supported by asynchronous guidance, goal tracking, and tailored tools. The experience evolves over time to meet your unique context—whether you're leading through scale, navigating complex transitions, or preparing for your next chapter. The engagement also includes a 360-degree leadership analysis, where your coach gathers structured feedback from peers, direct reports, and other stakeholders. This provides a holistic view of your leadership strengths, blind spots, and areas for growth—creating a strong foundation for the work ahead. What you’ll work on: - 360 Feedback Review & Goal Setting: Translate insights into a focused leadership development plan. - Vision & Strategic Thinking: Set direction and align teams around mission-critical goals. - Leadership Style & Self-Awareness: Deepen self-knowledge and adapt your style for maximum influence. - Decision-Making in Ambiguity: Gain tools to lead decisively through complexity and change. - Executive Presence & Influence: Strengthen communication and earn trust with senior stakeholders and boards. - Team Building & Culture: Lead high-performing teams and shape the culture you want to scale. - Stakeholder Management: Navigate dynamics across direct reports, peers, boards, and cross-functional partners. - Burnout & Sustainability: Build systems to lead with energy and balance over the long term. - Career Strategy & Long-Term Growth: Clarify your next step, whether expanding your role, transitioning industries, or building a legacy. This engagement is ideal for executives seeking deep, lasting transformation with a trusted partner who brings structured support, honest reflection, and a focus on measurable impact.
What you'll get from this package
Clearer understanding of your strengths and areas for development as a leader
Stronger executive presence and communication skills
Actionable insights from 360-degree feedback analysis
Confidence navigating high-stakes decisions and ambiguity
Tools to lead high-performing, accountable teams
Improved relationships with key stakeholders and boards
Systems for sustainable performance and energy management
Clarity on long-term career goals and next moves
Trusted thought partnership for real-time leadership challenges
Additional details
Coaching delivered via live sessions and .
Services included:
Team Management
Leadership Development
Succession Planning
Strategic Planning
Decision Making
Board Relations
Strategy
Communication Skills
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 Jessica
Custom hourly · $185/hr
Get help with Leadership Development and Strategy.
Jessica also coaches for Life Coaching, Career Coaching, Human Resources, and Leadership Coaching. View all.
Offered by Jessica W.
Joined January 2026
5.0
Executive Coach for leaders who want to lead with clarity under pressure
Leadership has a way of amplifying everything. Your calendar fills, expectations rise, and suddenly your own needs become the last item on the list. You can be successful and still feel stretched, reactive, or unsure of yourself in moments that matter. Executive coaching with me is for leaders who want to lead from intention instead of urgency, especially when the stakes are high. We bring your real leadership moments into the room: hard conversations, conflict, decision-making, team dynamics, influence, and change. We look at what happens inside you when things get tense, and we build the capacity to respond with clarity rather than defaulting to old patterns. You’ll strengthen your communication, boundaries, and self-trust, and you’ll leave with practical tools you can use in the middle of a real day, not just on a quiet weekend. The result is leadership that is both effective and deeply rooted in who you are.
$15,000
30h–40h of coaching