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Description
This package is built for executives, founders, and rising leaders looking to elevate their impact, sharpen their strategy, and lead with clarity. Whether you're navigating a new role, preparing for expanded responsibility, or seeking to level up your leadership, this personalized coaching experience helps you unlock growth and drive results. Available in 5- or 10-hour increments, you’ll work 1-on-1 with an experienced executive coach to focus on the areas most relevant to you—from managing complex teams to refining your leadership presence. Every session is tailored to your goals, challenges, and leadership context. Common coaching activities include: - 360 Analysis: Gather feedback from your direct reports, investors, peers, and others to paint a clear picture of your strengths and weaknesses - Vision & Strategy: Set a clear direction and align teams around mission-critical objectives. - High-Stakes Decision-Making: Gain tools to lead confidently through ambiguity and change. - Leadership Style & Presence: Develop greater self-awareness and adapt your style to lead more effectively across contexts. - Stakeholder Management: Navigate board relationships, cross-functional influence, and internal politics with credibility and poise. - Team Performance & Culture: Build high-trust, high-output teams and foster a culture of accountability. - Situational Leadership Coaching: Work through real-time leadership challenges with a trusted thought partner. - Executive Career Planning: Clarify your long-term goals and position yourself for growth, transition, or promotion. This package is ideal for leaders who want structured yet flexible support to accelerate their personal and professional development. With expert guidance, you'll move forward with greater confidence, clarity, and impact.
What you'll get from this package
Strengthened decision-making and executive leadership skills
Gained insight into your strengths and growth areas
Developed a tailored growth plan to guide your journey
Built confidence to lead and motivate high-performing teams
Additional details
Coaching delivered via live sessions and .
Services included:
Decision Making
Strategy
Communication Skills
Strategic Planning
Board Relations
Team Management
Leadership Development
Succession Planning
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 Jess
Custom hourly · $225/hr
Get help with Leadership Development.

Offered by Jess P.
Joined August 2026
Performance = Potential − Interference. I help with the interference.
I coach people at every stage of their working life, from first-time managers finding their footing to executives facing the hardest calls of their careers. For twenty-five years I've built and scaled People functions inside high-growth tech companies. That work put me in the room for the hardest human moments an organization has, and it taught me one thing: titles change what people are called, coaching changes what they're capable of. My approach is grounded in the science of how adults actually grow. I hold a Master of Applied Positive Psychology from Penn and a coaching certification in adult development from Georgetown. I won't hand you a pep talk. I'll help you see the story you're telling yourself, test whether it's true, and build the next version of you on purpose. Growth doesn't wait for a title. Wherever you are, that's where I'll meet you.
Starting at $1,068.75
5h+ of coaching