Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
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 Jennifer
Custom hourly · $250/hr
Get help with Decision Making, Strategy, and .

Offered by Jennifer S.
Joined July 2026
Executive Coach, Leadership Advisor, Former Head of Coaching at Boeing
Welcome to my profile! With over a decade of experience in executive coaching and leadership development, I am passionate about helping leaders unlock their full potential. As the former Director of Executive Coaching and Leadership Development at Boeing, I crafted and delivered comprehensive leadership solutions that aligned with enterprise priorities. My journey also includes founding The Open Road Group, where I continue to empower executives through tailored coaching strategies. Having coached over 1000 leaders, I specialize in providing actionable feedback and development plans that drive real results. Let's connect to elevate your leadership journey together!
Starting at $1,187.50
5h+ of coaching