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Package 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:
Succession Planning
Decision Making
Strategy
Communication Skills
Strategic Planning
Board Relations
Team Management
Leadership Development
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 Kelly
Custom hourly · $250/hr
Get help with Strategic Planning, Decision Making, and .
Kelly also coaches for Leadership Coaching, Sales, and Career Coaching. View all.
Offered by Kelly O.
Joined February 2026
5.0
Executive Coach | Harvard MBA | Tech VP | Career Wellness Expert
Nice to meet you! Here's a bit about me: In my two decades of tech and marketing leadership experience, I’ve realized that for executives to truly sustain high performance, they need more than just a solid growth strategy - they need a holistic approach. My executive coaching focuses on helping leaders enrich their Career Wellness - providing concrete strategies and support. Why work with me? With an MBA from Harvard Business School and extensive experience in executive roles at top companies like Oracle and Ibotta, I bring a wealth of knowledge in leadership, strategy, and sales effectiveness. As a leadership and executive Coach, I've successfully guided over 500 professionals to enhance their leadership skills and achieve their career goals (including by building and running Oracle's Women's Leadership Circles program from the ground up!). I bring deep expertise in team leadership, strategy, mindset and career development. My approach focuses on helping executives build a balanced portfolio across the following areas: 1. Career Advancement: The "How-to Guide” - My coaching provides concrete strategies to build your executive presence - like personal branding, negotiation, self-advocacy and communication skills. 2. Mindset & Confidence: The "Operating System" - I'll help you hone your mindset and cultivate self compassion - so you can overcome imposter feelings, move through setbacks, and find courage to take risks. 3. Well-Being & Health: The "Battery” - We'll explore how you charge your personal battery so you can show up as your best self - and get comfortable asking for the space needed to put these strategies into action. All of this supports my personal mission - to help more women reach the C-Suite. Sound like a fit? Schedule a free, 15 minute call with me to explore a partnership.
Starting at $1,187.50
5h+ of coaching