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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.
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
Coaching delivered via live sessions and .
Services included:
Succession Planning
Decision Making
Strategy
Communication Skills
Strategic Planning
Board Relations
Team Management
Leadership Development
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
Get help with Succession Planning, Decision Making, and .
Tom also coaches for Career Coaching, AI Productivity & Tooling, Startups, Product Management, Business Operations & Strategy, and MBA. View all.

Joined October 2025
5.0
Executive Coach for Founders & Operators | Clarity, Strategy, Momentum
I've been advising executives since I started my career at McKinsey nearly 15 years ago. Since, I’ve spent the last several years helping founders, operators, and teams navigate the moments in their careers where clarity matters most. My background spans strategy, operations, and product leadership across high-growth startups and technology-driven companies. I’ve stepped into fractional executive roles, built AI-powered tools, guided teams through complex decisions, and supported leaders as they scaled themselves and their organizations. Along the way, I’ve become the person companies call when something feels messy, overwhelming, or mission-critical. I coach because leaders deserve a space where they can think clearly, make confident decisions, and grow without losing themselves in the process. My approach is grounded, direct, and supportive. I help you see blind spots, simplify complexity, and move forward with a plan you can trust. Whether you’re navigating a transition, expanding your role, or building something from scratch, I’m here to give you honest guidance and practical tools that create real momentum.
5h+ of coaching