Access the perspective of a Fortune 500 executive and board chairman.

Orlando works with senior leaders, executives, and board aspirants through private advisory engagements designed to accelerate leadership impact, strategic positioning, and board readiness. Live Online Executive Coaching (60 minutes) Direct one-on-one video sessions with Orlando focused on leadership challenges, career positioning, governance insight, and executive decision-making. $2,500 per session Packages available upon request Executive Strategy Intensive (Half-Day) Deep strategic working session focused on leadership positioning, board readiness, career architecture, and navigating complex executive environments. $15,000+

Executive Advisory Day (Full-Day) In-person executive advisory engagement designed for senior leaders facing major transitions, strategic challenges, or governance responsibilities. $25,000+ Annual Executive Partnership A private advisory relationship for senior executives and board leaders seeking ongoing guidance across leadership strategy, governance, and enterprise decision-making. $140,000+ annually Limited number of advisory partnerships available each year.

AI Executive Coaching Agent (Coming Soon) A 24/7 AI-powered advisory tool trained on Orlando’s leadership frameworks, books, and executive decision models. Monthly subscription access. Launching soon. All advisory engagements are customized based on leadership level, organizational context, and strategic objectives. Travel and accommodations are billed separately for in-person engagements.