Jason Caldwell Speaking Fee: Contact Us For Pricing

Too many teams mistake endurance for stubbornness: they endure longer, not smarter, and burn out before they break through. Jason Caldwell flips that logic—showing leaders how world‑class teams use purpose, emotional clarity, and disciplined rehearsal to convert impossible objectives into repeatable wins. Drawing on his book Navigating the Impossible and record‑setting ocean rows, Caldwell lays out practical leadership practices that translate extreme‑expedition success to the boardroom. He traces the arc from failing across the 2015 Atlantic to winning and setting world records in subsequent races, revealing how teams rebuilt trust, redesigned roles, and tightened decision rhythms. Audiences get a cohesive playbook for turning mission clarity and small, deliberate behaviors into sustained performance. PERFECT FOR TEAMS & LEADERS WHO ARE: • Facing a long, uncertain initiative where stamina alone won’t win and leaders need a repeatable way to sustain momentum and focus • Rebuilding trust after a setback or restructuring and needing concrete methods to accelerate cohesion under pressure • Preparing for a high‑stakes launch, quarter, or transformation that requires aligned purpose, role clarity, and resilient execution • Leading cross‑functional teams that must coordinate under fatigue, ambiguity, and shifting priorities while preserving wellbeing YOUR AUDIENCE WILL WALK AWAY WITH: • A narrative framework from Caldwell’s expeditions that maps specific decision points, role handoffs, and rituals to business outcomes • Tools to clarify and communicate a shared “why” so teams sustain motivation through long, ambiguous efforts • Practices for rebuilding trust quickly—how to diagnose fractures, reassign authority, and restore psychological safety • A set of post‑event routines and feedback rhythms proven on ocean expeditions that keep learning fast and prevent repeat failures This talk turns expedition lessons into the leadership practices teams can use the next day to navigate their own impossible challenges.

Most leadership programs treat emotions as noise to be managed. Jason Caldwell reframes emotion as the engine of performance: when leaders understand and direct emotion, they unlock higher focus, stronger trust, and faster recovery from failure. Rooted in Lat35 Leadership programming and Caldwell’s lived experience steering small crews across oceans and deserts, this talk teaches leaders to move beyond platitudes about vulnerability to specific, teachable behaviors. Caldwell demonstrates how emotion‑aware conversations, structured debriefs, and role‑anchored empathy produce measurable gains in decision speed and team resilience—even in high‑risk, high‑fatigue environments. PERFECT FOR TEAMS & LEADERS WHO ARE: • In high‑velocity industries where emotional misreads create costly mistakes and leaders need replicable ways to reduce friction • Building leadership pipelines that require emotional intelligence to scale across levels and functions • Operating remote or distributed teams that struggle to maintain connection, candor, and accountability under stress • Investing in retention and performance by turning “soft skills” into concrete routines that improve day‑to‑day collaboration YOUR AUDIENCE WILL WALK AWAY WITH: • Practical conversation scripts and debrief structures used on expeditions to surface emotion without derailing operational focus • A lightweight diagnostic to spot emotional load and role strain before they produce breakdowns • Methods to normalize vulnerability while protecting accountability—how to hold people to standards with empathy • A roadmap for embedding emotional intelligence into meetings, handoffs, and crisis responses so teams recover faster This session makes emotion an operational advantage, not an executive liability.

When conditions change, brittle systems snap and good people fracture. In teams that row well together, resilience is designed—not hoped for. Jason Caldwell uses the literal design of ocean crews—rotations, clear roles, redundancy, and micro‑rituals—to show how organizations architect resilience into everyday work. Caldwell pairs expedition case studies (Atlantic and Pacific record attempts, the Namib trek) with leadership research and corporate practice to surface design patterns that reduce single‑point failures and speed recovery. He emphasizes small, repeatable interventions—role maps, fatigue windows, decision gates—that scale in organizations without costly restructuring. PERFECT FOR TEAMS & LEADERS WHO ARE: • Preparing for rapid market shifts or crisis scenarios and need systems that keep operations running under strain • Sizing teams for reliability—balancing specialization with redundancy so critical functions never depend on one person • Designing handoffs across time zones or shifts where misalignment compounds and response time matters • Running mission‑critical programs where the cost of operational failure is high and prevention must be structural YOUR AUDIENCE WILL WALK AWAY WITH: • A set of team design principles adapted from ocean racing—role redundancy, short feedback loops, and predictable handoffs • A fatigue‑aware scheduling playbook that preserves decision quality during long, intense efforts • Simple governance routines (decision gates, escalation triggers) that keep autonomy but limit catastrophic error • Templates for role maps and handoff protocols teams can adopt immediately to reduce single‑point dependency This talk leaves teams equipped to design resilience into their rhythms so uncertainty becomes manageable, not immobilizing.