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Finding Your True North With Darren Pleasance

Darren Pleasance is the President and CEO of the Aircraft Owners and Pilots Association (AOPA), the world’s largest aviation membership organization, which advocates for and supports pilots and aviation enthusiasts around the globe. Under his leadership, AOPA represents hundreds of thousands of members and over 80 international affiliates, and Darren is also a recognized author and speaker, having released his 2024 book, True North: A Handbook for Inspired Living. Darren’s own journey is remarkable: he has flown private jets for celebrities, landed planes on Alaskan glaciers, worked for leading organizations like Nike and Google, and, alongside his wife Lisa, runs a horse farm in central Oregon. Passionate about inspiring others to live fulfilling and intentional lives, Darren brings unique insights from both the cockpit and the boardroom to conversations about personal growth, career pivots, and storytelling that truly sticks. Here’s a glimpse: • [0:20] How aviation became Darren Pleasance’s lifelong golden thread • [4:26] Why passion leads to career success and fulfillment • [5:56] How luck combines opportunity with preparedness in your journey • [9:58] The secret to building a balanced and inspired weekly life • [13:30] Why it’s never too late to reinvent your career and story • [15:11] Choosing options that make for a better story • [20:13] Why who you work with shapes your happiness and success • [22:30] How leaning into strengths beats striving for perfection everywhere • [31:33] Practical public speaking tips from a former introvert • [40:49] The art of authentic, memorable storytelling with actionable advice In this episode: Feeling stuck in a professional rut, or wondering if it’s too late to chase your true passion, can leave you questioning everything. What does it look like to build a life around what actually lights you up, even if it means changing course multiple times? And how can you transform your personal journey into stories that inspire others to do the same? Darren Pleasance shows exactly how he solved those dilemmas, weaving his love of aviation through a career that spans flying celebrities and landing planes on glaciers to executive roles at global companies like Google and McKinsey. He explains how discovering what excites you — and making it a non-negotiable part of your weekly routine — creates a virtuous cycle of energy and excellence. He shares frameworks from his book True North, such as auditing your 168 weekly hours to prioritize meaningful pursuits, and recounts pivotal moments when choosing “the option that makes for a better story” led to bold, fulfilling transitions. Darren delves into the power of intentional trade-offs, the importance of surrounding yourself with inspiring people, and how even midlife pivots can result in a more inspired, rewarding path. Amelia Forczak talks with Darren Pleasance about overcoming perfectionism, speaking up, and building a life that blends success with personal joy. They explore storytelling, balancing ambition with happiness, and making courageous choices that lead to “better stories.” Whether you're starting fresh or seeking inspiration, this episode offers tools to help you chart your own true north. Resources mentioned in this episode: Darren Pleasance on LinkedIn -   / darren-pleasance-2ba42b1   Darren Pleasance website - https://darrenpleasance.com/ Aircraft Owners and Pilots Association (AOPA) - https://www.aopa.org/ Pithy Wordsmithery - https://wordsmithery.com True North: A Handbook for Inspired Living by Darren Pleasance - https://www.amazon.com/True-North-Han... Jim Weatherby on LinkedIn -   / jimwetherbee   Quotable moments: "If you're lucky enough to find something that lights you up, you can do so much with that energy." "Life is about choices. You can't do everything, and you definitely can't do everything equally well." "When faced with a difficult decision, choose the one that makes for a better story." "I'd rather be less wealthy and love getting up every day than having a lot of money in the bank and not enjoying what I'm doing." "You can become really good at almost anything if you put enough hours into it, but what a shame if you don't enjoy it." Action Steps: Audit how you spend your time each week: Track your weekly activities to identify neglected priorities and make intentional changes for better balance. Prioritize and protect time for your passions: Schedule regular time for energizing activities to keep your life fulfilling and aligned with what matters most. Choose the option that makes for a better story: Make courageous decisions that lead to growth and a more meaningful life narrative. Embrace imperfection and give yourself permission to improve over time: Focus on progress and learning rather than perfection to encourage growth and fulfillment.