THE REAL VALUE OF PLANNING: BUILDING MOMENTUM FROM TAKEOFF
- hilton721
- Jul 27
- 4 min read
My wife and I have been savoring this New England summer, though like many of you, we can hardly believe we're already halfway to August. Up here, summer feels like a treasured break between demanding seasons – one we wish could last indefinitely, yet somehow always seems to pass by faster each year.
This weekend, as my wife and daughter sorted through hundreds of photos pulled from storage, I found myself drawn into their orbit of memories. Picture after picture told stories of birthdays celebrated, vacations taken, quiet moments captured, and milestones marked. Watching them laugh at forgotten moments and reminisce about people and places from years past, I was struck by a truth that's become increasingly clear in my 25 years of financial planning: Time is the most precious asset we'll ever manage.
THE PLANNING WE OFTEN OVERLOOK IN OUR EARLY CAREER
As new airline pilots, you understand the critical importance of preparation. You've meticulously studied flight manuals, practiced maneuvers, and planned for contingencies during training. Yet when it comes to life's most important decisions – how we invest our time and attention in these foundational years – many of us operate on autopilot, assuming we'll have countless opportunities to course-correct later.
Here's what those old photographs reminded me: No matter your age or how full of life you feel, we're all approaching the end of some season. As a first officer just starting your career, you have incredible potential, but every moment counts. Some of the most meaningful people in your life are present only for a brief portion of your journey, and you'll see them no more once that chapter closes.
There will be a last time you read bedtime stories to your children before they outgrow that ritual. A final barbecue with siblings before life takes you to different cities. A last phone call with that friend from training who understood your career like no one else. A final beach walk with your faithful dog who's been your constant companion through good days and challenging ones. And yes, a last embrace from your parents.
THE DEEPER PURPOSE OF FOUNDATIONAL FINANCIAL PLANNING
This is where thoughtful financial planning reveals its true value. It's not merely about paying off student loans or starting your 401(k) – though those matter tremendously for pilots navigating an industry known for volatility. The real value lies in how planning raises your awareness of life's finite nature and helps you make intentional choices about what matters most, even with an evolving schedule and early career demands.
When we engage in comprehensive planning, we're creating a roadmap for your ideal life. We identify your true destinations – not just the financial milestones like buying a home or starting a family, but the relationships you want to nurture, the adventures you want to share, and the legacy you want to leave. This process naturally directs your attention toward spending both your wealth and your time wisely in pursuit of experiences with those you love most.
YOUR ASSIGNMENT: THE NEW-HIRE CHALLENGE
As you prepare for your next rotation, I want to challenge you with what I call "the midsummer assignment." It's simple in concept but profound in impact:
Take inventory of your "lasts" while they're still "next."
Consider the people and experiences that matter most to you right now. That aging parent who lights up when you visit. The child who still wants to hear your stories from work. The spouse who deserves more than the tired version of you that often comes home after a long trip. The friends who knew you before you earned your stripes.
These relationships and experiences deserve the same careful attention you give to pre-flight checks and route planning. They require intentional investment, not just leftover time and energy.
BUILDING YOUR PERSONAL FLIGHT STRATEGY
Here's what I've learned from helping pilots plan for their most important outcomes: The goal isn't to count how many meaningful experiences you have left – it's to ensure the ones you choose align with your definition of a life well-lived.
This summer, as you're enjoying those precious days off between trips, consider creating what I call your "Life Strategy." Just as you wouldn't depart on a significant flight without knowing your destination and fuel requirements, don't navigate through life's seasons without clarity on:
What experiences matter most to you right now, in these foundational years?
Which relationships deserve more of your time and attention?
How can your growing financial resources better support the life you actually want to live?
What would you regret not doing if this season ended sooner than expected?
THE PRACTICAL APPLICATION
As professional aviators, you understand that the most successful journeys are those planned with both precision and flexibility – detailed enough to handle the expected, adaptable enough to manage the unexpected. Your early career finances deserve the same careful attention.
Financial planning, done right, becomes the tool that helps you answer these deeper questions. It's not just about building initial savings (though that's important). It's about having the clarity and resources to make choices that align with your values while you're young enough to enjoy them and establish lifelong habits.
DON'T FORGET TO DOCUMENT THE JOURNEY
Here's my final piece of advice, learned from sifting through decades of family photos: Take those pictures. Capture those ordinary moments that will become extraordinary memories. Future you will thank present you for creating that visual record of a life well-lived.
Time may be our most finite resource, but with thoughtful planning, we can ensure we're investing it in experiences and relationships that truly matter. After all, the richest savings accounts can't buy back a single moment with someone you love.
Our family photos weren't just images – they were evidence of a life intentionally lived, of moments prioritized, of relationships invested in. They were the dividends of good planning, both financial and personal.




