February 23, 2026
Large Family Travel: Execution Strategies for Organization, Independence & Mindset
Episode Description
Today we’re picking up where we left off last week with Dr. Alison Curfman—and diving into what happens after the flights are booked.
Part 1 covered how Alison finds award flights and books hotels for her family of six to eight people when they travel. In Part 2, we’re talking about execution—the systems and strategies that make those trips actually run smoothly. Listen in as Alison shares her approach to managing overnight flights with kids, minimizing food costs, and keeping complex multi-city itineraries organized across dozens of bookings.
What makes this conversation different is how much it goes beyond a typical points strategy. We discuss Alison’s framework for daily family meetings that give kids a voice and reduce meltdowns, her intentional approach to fostering independence by putting kids in charge of navigation and planning, and the creative ways she uses AI to enhance learning experiences on the ground. We also explore the career and mindset shifts that made her location-independent lifestyle possible, and how she’s designed flexibility into both her work and family travel.
Whether you’re planning your first big family trip or looking to refine your system for regular international travel, this episode offers practical strategies you can apply immediately.
Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don’t miss out! Click here to know more about my comprehensive online program, Points Made Easy.
What You’ll Learn from this Episode
- How to help kids sleep on overnight business class flights and adapt to new time zones quickly
- The food strategy that keeps everyone fed without spending thousands on restaurant meals for a large family
- Daily family meeting framework that reduces meltdowns and keeps everyone heard
- Ways to foster independence and leadership in kids during international travel
- Practical AI applications for creating scavenger hunts, learning history, and planning itineraries
- The mindset shifts that make location freedom and flexible travel possible
Featured On the Show
- Follow Alison on Instagram here or connect with her on LinkedIn here
- Check out Startup Physicians here
- Follow Startup Physicians on Facebook here
- Follow me on Instagram
- Get on the waitlist for the Points Made Easy Course here!
- Get My Cash-Back Credit Card Cheat Sheet!
- If you have any questions or you want me to dive deeper into a specific topic, email me here: podcast@pointmetofirstclass.com
Click here to download the full episode transcript
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Point Me to First Class is the show for professionals and business owners with higher-than-average personal or business expenses, who want to learn to leverage these expenses into credit card points they can spend on travel.
Each week, I share valuable tips, tools, and strategies to help you uplevel your skills earning and redeeming credit card points, so you can expand your travel and expand your experiences.
