Point Me To First Class

If you've ever thought award travel isn't possible with a large family or group, this episode will change your mind.
 
In Part 1 of this conversation, I sit down with Dr. Alison Curfman, a pediatric emergency physician, entrepreneur, and relentless optimizer who regularly travels the world with her family—typically six to eight people depending on whether au pairs or grandparents join. After co-founding a healthcare company that scaled to a nine-figure valuation, Alison transitioned into advisory and consulting work that she could do from anywhere. Listen in as Alison walks through her exact strategy for finding business class flights for large groups, her hotel booking approach that keeps everyone comfortable without breaking the bank, and why positioning flights have become part of the adventure rather than a hassle.
 
We cover how she anchors her trip planning around long-haul flights, builds itineraries around award availability instead of fixed destinations, and uses spreadsheets and organization systems to keep track of multiple bookings across airlines and hotels. Allison also shares practical insights on traveling light with kids, leveraging Hyatt's loyalty program strategically, and combining fine hotels & resorts credits with points to maximize value on family trips.
 
Whether you're traveling with four people or eight, this episode offers a roadmap for making large family award travel not just possible, but truly enjoyable.
 
Get full show notes and transcript: https://pointmetofirstclass.com/award-travel-large-families-part-1 
 
Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! 
 
Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Have you ever wondered what points lessons other travelers learned the hard way—so you don't have to?
 
Today's episode is a little different. I recently crowdsourced the biggest points lessons learned in 2025 from members of my community, and the responses were so good. Some were tactical, others were mindset-shifting, and more than a few had me laughing because they highlighted mistakes that are just so relatable in this hobby.
 
In this episode, I'm sharing the most insightful, surprising, and valuable takeaways from real travelers across the spectrum of experience—from those just starting their rewards journey to seasoned award travel veterans. I've organized these lessons around five main themes: be proactive and be prepared, stay curious and creative, don't let perfect be the enemy of done, automate and plan ahead to prevent year-end stress, and high-value specific tips you need to know. 
 
From transfer timing surprises and phantom award space to the power of flexibility and actually spending your points instead of hoarding them, these real-life lessons will help you earn more strategically, book better redemptions, and navigate award travel with less stress in 2026.
 
Get full show notes and transcript: https://pointmetofirstclass.com/2025-points-lessons-learned/ 
 
Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! 

Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

In a hobby full of rules, Avios prove to be an exception—and understanding how they work can unlock some of the best award flight opportunities available.
 
In this episode, I'm breaking down everything you need to know about Avios, the points currency used by British Airways, Qatar, Finnair, Iberia, Aer Lingus, and several other airlines. One crucial aspect of Avios that makes them unique among points currencies is their ability to move between partner accounts, which creates opportunities you won't find anywhere else.
 
Listen in as I walk through what makes Avios so versatile, how to earn them strategically, and how to use their transferability to access better award pricing. I also cover British Airways' Points Boost feature that lets you buy Avios at a fraction of the usual cost, and share practical tips on setting up accounts, avoiding surprise fees, and finding the best value for your award flights.
 
Whether you're brand new to Avios or looking to squeeze even more value from these programs, this episode will show you how to think strategically about one of the most powerful—and underutilized—points currencies in award travel.
 
Get full show notes and transcript: www.pointmetofirstclass.com/avios-guide-transfers-sweet-spots 
 
Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! 
 
Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

If you've ever wondered what's the difference between just saving money versus creating wealth that actually matters, this conversation is for you.
 
In this episode, I'm joined by Lauren Oschman, founder of Vestia Personal Wealth Advisors, who grew up watching her interventional cardiologist father work incredibly hard while struggling to balance wealth building with being present at home. That experience shaped her entire approach to financial planning, which she now brings to nearly 600 physician families across the country. We're talking about how to identify what actually matters to you financially, the myths that keep high-earning women from taking control of their finances, and why you don't need to have your act together before working with a financial advisor.
 
Lauren and I discuss what financial advisors actually do beyond managing investments, the difference between saving money and strategically building wealth, and the biggest missed opportunities she sees among high earners. We get into practical strategies around tax planning over your lifetime, contract negotiation, and estate planning. We also talk about green flags and red flags when choosing a financial advisor and why dual physician households need different approaches to tax strategy. Whether you're just starting to think about wealth building or refining your financial strategy, this conversation offers insights and advice you can actually use.
 
Get full show notes and transcript: www.pointmetofirstclass.com/financial-planning-wealth-building-lauren-oschman
 
Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!
 
Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy

Have you ever wondered if earning points on your mortgage or rent is actually worth the math? Or whether a card that earns two times points on everything can really compete with what you're already holding?
Bilt just released three brand new credit cards, and they're more complex than any card launch I've seen in a while. This isn't just about welcome bonuses and bonus categories— there's an entirely new internal currency called Bilt Cash, along with processing fees to calculate, and real formulas you need to run to figure out if any of these cards make sense for your situation.
In this episode, I'm joined by Kelly, the Points and Miles Doc, to break down all three new Bilt cards: the no annual fee Bilt Blue, the $95 Bilt Obsidian, and the $495 Bilt Palladium. We analyze the welcome bonuses, points earning structures, and how each card compares to its closest competitors. We walk through the Bilt Cash system, explain exactly how much you'd need to spend to earn points on housing payments without paying fees, and discuss who these cards actually benefit. We also share why we both applied for the Bilt Palladium within hours of its release and what makes Bilt's transfer partners worth paying attention to.
Get full show notes and transcript: http://pointmetofirstclass.com/bilt-credit-cards-2026-analysis
Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!
Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course waitlist here: https://pointmetofirstclass.com/pointsmadeeasy