Point Me To First Class

Chase just launched a new business credit card and rolled out changes to the Chase Sapphire Reserve—but are these updates actually worth getting excited about? In this episode, I’m joined once again by Kelly from The Points and Miles Doc for a candid review of what’s new in the Chase ecosystem. From rising annual fees to underwhelming credits and a business card that looks a lot like what already exists, we’re breaking down the updates—and what they really mean for your wallet. We also talk about how these cards stack up against competitors like Amex and Capital One, when the new benefits might be worth it, and why we’re not jumping to add either of these to our travel strategy just yet. If you're holding the Chase Sapphire Reserve or considering a new business card, this episode will help you make a more informed decision.   Get full show notes and transcript: https://pointmetofirstclass.com/chase-sapphire-reserve-business-review-2025/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header 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 been wondering what’s really happening in the world of credit card points and award travel this year? In this episode, I’m joined by Kelly, The Points and Miles Doc to break down the biggest shifts in 2025 so far. From major devaluations to standout sweet spots, we’re giving you an honest look at what’s working now—and what’s not. We also dive into how international programs are outperforming U.S.-based ones, which transfer partnerships are showing real value, and why flexibility is more important than ever. Whether you’ve been feeling excited by the new opportunities or frustrated by unexpected roadblocks, this conversation will help you reset your strategy for the second half of the year and beyond. Want more help using your Alaska miles wisely? Join me for a live workshop on June 21st at 10am CDT where I’ll walk you through the best Alaska Airlines sweet spots and the tools I use to find them fast—so you can stop second-guessing and start booking. Click here to save your spot - https://points.pointmetofirstclass.com/offers/g9uBpeJK   Get full show notes and transcript: https://pointmetofirstclass.com/mid-year-award-travel-review-2025/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  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 Alaska miles—or thinking of transferring your Amex points before the June 30 deadline? In this episode, I’m breaking down some of the most valuable ways to redeem Alaska Airlines miles right now. From low-cost domestic redemptions to hard-to-find international business class flights, this guide walks you through the sweet spots that make Alaska’s program one of the most valuable in points travel. You’ll also learn what not to do with your Alaska miles (even if it looks like a good deal), plus a few rare redemptions that are great in theory—but nearly impossible to actually book. Whether you already have Alaska miles or you're considering a speculative transfer, this episode will help you use those points with confidence and strategy. Want more help using your Alaska miles wisely? Join me for a live workshop on June 21st at 10am CDT where I’ll walk you through the best Alaska Airlines sweet spots and the tools I use to find them fast—so you can stop second-guessing and start booking. Click here to reserve your spot - https://points.pointmetofirstclass.com/offers/g9uBpeJK Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  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 dreamed of flying to Japan in business class—without paying out of pocket? Bilt just made that a lot easier. In this episode, I’m joined by award travel strategist Ben Komenkul to talk about the newest (and most exciting) Bilt Rewards transfer partner: Japan Airlines. This partnership opens the door to premium flights across Asia and around the world—and it’s not just for those planning a trip to Tokyo. Ben and I walk through everything from low-cost regional flights and lie-flat business class options to more advanced redemptions like partner bookings with Emirates or Korean Air. We also share the biggest tips and pitfalls to know before transferring your Bilt points, including how to avoid JAL’s 60-day award booking delay and why their mileage expiration policy might not work for everyone. If you’ve been curious about using Bilt points—or want to understand when this program can unlock premium cabin value—this is a must-listen.   Get full show notes and transcript: https://pointmetofirstclass.com/book-japan-airlines-with-bilt-rewards/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header  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  

A major points transfer pathway is shutting down—and it's got a lot of people wondering: should I move my Amex points to Alaska Airlines before the door closes? In this episode, I break down the fast-approaching June 30 deadline to transfer Amex points to Hawaiian Airlines (and from there to Alaska), and walk you through my personal decision—including the 4-step framework I use for evaluating speculative points transfers. If you’ve ever wondered whether it’s smart to move points to a transfer partner without a specific booking in mind, this episode will help you weigh the risk and make a decision you can feel confident in—whether it’s for this opportunity or any future bonus or expiring partnership.   Get full show notes and transcript: https://pointmetofirstclass.com/speculative-points-transfer-guide/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform?usp=header 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 struggled to find award space—especially in business class—this is the episode you’ve been waiting for. In this episode, I’m diving into a unique but often overlooked type of airline route called a fifth freedom flight. These flights are legal exceptions in commercial aviation that allow an airline to fly between two foreign countries, neither of which is their home base—and for points enthusiasts, they offer some of the best award availability, better cabin experiences, and unique route opportunities around the world. I’ll walk you through the history behind these flights, how to spot them, and the exact routes worth checking out to Europe, Asia, Africa, and even the Caribbean. Whether you’re hunting for better premium cabin space or just want a smoother flight, fifth freedom flights should absolutely be on your radar. Get full show notes and transcript: https://pointmetofirstclass.com/fifth-freedom-flights-points-strategy/ Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of! https://docs.google.com/forms/d/e/1FAIpQLSeAPfb3wIaphMn_NoQzm_fljydsivTELQwh7pYoxrI2uTFoKQ/viewform   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  

No matter how dreamy your destination is, there’s one thing that can make or break your trip: sleep. In this episode, I’m joined by sleep therapists Leah Corkum and Marlee Boyle, co-founders of Sleep-Works, a Canadian-based virtual sleep education company helping individuals and families improve their sleep health. With certifications in CBT for insomnia, clinical sleep health, and years of experience in both nursing and respiratory therapy, Leah and Marlee bring a holistic and practical approach to sleep support that goes far beyond just tips and tools. We talk about how travel disrupts sleep, what actually causes jet lag, and why light exposure, sleep environment, and the way you use (or misuse) melatonin can all have a big impact on how you feel before, during, and after a trip. Whether you're a frequent flyer, a parent navigating time zone shifts with kids, or just trying to avoid that foggy, post-vacation exhaustion, this conversation is packed with practical strategies from professionals who know the science—and the real life struggle—of sleep and travel.   Get full show notes and transcript: https://pointmetofirstclass.com/sleep-while-traveling-jet-lag-tips/ 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

There’s finally a card that rewards you for the one expense that’s been completely ignored in the points world: your mortgage. In this episode, I’m talking with Kelley Halpin, CEO of Mesa, about the first credit card that lets you earn points for mortgage payments—plus other major homeowner expenses like daycare, utilities, and home improvement. Kelley shares what makes the Mesa card unique, how its rewards system works, and why it’s designed to serve a segment of consumers that’s long been overlooked by traditional credit card programs. If you’ve ever wished one of your biggest monthly bills could earn serious points—this card just might become your new favorite. Make sure to check out the Mesa Homeowners Card - no annual fee, earns points on your mortgage and comes with $800+ in home benefits! Use my referral link to get 5,000 bonus points when you get approved. https://mesa.onelink.me/odOT/gge86l53?referral_code=htx8f5 Use my code to apply: htx8f5 Terms apply.   Get full show notes and transcript: https://pointmetofirstclass.com/mesa-credit-card-earn-points-mortgage/   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

Whether your Costco haul includes a 5-pound bag of almonds or a giant sectional sofa, one thing is certain: you’re probably not spending just a few bucks. If you’ve ever wondered how to earn more credit card points on your Costco runs, this episode walks you through four smart, strategic ways to maximize rewards—whether you’re shopping in-store, online, or through a workaround like Instacart. You’ll learn which cards work, which ones don’t, and how to pick the best method based on your spending habits and points goals. This episode is your go-to guide for getting the most out of every Costco trip—without having to overhaul your strategy or juggle a dozen cards.   Get full show notes and transcript: https://pointmetofirstclass.com/maximize-points-costco/   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

A limited time elevated credit card bonus offer sounds amazing—so should you go for it? In this episode, I break down how to evaluate elevated credit card welcome bonuses so you can make a smart, strategic decision. Using the current Chase Sapphire Preferred offer as a real-world example, I walk through the three questions you need to ask before jumping on any limited-time offer: ✔ Are you even eligible? ✔ How will this card fit into your overall points and travel goals? ✔ What’s the opportunity cost of applying right now? Whether you’re new to points or deep in the game, this episode will help you avoid shiny bonus syndrome and make elevated offers work for you—not the other way around.   Get full show notes and transcript: https://pointmetofirstclass.com/evaluate-elevated-credit-card-bonuses/   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

What does it look like to fully optimize your life—not just financially, but how you travel, make decisions, and spend your time? In this episode, I’m joined by Chris Hutchins, host of All the Hacks, for a fast-paced conversation about how to get more value, joy, and efficiency from everything you do. We talk about optimizing credit card rewards, streamlining travel, removing decision fatigue, and using money as a tool—not just for freedom, but for alignment with your values. If you're the kind of person who loves a smart system, a good travel hack, or just wants to make everyday decisions easier and more intentional, this episode is packed with ideas and inspiration. Get full show notes and transcript: https://pointmetofirstclass.com/travel-money-life-hacks-chris-hutchins/ 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

With changes to credit card processing platforms and fee structures for 2025, the strategy for paying taxes with a credit card—and earning points while doing it—has shifted. In this episode, I’m joined by my good friend and points expert Dr. Sujatha Murali to walk you through the major changes in tax payment processing for 2025—and how to earn huge amounts of points while minimizing fees. We share our personal strategies for navigating quarterly tax payments, which types of cards to prioritize (and avoid), and how to use PayPal strategically to unlock the lowest fees possible when paying taxes with certain rewards cards. Whether you're paying $5K, $50K, or more in taxes, this is a must-listen if you're serious about turning expenses into travel. 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. Get full show notes and transcript:    Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!

Have you ever stood in front of your suitcase, overwhelmed, unsure what to pack—or panic-ordered outfits days before a trip that you’ll never wear again? You’re not alone. In fact, this episode might be exactly what your suitcase (and closet) needs. In this episode, I’m joined by Cassandra Sethi, personal stylist and founder of Next Level Wardrobe, who shares her system for making packing simple, efficient, and actually fun. We talk about how to get more outfits with fewer pieces, avoid the most common packing mistakes, and how to feel stylish and comfortable—whether you're heading to Paris or just to the airport. If travel packing always feels like a puzzle you can’t solve, this episode will help you finally crack it.   Get full show notes and transcript: https://pointmetofirstclass.com/stylist-travel-packing-guide/   Want to shape the show? Take the Point Me To First Class listener survey and share what you love and want more of!  

As someone who has booked over $192,000 worth of travel using points just this year, I've learned that mastering the art of points transfers is the key to unlocking incredible travel experiences. But knowing when and where to transfer your points isn't always straightforward or intuitive, especially when you're new to this hobby.    In this episode, I share 10 do's and don'ts of credit card points transfers. You'll hear my hard-won wisdom on everything from transfer ratios to avoiding common pitfalls. Whether you're a beginner or an experienced award traveler, you'll come away with actionable tips to help you book your dream trips using points.   Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/credit-card-points-transfers-tips   Eager to learn the secrets of award travel so that you can turn your expenses into unforgettable experiences? Join the Points Made Easy course here: https://pointmetofirstclass.com/pointsmadeeasy

Do you feel confident in your points redemption skills, or do you suspect you might be missing out on better deals? With a little knowledge and practice, you can learn to stack the key skills needed to get incredible value from your points, and I'm showing you how this week.    Tune in as I break down the six key levels of points redemption skill stacking. I explain how to know which level you're at currently, the specific skills to focus on building, and how to reach the next level so you can unlock incredible travel opportunities!   Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/skill-stacking-better-points-redemption   Get your copy of the Award Booking Calendars: Your Airline-by-Airline Guide here!   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

I share my top tips for running successful award flight searches gleaned from years of experience booking award travel.   Let's dive into the key differences between searching for cash flights versus award flights, and how to overcome the challenges of information overload and limited award seat inventory. I break down the most important mindset shifts and practical strategies you can start using today to increase your chances of finding your dream award flights.   Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/lessons-learned-top-tips-award-searches   Get your copy of the Award Booking Calendars: Your Airline-by-Airline Guide here!   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 this episode, I'm joined by DeAndre Coke, a financial advisor and an avid traveler who was ranked by Forbes as one of Virginia’s top financial security professionals for two consecutive years. DeAndre shares his experience using an innovative platform called Zil Money to pay payroll with his credit card, racking up huge amounts of valuable rewards points in the process.   Discover which credit cards offer the best earning rates when paying payroll through Zil, and how to think about the cost-benefit analysis of the processing fees. DeAndre breaks down his exact process for maximizing payroll points and shares some of the amazing trips he's taken and has planned by strategically leveraging this expense.   Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/turn-payroll-into-points-deandre-coke   Learn more about Zil Money here and enroll to start earning points for payroll.   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

Whether you're a seasoned pro or just starting out in the world of award travel, this episode is packed with actionable advice and real-world examples. I break down complex topics like transferable points currencies, positioning flights, and maximizing leftover gift card balances in a way that's easy to understand and apply to your own travel goals.   So grab a pen and paper (or just hit that bookmark button) because you won't want to miss a single nugget of wisdom in this value-packed episode. By the end, you'll have a clear roadmap for earning and redeeming points like a pro, plus some insider secrets for booking those elusive award flights.    Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/top-award-travel-questions-listener-q-a   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

Are you a medical professional looking for ways to leverage your CME funds for travel? I'm joined by Dr. Courtney Downes, a board-certified emergency medicine physician, Points and Travel strategist, and founder of Prescription to Travel MD. She helps healthcare professionals optimize credit card points and travel hacks for accessible leisure, adventure, wellness retreats, and CME.   Discover how to tap into your CME allowance for unforgettable trips, from wellness retreats to international adventures. Dr. Courtney breaks down the options available and shares tips for navigating employer restrictions. She also reveals her favorite credit card perks and benefits that can elevate your travel experiences.    Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/cme-secrets-dr-courtney-downes   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

From finding award availability to navigating the unique transportation logistics of getting to and from the Maldives, I walk you through everything that went into planning this ambitious trip. I also share my honest review of the flights we took, what it was like staying at the luxurious Park Hyatt Maldives, and how I kept food costs under control at the resort.   If the Maldives is on your travel wish list, you won't want to miss this jam-packed episode. With the right combination of points, creativity, and planning, you too can experience the unparalleled beauty of this island paradise.   Get full show notes and transcript: https://points.pointmetofirstclass.com/blog/maldives-dream-vacation   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