Point Me To First Class – Details, episodes & analysis

Ever look at Google Flights and wonder, "Should I use points for this or just pay cash?"

If you've ever felt unsure about which option gives you the best value, this episode is for you.

In the final episode of our Streamline, Stack, and Save mini-series, I'm joined by Julian Kheel, former editorial director at The Points Guy and senior editor at CNN, now founder of Points Path — a browser extension that works seamlessly within your browser when you're searching flights to show you whether points or cash is the better deal.

Points Path takes the guesswork out of booking. It helps you instantly compare cash fares and award redemptions on Google Flights, showing you where the real value lies so you can make the best booking decision every time.

We talk trends in the award travel landscape, how Points Path focuses on simplicity to take the guesswork out of choosing flights, and why this tool deserves a place in your browser. Whether you're a casual traveler or a seasoned award booker, you'll also hear how its alert feature can track award prices and let you know when they drop — so you don't have to keep checking.

Julian shares how Points Path was designed to focus on simplicity, taking the guesswork out of choosing flights so you always know the best option. With more than 10 years of experience working with some of the most trusted names in the award travel space, Julian brings both insight and innovation to how we think about booking smarter.

Get full show notes and transcript: https://pointmetofirstclass.com/plan-award-flights-faster-with-points-path/

Want to shape the show? Take the Point Me To First Class listener survey here 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

Do you ever find yourself opening multiple tabs, comparing shopping portal payouts, and trying to figure out which site is going to give you the most rewards for your online shopping — only to give up before you actually earn the points?

If that sounds familiar, today's episode is for you.

In this Streamline, Stack, and Save mini-series episode, I'm joined by Avneesh Kohli, founder of Savewise, a powerful tool that shows you exactly how to combine the best shopping portal payouts with card-linked offers — so you can maximize every online purchase without the hassle of manual tracking or endless research.

Savewise is a total game changer for award travelers who want to earn more points without wasting time. The platform automatically finds the best portal and card-linked combinations for each purchase, helping you get the highest payout possible — every time you shop online.

In this conversation, Avneesh and I talk about how Savewise works, why it's become one of my favorite online tools, and how it helps you earn more points with less effort. We also dive into how it fits into a broader points-earning strategy, why automation is key to long-term success, and how you can start using it right now — just in time for holiday shopping.

Whether you're new to the points world or a seasoned award traveler, this episode will help you make every purchase count.

Get full show notes and transcript: https://pointmetofirstclass.com/track-and-save-money-with-savewise/

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.

If there's one thing nearly every points traveler has done at least once, it's book a flight, hotel, or car rental directly through their credit card's online travel portal. With promises of 5x, 8x, even 12x bonus points, it can feel like the obvious choice. But as I share in today's episode, those tempting multipliers often come at a serious cost—and the reasons why may surprise you.

In this episode, I walk through the top five reasons you should avoid booking through credit card travel portals like Chase, Amex, Citi, and Capital One. From losing out on elite status perks and upgrades to paying more for the same flights or hotel rooms, I reveal the hidden downsides that don't show up until it's too late. You'll also hear real-world stories from travelers who faced everything from missing reservations to costly rebookings—all because they used a portal instead of booking direct.

Even more importantly, I'll explain how using your points through a portal can devalue them by 2–10x compared to transferring to partners. I share specific examples, including how I used Chase points with Hyatt for a $65,000+ stay that would have cost 3.6 million points through the portal. Whether you're new to points or have been booking this way for years, this episode will help you avoid costly mistakes and make smarter choices with your rewards.

Turn your expenses into points and save tens of thousands of dollars a year on your wishlist travel. Don't miss out! Click here http://www.pointmetofirstclass.com/pointsmadeeasy to know more about my comprehensive online program, Points Made Easy. Enrollment opens on September 20, 2025 to September 27, 2025.

Want to know what's really possible with your points? Don't just take it from me—hear from members who've used Points Made Easy to completely change the way they travel. From business class flights to dream vacations, their results speak for themselves. Watch their stories here - https://points.pointmetofirstclass.com/points-made-easy-success-stories

Today, I'm joined by Dr. Erin Casey, a retired hematologist-oncologist turned hospitalist. As a solo points earner without high expenses, Erin wasn't sure if she could earn as many points as those who play the points game with a spouse or friend. Yet, she implemented a strategy to maximize her points, and if you're in a similar situation, you can too.

Tune in this week to discover how Dr. Erin Casey earned over one million points in 2023 without having a two-player strategy. Erin is sharing the specific challenges she faced with minimal expenses. Learn how to start identifying the highest-yield points strategies for you and your specific needs.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/solo-points-earners-dr-erin-casey

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy

How do you end 2023 strong and ensure you aren't missing out on any valuable benefits from your rewards credit cards? We're fast approaching the end of the year, so it's time to do some points housekeeping. I'm reviewing five things I do to ensure I'm on track to hit my points and travel goals for the year.

Tune in this week to discover how to round out 2023 while staying on track with your rewards points. I'm showing you three ways to make sure you're taking advantage of your use-or-lose offers, and I'm discussing everything you need to consider about points transfers, purchasing points, and maintaining your status in your loyalty programs.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/year-end-checklist

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy

A LOT has changed in the rewards card world since I got my first points earning credit card in 2012. Join me today to discover the first five rewards credit cards I got when I started my points journey, why I wouldn't recommend most of those cards to people now, and what I would do differently if I was starting all over again. While the cards I'm sharing today may not be perfect for you, this episode is packed with considerations you need to make when choosing your first rewards cards and starting your own points journey.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/credit-journey-started-now

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy

Today, I'm joined by another physician-entrepreneur who is taking her travel experiences to the next level by leveraging her business expenses: Dr. Amita Kumar. Dr. Kumar is a primary care physician in San Antonio, Texas. Recently, she decided to take a sabbatical from her clinical practice and since one of her passions is traveling with her family, she has found a more economical way to do so by utilizing credit card points.

She is discussing her love of planning, the kind of planning drama that comes up for her clients, and she's sharing how she helps people overcome their planning blocks so they can start making the most of the points they earn and the time they spend traveling.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/travel-planning-amita-kumar

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy

I'm sharing a recent conversation I had on the Analyze Scripts podcast. Analyze Scripts is hosted by Yale-trained psychiatrist Katrina Furey, MD, and psychotherapist Portia Pendleton, LCSW, analyzing the depiction of mental health in TV and film. In this conversation, we discussed the movie The Best Exotic Marigold Hotel and what we can learn about ourselves and travel from the characters in the movie. Katrina and Portia are also exploring the world of rewards points themselves, so there's something in this episode for everybody.

Discover what we can learn about ourselves from the characters in The Best Exotic Marigold Hotel, why this movie is a great insight into the reality of getting out of your comfort zone, and the huge impact that travel can have on our lives.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/analyze-scripts-podcast

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy

Last week, Lyn shared how to earn your Southwest Companion Pass and how the pass works. We're picking up right where we left off, discussing the specific points activities that do and don't count toward qualifying for a Companion Pass, and Lyn is sharing a strategy you can use to make sure you qualify for a Companion Pass by early 2024.

Tune in this week to discover how to qualify for unlimited flights through the Southwest Companion Pass. Also, learn three common mistakes you need to avoid when working toward your own Companion Pass, so you don't run into any surprises as you get your hands on your Southwest Companion Pass.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/southwest-companion-pass-lyn-mettler-2

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy

I'm joined by Southwest expert Lyn Mettler, and she's breaking down everything you need to know about the coveted Southwest Companion Pass. In 2015, she discovered how to fly her family of 4 free to all the places she'd written about, going from one car trip a year to flying free six times every year around the US, Europe, and the Caribbean. She now teaches hundreds of families this same simple system through her Families Fly Free membership, where her mission is to bring families together through travel.

Tune in this week to discover why people go nuts over the Southwest Companion Pass. We are discussing whether working to qualify for the Southwest Companion Pass is the right fit for your travel plans, what can go wrong when trying to earn this valuable points-travel perk, and be sure to come back next week when Lyn will be sharing her tips for earning your Companion Pass using a repeatable but tricky process.

Get full show notes and more information here: https://www.pointmetofirstclass.com/blog/southwest-companion-pass-lyn-mettler-1

Join the waitlist for Points Made Easy here: https://www.pointmetofirstclass.com/pointsmadeeasy