Podcast
April 19, 2023
Money + Relationships: Building and Living Your Rich Life Together with Ramit Sethi
#112: Bestselling author Ramit Sethi joins Chris to discuss money and relationships. They talk about building a shared vision for a rich life, the importance of normalizing conversations about money, practical tips for manag…
April 12, 2023
Mailbag #8: Earning More Points, Top Listener Tips, Monitoring Price Drops, Paying Taxes on a Credit Card and More
#111: Host Chris Hutchins covers top tips from listeners, paying taxes with your credit card, tactics for earning more points, monitoring flights for fare drops, hotel discounts, southwest companion pass and more. This episo…
April 5, 2023
Travel Smarter, Cheaper and Longer with Nomadic Matt
#110: Travel expert and author Nomadic Matt (Matt Kepnes), joins Chris to reflect on their most unforgettable travel experiences and discuss the importance of staying flexible, embracing a slow travel philosophy, and living …
March 29, 2023
Living a Happier Life, Saying No, and Prioritizing Goals with Derek Sivers
#108: Writer and entrepreneur Derek Sivers joins Chris to discuss decision-making, having meaningful experiences, personal happiness, journaling, saying no, and parenting. They also touch on the subject of traveling with chi…
March 24, 2023
Journey to Antarctica: Exploring the Beauty and Luxury of the 7th Continent with Leigh Rowan
#108: Travel expert Leigh Rowan joins Chris to discuss his most recent trip to the interior of the ice-capped continent of Antarctica. Leigh describes the luxurious dwellings and unique expeditions available to tourists and …
March 22, 2023
Italy Unlocked: Insider Tips, Must-See Destinations and Booking Flights/Hotels on Points with Leigh Rowan
#107: Italy travel expert Leigh Rowan joins Chris for a third time to discuss all things Italy. Leigh talks about why he feels most at home in the country with the most spectacular cuisine, gorgeous coastlines, ancient ruins…
March 15, 2023
Mailbag #7: Listener Tips, SVB Collapse, Treasury Bills, Bank Bonuses, Top Deals and More
#106: Host Chris Hutchins shares top tips from listeners, thoughts on the SVB collapse, some great deals to take advantage of now ways to invest in treasury bills, ways to get deals on concert/theatre tickets, how he's inves…
March 8, 2023
Overcoming Fear, Processing Failure, and Why Having a Plan B Holds You Back with Matt Higgins
#105: Serial entrepreneur Matt Higgins joins Chris discuss how people can stop getting held back from their full potential. They talk about why a backup plan might be what's holding them back. They also lay out a framework t…
March 1, 2023
Optimizing Your Insurance Policies (Auto, Home/Renters, Umbrella, Life, Disability, Pet, and Travel)
#104: In this episode, Chris covers all things insurance. He explains the process he went through to reduce the cost of his insurance policies as much as possible while still maintaining adequate coverage from a reputable ca…
Feb. 22, 2023
Determination, Achieving the Impossible and Pursuing Your Passion with Tony Hawk
#103: Skateboarding legend Tony Hawk joins Chris to discuss his extraordinary career and how drive, tenacity, and motivation made it all possible. Tony also shares his favorite travel destinations, offers guidance on followi…
Feb. 15, 2023
Traveling to Japan with Points & Miles
#102: Host Chris Hutchins ( @hutchins ) breaks down the different ways you can use your points and miles for free flights to Japan. He also discusses how to use your points for free hotel/resort stays in Japan, and shares so…
Feb. 8, 2023
Planning the Best Japan Trip Ever with Brandon Pressor
#101: Travel writer Brandon Presser joins Chris to discuss all things Japan. They cover why they both love the country so much, what makes it worth a visit, where you should go, what you should see and do, and all the incred…
Feb. 1, 2023
Reflecting on the Podcast, Valuing Time and Focusing on the Year Ahead with Brad Barrett
#100: Financial independence (FI) expert Brad Barrett joins Chris to reflect on getting to 100 episodes of the podcast. They share some major lessons they've learned recently, discuss how to value their time and share how th…
Jan. 25, 2023
Top Ways to Make This Year Amazing and Seven Simple Questions for Your Annual Review with Sahil Bloom
#99: Investor and entrepreneur Sahil Bloom joins Chris to discuss performing a personal annual review. Sahil outlines the seven questions everyone should ask when reflecting on the previous year and establishing goals for th…
Jan. 18, 2023
Buy Back Your Time: Get Unstuck, Increase Productivity and Live the Life You Want with Dan Martell
#98: Serial entrepreneur and best-selling author Dan Martell joins Chris to talk about buying back time. They discuss the value of adopting the right mindset, techniques for scheduling your time, tools to streamline processe…
Jan. 11, 2023
Optimizing Your Health: Diagnostic Tests, Choosing a Doctor, Sleep, Longevity, Inflammation and More with Dr. Jordan Shlain
#97: Physician and entrepreneur, Jordan Shlain MD, joins Chris to discuss optimizing your health. They cover the pillars of longevity, how things like sleep, diet, and exercise affect your overall health, finding a new physi…
Jan. 4, 2023
Money + Travel Q&A (Where to Put Cash, Paying Down Debt, How to Book Hotels, Optimizing Points with Your Spouse and More)
#83: Host Chris Hutchins tackles questions about earning points with your spouse, where to put cash savings, investing vs. paying down a mortgage, when to book hotels in the travel portal, saving money on data while travelin…
Dec. 28, 2022
Top Learnings, Tactics and Credit Cards of 2022
#95: Chris shares his top 10 learnings and takeaways from the past year of the Podcast, which covers time management, personal finance, happiness, regret, negotiating, marriage, communication and more. He also recaps some of…
Dec. 21, 2022
How to Experience London Like a Local and Get There on Points with Jessica Dante (+ Chris' Trip Report)
#94: Founder of Love and London, Jessica Dante, joins Chris to discuss all things London. They cover what to eat, see, do, and where to stay. Jessica also shares her favorite hidden gems, offers alternatives to overhyped tou…
Dec. 17, 2022
2022 Holiday Gift Guide
#93: Today, I wanted to share a 2022 Holiday Gift Guide, with my favorite products, gifts and past purchases that might make good gift ideas this holiday season. Hope you enjoy! Written version of the 2022 Gift Guide: chrish…
Dec. 14, 2022
Year End Checklist for Your Money, Taxes, Points and Miles
#92: Chris shares his list of the top year end optimizations to consider for your taxes, money, points and miles. That includes tax-loss harvesting, charitable deductions, retirement contributions and FSA/HSAs. It'll also co…
Dec. 7, 2022
Die With Zero: Net Fulfillment Over Net Worth with Bill Perkins
#91: Hedge fund manager and author, Bill Perkins, joins Chris to talk about what it actually means to die with zero. They discuss why you should focus on net fulfillment in each stage of life, what types of experiences to pr…
Nov. 30, 2022
Work Tactics: Finding a Job, Negotiating Comp, Managing Up, Getting Promoted and More with Lenny Rachitsky
#90: Top podcast host, Lenny Rachitsky joins Chris to discuss work-related techniques for success. They talk about finding a job that aligns with your interests, ways to stand out and get noticed, nailing your interview, eff…
Nov. 23, 2022
Booking Flights with Points and All Things Award Travel with Tiffany Funk
#89: Award travel pro Tiffany Funk joins Chris to talk about booking flights with miles, the advantages of having travel flexibility, the ins and outs of transferring points, ways to put your points and miles to good use, an…