Revolutionizing Your Journey: Travel With Points & Miles

Welcome to ‘Revolutionizing Your Journey: Travel With Points & Miles, with DeAndre Coke, brought to you by BoldlyGo. Beyond being the founder of BoldlyGo, DeAndre has a deep expertise in financial planning through owning his own financial planning firm. This finance background has provided him with unique insights, enabling him to navigate the travel landscape with ease and maximize the value of travel for himself and his clients through the use of points and miles to experience luxury travel for nearly free. On this podcast, we’re all about assisting budding explorers in tackling their travel hurdles, teaching the best strategies using points and miles, and highlighting the busy professionals that find time to get away. Expect travel tips, unforgettable destination stories, and guidance on maximizing your rewards points. Whether you’re a seasoned traveler or just starting out, join us in exploring the best of global travel, and learn to experience nearly free luxury travel yourself.

Episodes

Quick Hits: Is it Time to Give Up the Capital One Venture X? Huge IHG SUB, Thrifty Traveler’s 10th Birthday and More!

June 6, 2025 • 19 mins

In this value-packed Quick Hits episode, DeAndre Coke breaks down the most significant developments in the points and miles world—from exciting transfer bonuses and premium card promos to major airline pricing changes and credit card legislation that could impact your travel rewards. He highlights Thrifty Traveler’s limited-time 50% off deal, an elevated IHG card bonus offering 5 free nights, new baggage fees from Southwest, and a ...

Mark as Played

The Psychology of Points: Mastering Behavior, Not Bonuses (Ep. 77)

June 4, 2025 • 26 mins

This episode isn't about earning your next big bonus or finding the hottest travel deal—it’s about the mindset that makes all of it sustainable. DeAndre Coke shares a powerful solo session unpacking how mastering points and miles is less about tactics and more about behavior. Drawing insights from the book “The Psychology of Money” and over a decade of advising experience, he explains why understanding your habits, defining your ...

Mark as Played

Unforgettable Stay at The Estate Yountville | Napa Valley’s Hidden Gem! [YouTube Bonus]

June 2, 2025 • 9 mins

In this YouTube bonus episode of Revolutionizing Your Journey, DeAndre Coke recaps his recent all-cash stay at The Estate Yountville, a luxury resort in the heart of Napa Valley. From the moment of arrival—greeted with wine and surrounded by tree-lined serenity—to the property's 24-hour pool, fire pits, and high-end amenities, DeAndre offers a full breakdown of what makes this resort both elegant and approachable. He explores the w...

Mark as Played

Quick Hits: Last Call for ANA Round The World Tickets, Score Kimpton Freebies this Summer, and More!

May 30, 2025 • 8 mins

Looking to stay ahead in the world of travel rewards? In this week’s Quick Hits episode of Revolutionizing Your Journey, host DeAndre Coke delivers a rapid roundup of the most essential travel news and deals you need to know right now. From a 50% discount on Thrifty Traveler Premium to a Clear membership price hike, quirky hotel promotions, and the end of an iconic round-the-world points redemption, this episode is packed with ti...

Mark as Played

The Ultimate Guide to Saving on your next Disney Trip with Chelsea of @pixiepointgals (Ep. 76)

May 28, 2025 • 52 mins

Planning a Disney trip and want to save big without sacrificing comfort? In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Chelsea from Pixie Point Gals to uncover the real magic behind using the Disney Vacation Club (DVC) and travel points to experience Disney like never before. Chelsea breaks down how families can rent DVC points—even without a membership—and stay at deluxe Disney resorts for a fr...

Mark as Played

Quick Hits: Insane Rakuten Deals, an Unfortunate End to the Amex to Alaska Airlines Loophole, and More!

May 23, 2025 • 22 mins

Looking to maximize your points game and stay ahead of the travel curve? In this extended Quick Hits episode, DeAndre Coke dives into one of the busiest travel news weeks yet. From Rakuten and SoFi points play to Delta’s award rate drops and United’s sleek new Polaris business class suites, there’s something for every traveler. He covers the Hilton Honors devaluation, a limited-time AA award sale, and the end of the valuable Amex-...

Mark as Played

Are Credit Card Points Taxable? A CPA Explains What the IRS Actually Cares About with Rachel Earl (Ep. 75)

May 21, 2025 • 45 mins

Are your points and miles taxable? In this episode, host DeAndre Coke is joined by CPA Rachel Earl to demystify the often-confusing world where travel rewards and taxes meet. They unpack how the IRS views points earned from credit card sign-up bonuses, referral links, and cashback programs, and clarify when travel rewards might be considered income. The conversation also dives into smart tax planning strategies that can earn you...

Mark as Played

[YouTube Bonus] How I Stayed at a $7,500 Ski Resort for FREE Using Points | Park Hyatt Beaver Creek Review

May 19, 2025 • 10 mins

Can you enjoy a luxury ski trip for almost free? In this episode, DeAndre Coke shares his four-night stay at the 5-star Park Hyatt Beaver Creek in Colorado—paid entirely with points and miles. This trip had everything from a suite upgrade and gourmet breakfasts to ski-in, ski-out access and firepit s’mores. Tune in to hear how DeAndre booked the stay, tips for maximizing your points, and what to expect from one of Colorado’s mo...

Mark as Played

Quick Hits: Hyatt Adds The Standard Hotels, Emirates First Class Lockdown, Rakuten Promo Alert & More!

May 16, 2025 • 14 mins

Planning your summer 2025 travel? Now might be the perfect time to book. In this Quick Hits episode, DeAndre Coke shares key updates from his recent trip to Roatan and fresh news in the points and miles world. He covers limited-time transfer bonuses, how to spot travel savings on previously booked trips, and why Rakuten’s 7,500 Amex point promo is worth jumping on. You’ll also hear why Newark Airport might be best avoided for now...

Mark as Played

From Gigs to Getaways: How Musicians Can Travel Smarter Using Points & Miles with @miles_maestro (Ep. 74)

May 14, 2025 • 35 mins

How can musicians and creatives take advantage of points and miles to make travel more affordable—and more meaningful? In this episode of Revolutionizing Your Journey, host DeAndre Coke chats with musician and points enthusiast Matt Jamele, better known as @miles_maestro, about the travel challenges artists face and the strategies that can make the road a little smoother. Matt shares how his desire to travel more—despite the fina...

Mark as Played

Quick Hits: Real ID Is Finaly Here, 2 Top Credit Card Offers Are Ending Soon & More!

May 9, 2025 • 6 mins

How do you stay updated with travel news while soaking up the sun in paradise? In this Quick Hits episode, DeAndre Coke checks in from the beautiful Kimpton Grand Roatán Resort in Honduras, where he shares a snapshot of the latest travel and points and miles updates. He covers the current round of valuable transfer bonuses from Capital One, Chase, Citi, and more—along with timely reminders like the launch of REAL ID requirements i...

Mark as Played

Travel Smarter with Joy & Mara of @savvytravelmamas: Points, Timeshares & Travel Freebies (Ep. 73)

May 7, 2025 • 60 mins

Can vacation clubs and timeshares be worth it, and how do you avoid the traps? In this episode of Revolutionizing Your Journey, host DeAndre Coke welcomes Joy Smith and Mara Rice, better known as the Savvy Travel Mamas, for a candid conversation on travel strategies, points and miles, and making family vacations a reality without breaking the bank. Mara shares how she started travel hacking decades ago out of financial necessity....

Mark as Played

Quick Hits: Chase & Amex Pause Emirates Transfers, The Zil Money Payroll Saga Continues and More!

May 2, 2025 • 13 mins

Is travel finally getting cheaper again? In this Quick Hits episode, DeAndre Coke breaks down the latest shifts in travel trends, including a noticeable drop in flight prices and increased award seat availability, especially in business and first class. He explains why now might be the ideal time to snag flight deals using points or cash and shares valuable tools for smarter travel booking, including the newly launched hotel search...

Mark as Played

Unlock the Vatican and Other Hidden Gems in Rome: Travel Tips From a Local with Angelo of @LivTours (Ep. 72)

April 30, 2025 • 48 mins

What makes a travel experience unforgettable? In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with Angelo, a dynamic entrepreneur who leaped from the performing arts to crafting bespoke travel experiences across Europe. Angelo shares how his background shaped his approach to building personal, intimate tours that focus on emotional connections rather than just checking off sights. The conversation take...

Mark as Played

Quick Hits: AA’s Free Wi-Fi, Bilt Rent Reward Strategy & Google Flights Update

April 25, 2025 • 8 mins

How can a trip to Napa and a few updates completely shift how you think about points, perks, and booking tools? In this Quick Hits episode, DeAndre Coke checks in from the stunning Estate Yountville in Napa Valley, sharing major news from the world of travel, credit cards, and points and miles. He covers Bilt’s new rent payment option—even if you don’t use a Bilt card, you can now earn points while paying rent, with a small fee. A...

Mark as Played

Planning the Ultimate F1 Grand Prix Experience on Points with Jenna of @travelersinlaw (Ep. 71)

April 23, 2025 • 51 mins

Ever wondered how to make luxury travel to a world-class Formula 1 race affordable? In this episode of Revolutionizing Your Journey, host DeAndre Coke sits down with attorney-turned-travel-hacker Jenna of @travelersinlaw to explore exactly that. Jenna shares how she went from burnout in the legal profession to building a lifestyle fueled by points and miles—one that now includes an upcoming trip to the F1 Italian Grand Prix 2025 ...

Mark as Played

Quick Hits: ANA’s Devaluation, How to re-qualify for Chase’s Biggest Bonus & More!

April 18, 2025 • 11 mins

Is ANA’s legendary around-the-world ticket going away for good? In this Quick Hits episode, DeAndre Coke checks in from the Dominican Republic—on a site visit for his upcoming wedding—to bring you the latest news in the world of travel, points, and miles. He breaks down ANA’s significant devaluation, explains the ticking clock on booking their coveted around-the-world ticket, and clarifies who’s eligible for Chase Sapphire Preferr...

Mark as Played

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

April 16, 2025 • 57 mins

Can you build a business and a travel lifestyle at the same time? In this episode of Revolutionizing Your Journey, dermatologist and entrepreneur Andrea Mabry joins host DeAndre Coke to reveal how she leveraged high-value business expenses to earn millions of points and miles. From negotiating with contractors on a multi-million dollar clinic build to strategically choosing between Chase, Capital One, and Amex cards, Andrea share...

Mark as Played

[YouTube Bonus] Tucson: The U.S. Food City You’ve Never Heard Of (But Should Eat In ASAP)

April 14, 2025 • 10 mins

Tucson, Arizona, might be America’s most underrated food city—and we’re here to tell you why. From handmade tortillas and Sonoran beef to standout dinners at Charro Del Rey and Bata, this trip turned into a full-on foodie journey. In this special podcast release, we also discuss how we earned 18,000 American Airlines miles on a cash booking, explore Tucson’s status as the first UNESCO City of Gastronomy in the U.S., and share thoug...

Mark as Played

Quick Hits: Flight Delays & Travel Insurance Tips, Chase Sapphire’s 100K Bonus Offer & More!

April 11, 2025 • 23 mins

Ever wondered how to turn a flight delay into a travel win? In this Quick Hits episode, DeAndre Coke shares his firsthand experience dealing with unexpected travel disruptions and how tools like travel insurance and flight vouchers saved the day. He unpacks the importance of being prepared, how to maximize value from travel credits, and what travelers can learn from chaotic moments. The episode also covers breaking news on Chase...

Mark as Played

Popular Podcasts

Stuff You Should Know

If you've ever wanted to know about champagne, satanism, the Stonewall Uprising, chaos theory, LSD, El Nino, true crime and Rosa Parks, then look no further. Josh and Chuck have you covered.

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Follow now to get the latest episodes of Dateline NBC completely free, or subscribe to Dateline Premium for ad-free listening and exclusive bonus content: DatelinePremium.com

24/7 News: The Latest

The latest news in 4 minutes updated every hour, every day.

True Crime Tonight

If you eat, sleep, and breathe true crime, TRUE CRIME TONIGHT is serving up your nightly fix. Five nights a week, KT STUDIOS & iHEART RADIO invite listeners to pull up a seat for an unfiltered look at the biggest cases making headlines, celebrity scandals, and the trials everyone is watching. With a mix of expert analysis, hot takes, and listener call-ins, TRUE CRIME TONIGHT goes beyond the headlines to uncover the twists, turns, and unanswered questions that keep us all obsessed—because, at TRUE CRIME TONIGHT, there’s a seat for everyone. Whether breaking down crime scene forensics, scrutinizing serial killers, or debating the most binge-worthy true crime docs, True Crime Tonight is the fresh, fast-paced, and slightly addictive home for true crime lovers.

The Clay Travis and Buck Sexton Show

The Clay Travis and Buck Sexton Show. Clay Travis and Buck Sexton tackle the biggest stories in news, politics and current events with intelligence and humor. From the border crisis, to the madness of cancel culture and far-left missteps, Clay and Buck guide listeners through the latest headlines and hot topics with fun and entertaining conversations and opinions.

Advertise With Us

Revolutionizing Your Journey: Travel With Points & Miles

Episodes

.css-14f5ked{margin:0;word-break:break-word;display:-webkit-box;-webkit-box-orient:vertical;box-orient:vertical;-webkit-line-clamp:2;overflow:hidden;}Quick Hits: Is it Time to Give Up the Capital One Venture X? Huge IHG SUB, Thrifty Traveler’s 10th Birthday and More!

.css-r6mb8g{margin:0;word-break:break-word;display:-webkit-box;-webkit-box-orient:vertical;box-orient:vertical;-webkit-line-clamp:1;overflow:hidden;}The Psychology of Points: Mastering Behavior, Not Bonuses (Ep. 77)

Unforgettable Stay at The Estate Yountville | Napa Valley’s Hidden Gem! [YouTube Bonus]

Quick Hits: Last Call for ANA Round The World Tickets, Score Kimpton Freebies this Summer, and More!

The Ultimate Guide to Saving on your next Disney Trip with Chelsea of @pixiepointgals (Ep. 76)

Quick Hits: Insane Rakuten Deals, an Unfortunate End to the Amex to Alaska Airlines Loophole, and More!

Are Credit Card Points Taxable? A CPA Explains What the IRS Actually Cares About with Rachel Earl (Ep. 75)

[YouTube Bonus] How I Stayed at a $7,500 Ski Resort for FREE Using Points | Park Hyatt Beaver Creek Review

Quick Hits: Hyatt Adds The Standard Hotels, Emirates First Class Lockdown, Rakuten Promo Alert & More!

From Gigs to Getaways: How Musicians Can Travel Smarter Using Points & Miles with @miles_maestro (Ep. 74)

Quick Hits: Real ID Is Finaly Here, 2 Top Credit Card Offers Are Ending Soon & More!

Travel Smarter with Joy & Mara of @savvytravelmamas: Points, Timeshares & Travel Freebies (Ep. 73)

Quick Hits: Chase & Amex Pause Emirates Transfers, The Zil Money Payroll Saga Continues and More!

Unlock the Vatican and Other Hidden Gems in Rome: Travel Tips From a Local with Angelo of @LivTours (Ep. 72)

Quick Hits: AA’s Free Wi-Fi, Bilt Rent Reward Strategy & Google Flights Update

Planning the Ultimate F1 Grand Prix Experience on Points with Jenna of @travelersinlaw (Ep. 71)

Quick Hits: ANA’s Devaluation, How to re-qualify for Chase’s Biggest Bonus & More!

How Business (and Life) Partners Can Turn Shared Expenses Into Luxury Travel with Dr. Andrea Mabry (Ep. 70)

[YouTube Bonus] Tucson: The U.S. Food City You’ve Never Heard Of (But Should Eat In ASAP)

Quick Hits: Flight Delays & Travel Insurance Tips, Chase Sapphire’s 100K Bonus Offer & More!

Popular Podcasts

Quick Hits: Is it Time to Give Up the Capital One Venture X? Huge IHG SUB, Thrifty Traveler’s 10th Birthday and More!

The Psychology of Points: Mastering Behavior, Not Bonuses (Ep. 77)