DeAndre Coke

The BoldlyGo Podcast: Revolutionizing Your Journey

Society EN ↓ 253 episodes

The BoldlyGo Podcast: Revolutionizing Your Journey is your inside pass to traveling better, farther, and more luxuriously using points, miles, and smart travel strategies. Hosted by financial advisor and world traveler DeAndre Coke alongside his wife and travel partner Taryn Gisbert, the show explores how everyday people are unlocking bucket-list experiences around the world—often for a fraction of the normal cost. Each episode features conversations with travelers, creators, families, and industry experts who share practical strategies, unforgettable stories, and the real-world systems they u...

Author

DeAndre Coke

Category

Society

Podcast website

boldlygo.world

Latest episode

Jul 10, 2026

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Episodes

Quick Hits: Bilt Rent Day Is Now “Meh”, Hyatt Devaluation Thoughts & More! 01.05.2026

In this Quick Hits episode, DeAndre breaks down a busy week across the points and miles world, with a strong focus on recent devaluations, shifting transfer bonuses, and new opportunities to watch. He covers Bilt’s latest Rent Day promo, highlighting reduced Avios transfer bonuses and newly introduced caps that signal a shift in strategy after previous generous offers. The episode also dives into...

Grand Hyatt Vail vs Park Hyatt Beaver Creek: Which Ski Resort Is Worth Your Points? (Ep. 124) 29.04.2026

In this episode of Revolutionizing Your Journey, DeAndre welcomes back Chris Wallace and Katie Powers to break down their recent ski trips at Grand Hyatt Vail and Park Hyatt Beaver Creek Resort and Spa. They take listeners inside both properties, comparing everything from booking strategies and points redemptions to ski access, room quality, dining, and overall atmosphere. With Hyatt award changes...

Hong Kong Grand Hyatt: Worth The HYPE? (Free Club Access Secret!) [YouTube Bonus] 27.04.2026

In this YouTube bonus episode of Revolutionizing Your Journey podcast, DeAndre Coke shares a full review of Grand Hyatt Hong Kong and explains how this luxury stay became one of the best-value hotel redemptions of the trip. The episode covers why location matters so much in Hong Kong, especially for travelers who want quick access to transit, ferries, and walkable city experiences. Sitting on the...

Quick Hits: How One Listener Requested and got TWO 300k Amex Biz Plat SUBs Sent To Him & Other Points & Miles News! 24.04.2026

In this Quick Hits episode, DeAndre returns from the Points Travel Festival in Toronto with fresh insights, new connections, and exciting future guest opportunities for the show. He shares why the event delivered major value and why points enthusiasts should consider attending next year. He also breaks down several timely opportunities in the points and miles world, including a high level Amex Bus...

From Getting Stranded in St. Thomas to Flying Emirates, Qsuites & The Residence with Cappy Sinclair (Ep. 123) 22.04.2026

In this episode of Revolutionizing Your Journey, DeAndre sits down with Cappy, a dentist and travel enthusiast who has turned his professional expenses into a powerful engine for earning points and miles. They break down how Cappy built a strategy around his dental practice to maximize rewards, balancing welcome bonuses with ongoing spend while staying aligned with real business needs. The convers...

Quick Hits: Last Call for 1:4 Citi Transfers to Preferred Hotels, New Amex Biz NLL Offers & More! 17.04.2026

In this Quick Hits episode, DeAndre covers a packed week in the world of points, miles, and travel, starting with major updates around the first-ever Boldly Go community meetup and how to secure early access for the best award availability. He breaks down several high-value credit card opportunities, including Amex Business Gold and Platinum no lifetime language offers, targeted Amex hotel credits...

128 Countries Later: Caroline Lupini’s Points & Miles Fueled Digital Nomad Life (Ep. 122) 15.04.2026

In this episode of Revolutionizing Your Journey, DeAndre sits down with Caroline Lupini to unpack what life really looks like as a full-time traveler who has explored more than 128 countries. They take you inside her transition from a traditional engineering career to building a location-independent lifestyle powered by points and miles. Caroline breaks down how she chooses destinations, balances...

We Flew The World's Longest Flight for $30: Singapore Airlines JFK to SIN Review [YouTube Bonus] 13.04.2026

In this bonus episode, we take you inside one of the longest flights in the world, flying Singapore Airlines business class from John F. Kennedy International Airport to Singapore on a nearly 19 hour journey that tests both luxury and endurance. We break down exactly how this $9,300 experience was booked for almost nothing out of pocket using points, along with the full airport strategy that set t...

Quick Hits: The First EVER BoldlyGo Meetup, This Week’s Most Important Points & Miles News & More! 10.04.2026

In this week’s Quick Hits, DeAndre blends a powerful community story with actionable updates across the points and miles space. He opens with a feel good moment from Roatan, where a simple recommendation shared with the audience turned into real impact for a local driver and his family. What started as a single connection has now led to over 100 referrals, highlighting how this community can creat...

Inside Hilton Honors: A Deep Dive with Hilton VP Brad Anderson (Ep. 121) 08.04.2026

In this episode of Revolutionizing Your Journey, DeAndre sits down with Brad Anderson, Vice President of Hilton Honors, for a deep dive into one of the most influential hotel loyalty programs in the world. The conversation explores how Hilton Honors has evolved, what drives its strategy, and how real traveler feedback shapes the benefits members receive. A major focus is the introduction of the ne...

The Absolute Worst Month To Visit Tulum (And When To Go Instead) [YouTube Bonus] 06.04.2026

In this bonus episode of our podcast, we break down exactly when to visit Tulum based on your travel style, not just generic advice. DeAndre shares firsthand experience from multiple trips, highlighting how timing can completely change the experience from picture-perfect beaches to frustrating conditions. The episode walks through Tulum’s seasonal patterns, including dry season, shoulder months, a...

The “No Chill” Points & Miles Strategy That Changed How Rosie Calig Travels (Ep. 120) 01.04.2026

In this episode of Revolutionizing Your Journey, DeAndre Coke sits down with Rosie, one of the most active members of the Boldly Go community, to break down her rapid rise in the world of points and miles. Rosie shares how her journey started in 2022 after becoming a parent, with a goal of making travel more affordable for her family. What began as budget travel quickly evolved into luxury experie...

Quick Hits: Will Globalist Status Get Watered Down? Our Podcast Library Launch & More! 27.03.2026

In this Quick Hits episode, DeAndre Coke shares an exciting update on the launch of a fully searchable podcast library on the BoldlyGo website, making it easier than ever to find episodes by topic, experience level, or strategy. On the points and miles side, several notable updates stand out. Citi ThankYou points are facing a devaluation in transfer rates to Choice Privileges and Preferred Hotels,...

When Travel Isn’t Perfect, And How to Pivot - 33 Day Honeymoon Part 4 (Ep. 119) 25.03.2026

In this episode of Revolutionizing Your Journey, DeAndre Coke and Taryn Gisbert share the side of travel most people never talk about. Their 33 day honeymoon was filled with unexpected challenges, from delays and lost luggage to a stressful medical situation caused by forgotten medication. They walk through how each situation unfolded and the strategies that helped them stay calm and in control. A...

Quick Hits: How I Turned a Card Renewal into 250K Points, Global Entry Update & More! 20.03.2026

In this Quick Hits episode, DeAndre Coke covers a mix of travel updates, loyalty program changes, and real world strategies from his own recent bookings. He starts with a reminder about the upcoming Boldly Go community meetup and encourages listeners to participate in the survey to help shape the event. On the travel side, Global Entry has resumed normal operations after a temporary disruption, th...

Our 2 INCREDIBLE Weeks In New Zealand - Full Itinerary, Tips & Tricks - Honeymoon Part 3 (Ep. 118) 18.03.2026

In this episode of Revolutionizing Your Journey, DeAndre Coke and Taryn Gisbert wrap up their 33-day honeymoon with a deep dive into their two-week adventure across New Zealand. They start with a key lesson learned early: booking ahead is critical, especially during peak travel months from November through February. Their journey begins in Auckland, where they stayed at the Park Hyatt Auckland and...

Secrets Tulum All Inclusive Review: Worth It? (Full Resort Tour) [YouTube Bonus] 16.03.2026

In this YouTube bonus episode, DeAndre reviews his and Taryn’s stay at Secrets Tulum Resort & Beach Club, an adults only all inclusive resort set inside the jungle just outside downtown Tulum. The property stands out for its cenote inspired architecture, circular buildings, and winding pools that create a unique design rarely seen at traditional beachfront resorts. They walk through the overal...

Quick Hits: Tax Season Points Strategy, Emirates Award Chart Updates, the First Boldlygo Meetup & More! 13.03.2026

In this Quick Hits episode, DeAndre Coke shares several updates from the points-and-miles world, along with practical travel strategies. He starts with a reminder that tax season can be a strong opportunity to earn points by paying taxes with a credit card, especially when working toward welcome bonuses or using high-earning cards. He also highlights the Thrifty Traveler Premium price increase and...

How I’ve Earned 2M+ Points Paying Payroll With a Credit Card Using Zil Money (Ep. 117) 11.03.2026

In this episode of Revolutionizing Your Journey, DeAndre Coke breaks down one of the most talked about strategies in the points and miles community: running payroll through a credit card using platforms like Zil Money. DeAndre explains how payroll by credit card works, why it became popular among business owners, and what has changed in 2025. He walks through the mechanics of the process, includin...

Quick Hits: Will Japan Airlines Get A Devaluation Blow? Some Bilt Thoughts & More! 06.03.2026

In this Quick Hits episode, DeAndre shares several timely strategies across the points and miles world, starting with his own plan to use Bilt points for a future business class trip to Japan. After building a balance of roughly 95,000 Bilt points, he explains how transferring them to Japan Airlines could unlock premium cabin redemptions and potentially open the door for a multi-country trip in As...

The Ultimate Guide to the Southwest Companion Pass with Max Craig (Ep. 116) 04.03.2026

In this episode of Revolutionizing Your Journey, DeAndre Coke sits down with Southwest expert Max Craig to break down one of the most powerful benefits in domestic travel: the Southwest Companion Pass. Max explains exactly how the Companion Pass works and why it remains one of the most valuable tools in the points-and-miles world. The benefit allows one designated companion to fly with you for onl...

Why Casa de Campo is the Ultimate Destination Wedding Location [YouTube Bonus] 02.03.2026

In this YouTube bonus episode, DeAndre and Taryn take you behind the scenes of their destination wedding at Casa de Campo Resort & Villas, sharing why it felt less like a resort wedding and more like renting a private mini city in the Caribbean After being turned down by dozens of properties for a New Year’s Eve celebration, they pivoted to Casa de Campo for its scale, flexibility, and distinc...

Quick Hits: Hyatt Pricing Shakeup, Points Path Wallet Debuts & More! 27.02.2026

In this Quick Hits episode, DeAndre breaks down several important updates affecting points and miles travelers, starting with major changes to Hyatt award pricing. Hyatt is expanding from three award tiers to five, a move that could increase the cost of premium redemptions and shift how travelers think about free night certificates. The change has sparked strong reactions across the travel communi...

Morocco Reimagined: Culture, Riads, and Real Connections with Azdean of Destinations Morocco (Ep. 115) 25.02.2026

In this episode of Revolutionizing Your Journey, DeAndre Coke sits down with Azdean, founder of Destinations Morocco and host of the Destinations Morocco podcast, to uncover what most travelers miss about Morocco. Rather than focusing only on famous landmarks, the conversation explores the deeper cultural experiences that define the country. Azdean shares how dining in local homes, visiting Berber...

Quick Hits: My Bilt Card Finally Arrived and The First Transaction Declined + New Card Rumors & More! 20.02.2026

In this Quick Hits episode, DeAndre Coke shares a packed update covering credit card developments, community wins, and smart strategies for maximizing points and miles. He opens by highlighting upcoming opportunities for listeners to connect in person, including the Toronto Points Festival and the Pediatric CEO Intensive, where he will be speaking and offering a special discount code. DeAndre prov...

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