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Artwork for The BoldlyGo Podcast: Revolutionizing Your Journey

The BoldlyGo Podcast: Revolutionizing Your Journey

DeAndre Coke
Points and Miles
Luxury Travel
Hyatt
Points & Miles
American Airlines
Travel Tips
Travel Rewards
Bilt
Maldives
Travel Planning
Chase
Credit Cards
American Express
Family Travel
Singapore
Credit Card Rewards
Hilton
Southwest Airlines
Zil Money
Chase Sapphire Reserve

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 o... more

PublishesDailyEpisodes242Founded3 years ago
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Personal JournalsSociety & CulturePlaces & Travel

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Artwork for The BoldlyGo Podcast: Revolutionizing Your Journey

Latest Episodes

Most points and miles enthusiasts would never consider transferring more than half a million Chase Ultimate Rewards points to Marriott. Brian Barlow did exactly that, and it led to one of the most unforgettable trips of his life.

In this episode, Br... more

In this week's Quick Hits episode, DeAndre covers a wide range of developments across the points and miles world, including a new investment platform that promises transferable travel rewards based on investment balances, unexpected credit limit incr... more

DeAndre sits down with Nick Reyes from Frequent Miler to explore two fascinating topics that can completely change how families approach travel. First, Nick shares how he and his wife temporarily pulled their children out of school, homeschooled them... more

In this YouTube bonus episode of the BoldlyGo Podcast, we take you inside one of Hong Kong's most famous attractions to answer a simple question: Is the Big Buddha at Ngong Ping truly worth your limited vacation time?

DeAndre shares his firsthand ex... more

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Recent Guests

Jason Steele
Travel rewards expert, author and founder/organizer of CardCon
CardCon; Travel for Free (author)
Episode: How to Maximize American Express Points Like a Pro with Jason Steele (Ep. 128)
David Morrow
Points & Miles enthusiast with a family-focused travel portfolio
Self (guest)
Episode: How David Morrow Booked 7 Business Class Seats and More to Travel the World With a Large Family (Ep. 127)
Aaron Miller
Guest from Armchair Explorer invited onto the episode
Armchair Explorer
Episode: Quick Hits: 120,000 Point Amex Biz Platinum Upgrade Offer, Hyatt Doomsday Countdown, & More!
Sam Hollander
Founder of Autopilot
Autopilot
Episode: How Autopilot Helps You Never Overpay for Travel Again w/ Co-Founder Sam Hollander (Ep. 125)
Chris Wallace
Returning guest, Hyatt points strategy discussion
Hyatt/Points & Miles expert
Episode: Grand Hyatt Vail vs Park Hyatt Beaver Creek: Which Ski Resort Is Worth Your Points? (Ep. 124)
Katie Powers
Guest with recent experience booking Hyatt stays on points
Points & Miles traveler
Episode: Grand Hyatt Vail vs Park Hyatt Beaver Creek: Which Ski Resort Is Worth Your Points? (Ep. 124)
Cappy Sinclair
Dentist and avid Points & Miles practitioner
Private dental practice in Virginia Beach; content creator
Episode: From Getting Stranded in St. Thomas to Flying Emirates, Qsuites & The Residence with Cappy Sinclair (Ep. 123)
Caroline Lupini
Digital Nomad; Forbes Advisor writer; Points & Miles expert
Forbes Advisor
Episode: 128 Countries Later: Caroline Lupini’s Points & Miles Fueled Digital Nomad Life (Ep. 122)
Mike Siegel
Host of Travel Tales Podcast, travel comedian and writer who appears as a guest on this episode
Travel Tales Podcast
Episode: Quick Hits: The First EVER BoldlyGo Meetup, This Week’s Most Important Points & Miles News & More!

Hosts

DeAndre Coke
Host focused on points, miles, and travel optimization; appears across multiple episodes in leadership and guest roles.
Taryn Gisbert
Co-host with a focus on family travel insights and collaboration with guests.

Reviews

4.8 out of 5 stars from 134 ratings
  • Unlocking Travel Potential

    "Revolutionizing Your Journey" is a practical podcast that offers valuable insights, particularly for travelers. The hosts create a welcoming atmosphere, making complex topics easy to understand. Each episode often features helpful tips on maximizing points and miles, making it easier to travel smartly and affordably. With diverse guests sharing their experiences, it’s a great resource for anyone looking to enhance their journey while making the most of their travel rewards.

    Apple Podcasts
    5
    Rvcfg
    United States2 months ago
  • Candid and knowledgeable

    DeAndre gives concise up to date information on points and miles. He is honest and gives you his real opinions on cards, hotels, planes, destinations etc. He has formed a true supportive community and has zero agenda aside from helping others learn. My #1 podcast.

    Apple Podcasts
    5
    Randomkelly&yahoo
    United States2 months ago
  • So Helpful

    Deandre covers a broad range of points and miles topics as well as general travel in a warm, friendly manner. Thoroughly enjoy the podcast snd have picked up many useful tips.

    Apple Podcasts
    5
    LungDoc123
    United States2 months ago
  • A must for the points and miles enthusiast!

    This podcast has added great value to my points knowledge. Deandre adds unique perspective and talks about nuanced topics that other people in the space don’t mention and don’t have experience with. Such as renting an RV in New Zealand and planning a destination wedding. The quick hits are also awesome to stay up to date on what’s new in the points world. Just overall great to listen to.

    Apple Podcasts
    5
    Gcwallace8
    United States2 months ago
  • Points and Miles + Finances!

    Love that this podcast stays on top of ALL points and miles news, with consistent weekly updates. Love that DeAndre also offers perspective for Business owners and finance strategy as well, which is often overlooked in the points and miles space. I can get equally excited about points and miles news while still implementing new ways to weave together a strategy that will keep my long term financial goals in check. THANK YOU!!!

    Apple Podcasts
    5
    Mallory Asp
    United States2 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Content is actionable and accessible for all levels, with insightful guest lineups.
The hosts create a welcoming atmosphere and keep complex travel tactics digestible.
Shows practical, up-to-date insights with a supportive community around points and miles.
Listeners value unique angles like family travel, business planning, and community events.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

How David Morrow Booked 7 Business Class Seats and More to Travel the World With a Large Family (Ep. 127)
Q: What was your strategy for earning points for the seven-person trip to Asia and Europe?
A long-term approach: rotate through card openings for each family member, leverage business expenses where possible, and use gift card resales and other creative methods to build a large pool of miles, all while pacing openings to align with planned aspirational trips.
How David Morrow Booked 7 Business Class Seats and More to Travel the World With a Large Family (Ep. 127)
Q: How far in advance do you plan, and how do you manage availability for a big group?
Big group bookings come down to timing and flexibility. We aim for the initial schedule release window and monitor multiple release opportunities, often booking in stages and using a mix of one-ways to secure space, then adjust as seats open up.
How David Morrow Booked 7 Business Class Seats and More to Travel the World With a Large Family (Ep. 127)
Q: What do you think most people misunderstand about family travel with points?
Many assume they must replicate the luxury experiences seen by solo travelers or couples, but the smarter path is to start with small, achievable wins, use affordable cabins first, and gradually build toward aspirational travel as you gain experience and confidence.
How Autopilot Helps You Never Overpay for Travel Again w/ Co-Founder Sam Hollander (Ep. 125)
Q: How does Autopilot actually work with bookings, and what creates the savings for the user?
Autopilot imports reservations, tracks prices, and then negotiates with airlines to secure a lower fare when a qualifying price drop occurs; the traveler pays 25% of the savings via a linked card, but only after savings are achieved.
From Getting Stranded in St. Thomas to Flying Emirates, Qsuites & The Residence with Cappy Sinclair (Ep. 123)
Q: How do you handle points sharing with a business partner and keep your finances organized?
They split business-related expenses with shared needs and personal expenses charged to individual accounts, noting the importance of keeping lines clear to avoid bookkeeping headaches as the business scales.

Audience Metrics

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Frequently Asked Questions About This Podcast

What is This Podcast about and what kind of topics does it cover?

A practical, insight-packed show focused on travel rewards, points, and luxury travel experiences achieved through smart strategies. Episodes center on how everyday spend can be converted into aspirational trips, with guests ranging from points-and-miles experts and family travelers to tech-centric disruptors. The tone remains actionable and accessible, often featuring real-world case studies, hotel and airline program optimizations, and community-driven events. A standout element is the strong emphasis on community-building and live meetups, plus regular quick-hits that summarize timely opportunities and devaluations for listeners aiming to maximize value without sacrificing experience.

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this podcast launched 3 years ago and published 242 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on this podcast?

Recent guests on this podcast include:

1. Jason Steele
2. David Morrow
3. Aaron Miller
4. Sam Hollander
5. Chris Wallace
6. Katie Powers
7. Cappy Sinclair
8. Caroline Lupini

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