All Episodes

December 8, 2025 13 mins

In this special bonus episode, DeAndre celebrates the BoldlyGo podcast’s landmark 100-episode milestone by announcing the winners of the grand giveaway and sharing behind-the-scenes statistics about the show’s growth. He highlights the generosity of sponsors Greenwood Vacations and Husqvarna, congratulates all prize winners — including Hyatt award recipients — and reflects on what he has learned from running the giveaway.

DeAndre also opens up about the podcast's evolution from its early days in 2023 to becoming a globally ranked travel show with a thriving community, thousands of monthly listeners, and representation across more than a dozen countries. He shares insights into listener demographics, personal reflections on building the BoldlyGo brand, and a vision for the next phase: deeper community involvement, Q&A-driven interviews with major travel brands, and more storytelling from travelers who have reshaped how they explore the world.

The episode closes with a call for listener reviews, gratitude for the growing community, and excitement for the upcoming honeymoon.

Key takeaways:

  • The giveaway is complete: Grand prizes from Greenwood Vacations and Husqvarna have been awarded, along with Hyatt upgrades and certificates from DeAndre’s personal account.
  • The show continues to grow: Boldly Go now averages ~5,000 unique monthly listeners across more than a dozen countries.
  • Global charting: The podcast has ranked in the Top 100 Places & Travel category in countries including Canada, Thailand, Switzerland, Turkey, Jamaica, Bahrain, and the U.S.
  • A predominantly female audience: Listener demographics skew 55–80% female, mirroring DeAndre’s financial planning practice.
  • Community is the engine: The WhatsApp group remains one of the most active and supportive spaces for travelers and points enthusiasts.
  • More than 180 episodes produced: Including Quick Hits and YouTube bonus drops.


Resources:



Interested in Financial Planning?



Some of Our Favorite Tools For Elevating Your Points & Miles Game:

Note: Contains affiliate/sponsored links



Advertise With Us

Popular Podcasts

Stuff You Should Know
My Favorite Murder with Karen Kilgariff and Georgia Hardstark

My Favorite Murder with Karen Kilgariff and Georgia Hardstark

My Favorite Murder is a true crime comedy podcast hosted by Karen Kilgariff and Georgia Hardstark. Each week, Karen and Georgia share compelling true crimes and hometown stories from friends and listeners. Since MFM launched in January of 2016, Karen and Georgia have shared their lifelong interest in true crime and have covered stories of infamous serial killers like the Night Stalker, mysterious cold cases, captivating cults, incredible survivor stories and important events from history like the Tulsa race massacre of 1921. My Favorite Murder is part of the Exactly Right podcast network that provides a platform for bold, creative voices to bring to life provocative, entertaining and relatable stories for audiences everywhere. The Exactly Right roster of podcasts covers a variety of topics including historic true crime, comedic interviews and news, science, pop culture and more. Podcasts on the network include Buried Bones with Kate Winkler Dawson and Paul Holes, That's Messed Up: An SVU Podcast, This Podcast Will Kill You, Bananas and more.

Dateline NBC

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

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.