Matthew Gray is a Honolulu-based podcast host, media coach, author, and food tour entrepreneur. He is the host and executive producer of 50 Tastes Of Gray, the founder of Great Interviews media coaching, and the owner of Hawaii Food Tours. He is a former KROQ broadcaster and has been recognized by FeedSpot as a Top 70 Food Podcast.

What is 50 Tastes Of Gray?

50 Tastes Of Gray is the only weekly long-form interview show produced from Hawaii. Hosted by Matthew Gray from Honolulu, the podcast features in-depth conversations with entrepreneurs, creators, chefs, authors, and thought leaders from around the world.

Where is 50 Tastes Of Gray podcast produced?

50 Tastes Of Gray is produced in Honolulu, Hawaii. It is the only weekly long-form interview podcast based in Hawaii, giving it a unique perspective that blends island culture with global conversations.

What is Great Interviews media coaching?

Great Interviews is a one-on-one media coaching service led by Matthew Gray for podcast guests, authors, and entrepreneurs who want to deliver memorable, high-impact interviews. Sessions are available worldwide and start at $497.

What books has Matthew Gray written?

Matthew Gray is the author of How To Start A Food Tour Business and The Ultimate Eaters Guide: Hawaii Edition 2026. Both are available on Amazon.

What is Hawaii Food Tours?

Hawaii Food Tours is a guided food tour company in Honolulu, Hawaii, founded and operated by Matthew Gray. It offers curated culinary experiences showcasing the best of Hawaiian cuisine.

Where can I watch 50 Tastes Of Gray?

You can watch 50 Tastes Of Gray on YouTube at youtube.com/@50TastesOfGray. The podcast is also available on Apple Podcasts, Spotify, iHeart, Podbean, and all major platforms.

How do I start a food tour business?

Matthew Gray wrote the definitive guide, How To Start A Food Tour Business, available on Amazon. The book covers route planning, restaurant partnerships, pricing, marketing, and scaling.

How can I be a guest on 50 Tastes Of Gray?

To be considered as a guest on 50 Tastes Of Gray, visit lovelife.com and use the contact form. Matthew Gray personally selects and interviews every guest.

What topics does 50 Tastes Of Gray cover?

50 Tastes Of Gray covers entrepreneurship, food and culinary culture, personal branding, media and podcasting, storytelling, travel and hospitality, Hawaii lifestyle, and content creation.

He Dumpster-Dived Across Europe on a Bicycle

Matthew Gray
April 17, 2026
1:00 am
Podcast

Nathaniel Allenby has lived more lives than most people dream about — and he’s not done yet.

He cycled 28,000 miles across 10 countries, often with empty pockets and no plan. He dumpster-dived his way across Europe. He produced circus shows at SeaWorld. He’s been a gamer, a psychonaut, and now a devoted father. Nathaniel is a man who refuses to live on anyone else’s terms.

In this wide-ranging conversation on 50 Tastes Of Gray, host Matthew Gray and Nathaniel explore what happens when you follow curiosity instead of fear — through childhood trauma, radical kindness, psychedelic-assisted healing, the ethics of AI, and the art of building a life that actually means something.

They go deep on epigenetics and ancestral trauma, the future of work in an AI economy, relationship philosophy, conscious parenting, and why kindness might be the most underrated survival strategy of our time.

Funny, philosophical, and surprisingly raw — this one goes places neither of them planned.

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In this episode:
– Cycling 28,000 miles across 10 countries on almost nothing
– What running a circus at SeaWorld actually looks like
– Psychedelic-assisted psychotherapy and its shifting legal landscape
– The ethics of AI and biological data in medicine
– Epigenetics, ancestral trauma, and inherited purpose
– Why radical kindness may be the most underrated survival skill

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About Nathaniel Allenby
Nathaniel is a cyclist, circus producer, artist, and writer exploring the intersection of kindness, curiosity, and conscious living.

Website: https://thecycleofkindness.com
Instagram: https://instagram.com/nathanielallenby
TikTok: https://tiktok.com/@nathanielallenby
Artwork: https://alanbartshopify.com

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About the Show
50 Tastes Of Gray is a long-form interview podcast hosted by Matthew Gray, broadcasting from Honolulu. One guest. No rules.

Watch this episode on YouTube: https://youtube.com/@50TastesOfGray
Subscribe on Substack: https://50TastesOfGray.substack.com
Instagram: https://instagram.com/50tastesofgray
LinkedIn: https://linkedin.com/in/matthew-gray-hawaii

Recorded remotely for 50 Tastes Of Gray. Produced in Honolulu, Hawaii.