Greg’s Guest Appearance on Revolutionizing your Journey: Travel with Miles & Points: How Greg the Frequent Miler Rewrote the Playbook on Points, Miles, & Travel Strategy

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On December 10th, Greg appeared on Revolutionizing your Journey: Travel with Miles & Points to discuss the background of Frequent Miler.

You can catch the whole episode here, or read a quick summary of the discussion below.

(03:19) – Greg’s beginnings: A spontaneous trip to Australia sparked his lifelong love of travel and his curiosity about maximizing rewards.

(05:19) – Discovering elite status: A work trip that included surprising perks changed everything and led Greg deeper into points and miles.

(08:08) – Starting Frequent Miler: What began as a simple resource for friends became one of the industry’s most trusted blogs. (Learn about Kiva here)

(17:08) – Authenticity first: Greg prioritizes consumer value over affiliate incentives — the foundation of his community’s trust.

(28:06) – Evaluating opportunities: His approach blends intuition with analysis to identify real-world value.

(36:20) – Memorable redemption: Greg booked a whole week on Richard Branson’s Necker Island for 1.2 million Virgin Atlantic points.

(38:10) – Once-in-a-lifetime arrival: The Necker Island team greeted them with champagne on a speedboat, followed by Richard Branson welcoming them personally.

(40:59) – Learning from mistakes: Missteps are part of the journey; each provides insight into better strategies.

(49:58) – Advice for beginners: Focus on transferable points, start small, and take action even if you don’t feel entirely ready.

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