Dr. Cappy Sinclair

Virginia Beach-based dentist and practice owner who leverages business and personal spending to earn large amounts of points and miles; member of the Points Accelerator program and frequent redeemer of premium award travel (Maldives, QSuites, Etihad Residence, etc.).

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Oct 7, 2025 • 19min

Flying in First Class to the Maldives with Cappy from @cappysinclairdds | Ep 257

Dr. Cappy Sinclair, a Virginia Beach dentist and points enthusiast, shares his journey from dental practice to luxury travel. He reveals how he turned business expenses into massive travel rewards, including first-class trips to Europe and an exciting Maldives itinerary. Cappy discusses valuable lessons from mistakes made along the way, offers strategies specifically for dental professionals, and shares practical tips for beginners on getting started with earning points. His insights into family travel dynamics versus romantic getaways make this conversation a must-listen for travel enthusiasts.

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