Mike Flaskey Profile Photo

CEO & Founder Mike Flaskey Entertainment

Mike Flaskey has more than twenty-five years of executive leadership experience in public and privately-held companies.

Under Mike’s leadership, Diamond Resorts achieved unprecedented growth both organically and through strategic acquisitions, as the Company acquired and integrated eleven companies since 2011 before its 2021 acquisition by Hilton Grand Vacations. Mike shifted the traditional timeshare marketing and sales model to a hospitality-infused model that includes a high-touch upstream engagement stance, thus providing owners and guests with a service-first, experiential approach while on vacation.

Mike developed and delivered strategic partnerships and relationships with numerous prominent sporting and entertainment professionals that have resulted in the creation and growth of Diamond’s innovative Events of a Lifetime® experiential franchise, the Diamond Concert Series™ and, most notably, the Diamond Resorts Tournament of Champions, a network-televised, best-in-class LPGA Tournament of Champions/Celebrity golf tournament. The tournament has a strong philanthropic arm and – as of January 2021 – raised over $4 million for charitable causes.

Prior to Diamond Resorts, Mike held senior executive roles with Starwood Vacation Ownership and Fairfield Resorts (now Wyndham Vacation Ownership). He has a track record of recruiting and developing top talent and is a culture-conscious, performance-driven leader with a history of excellent results while always placing guest satisfaction first.

Mike is an Independent Director and Board member at ClubCorp, the leading owner-operator of private golf and country clubs, city and stadium clubs in North America. He also serves on the Board and Executive Committee of the American Resort Development Association (ARDA), and previously served as an independent Board member of Soberlink, Inc. Mike holds a Bachelor of Science degree from Limestone University.

Feb. 22, 2023

How Mike Flaskey Sold Diamond Resorts for $1.4 BILLION Dollars to Hilton Grand Vacations

Elevate a Vacation Guest’s Experience In today’s episode, Alex and Annie welcome Mike Flaskey, Former CEO of Diamond Resorts International and Founder of Mike Flaskey Entertainment, as he gives his second public interview si…
Guest: Mike Flaskey