The Hotel Investor Playbook

From CEO of Days Inn to Launching Marriott’s Autograph Collection | Richard Kessler E47


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Few people have left a mark on hospitality like Richard Kessler.

He started his hospitality career by helping scale Days Inn into a household name as the early CEO

Then he founded the Kessler Collection, one of the leading boutique hotel portfolios in the U.S., which ultimately helped launch Marriott’s Autograph Collection.

In this episode, Richard shares the biggest lessons from his 50-year career, including:

 • How to lead through downturns and find opportunity in distress
 • Why reputation as an operator attracts financing and partners
 • The role of vision, teamwork, and conviction in building lasting brands
 • Why his mother’s advice, “Don’t take the elevator, take the stairs”, shaped his approach to success

This is a rare chance to learn directly from one of hospitality’s true icons.

About Richard

Richard C. Kessler is a visionary hotelier and entrepreneur with more than 50 years of experience in hospitality, best known as Chairman and CEO of The Kessler Collection. He previously served as President and Chairman of Days Inns of America and later pioneered the boutique luxury movement, restoring historic properties like Casa Monica Resort, The Mansion on Forsyth Park, and Savannah’s Plant Riverside District. Kessler co-launched Marriott’s Autograph Collection, becoming its largest U.S. franchise operator, and remains deeply involved in the design and development of each property. Beyond hospitality, he is a committed philanthropist, supporting faith-based initiatives, education, and the arts through scholarships, cultural collections, and community projects.

Connect with Richard

LinkedIn: Richard Kessler - Chairman and CEO at The Kessler Collection | LinkedIn

Website: The Kessler Collection

Connect with Mike and Nate:

Invest with Mike & Nate: malama-capital.com/invest
Submit a deal: https://www.malama-capital.com/deal-submission
Instagram: @the_hotel_investor_playbook
Contact Us: [email protected]

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