Portland Spirit Has a New President After 32 Years and the Waterfront Restaurant Plans Are Still on Track

Dennis Corwin takes the helm as Dan Yates steps back from operations, while Mindy Dean-Caldwell moves up to general manager

Juan Carlos Montoya News Writer
Inside the Portland Spirit Cruise Dinner (Image credit: Portland Spirit Website)

After 32 years at the helm of one of Portland’s most iconic waterfront companies, Dan Yates is stepping back. The co-founder of Portland Spirit Cruises & Events has transitioned out of the president role, with longtime employee and former general manager Dennis Corwin taking over as the new president and Mindy Dean-Caldwell stepping in as general manager, the company confirmed to What Now Portland.

Yates isn’t disappearing entirely. He will remain on the board and continue leading strategic projects, most notably the proposed restaurant at Tom McCall Waterfront Park, where Portland Spirit has applied to transform the historic Rose Building at 1020 SW Naito Parkway into a full-service restaurant with a sweeping outdoor patio. According to Mandy Morgan, Director of Sales & Marketing, the project is still moving forward, with a clearer update expected by fall.

“It has been the honor of my life to serve as President of Portland Spirit for the last 32 years,” Yates said. “It has been a wild ride and I am incredibly proud of what we have built together. While I still have more to give, I recognized it was time to step aside from day-to-day operations and allow the next generation to lead. Mindy and Dennis are exceptionally well prepared and ready to take the helm.”

Yates, who co-purchased the company on New Year’s Eve 1994 alongside his uncle Wayne Kingsley, built Portland Spirit from a single dinner cruise boat into a multi-vessel hospitality company with a fleet that includes the flagship Portland Spirit, the Willamette Star, and several other event vessels. Under his leadership, the company pioneered the concept of private-table, freshly prepared food on a dinner boat, a model that has since been adopted by riverboat companies across the country.

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Juan Carlos Montoya discovered his love for storytelling through sports, creating social media content in high school before pursuing a bachelor's degree in Journalism in Costa Rica, where he graduated in 2025. Since then, his career has taken him through the halls of Teletica Radio, the biggest mass communication company in Costa Rica, and into the world of digital media as a Social Media Manager for an iGaming platform. Originally from Honduras, Juan Carlos brings a global perspective to every story he tells. He believes that every interview is an opportunity to make a genuine human connection, and that food is one of the most powerful ways to understand a culture and its roots. When he's not tracking down the next big opening in Sacramento or Portland, he's probably watching Football, or planning his next adventure. What Now is his new home, and he's just getting started.
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