224 | Bridge & Tunnel Walk

Steven Rubin is the CEO of Collared Martin Hospitality, the management company behind Faraway Hotels, with a career that's zigzagged from overnight manager at a 600-room Marriott in 1999 New York City to revenue strategy trailblazer and culture-first leader. He's helped open and grow iconic lifestyle hotels at Kimpton, led across operations, asset management, and hospitality tech, and now steers an independent, experience-obsessed brand expanding from Nantucket and Martha's Vineyard into Sag Harbor and Jackson Hole. Susan and Steve talk about muses, markets, and management—brand-building. What You'll Learn About: • How to think about the "best" path to GM in different segments, from luxury F&B to commercial • What overnight shifts in late-90s New York teach you about composure, guest recovery, and not losing your mind • Why Steven moved from front desk chaos to revenue zen, and how that one decision rewired his whole career • Why Collared Martin is betting on high-barrier leisure markets like Nantucket, Martha's Vineyard, Sag Harbor, and Jackson Hole • The madness and method of onboarding 26 tech systems in a brand-new management company • How Faraway's fictional female muses shape design, rituals, and guest touchpoints in each destination • Where AI can actually enhance a stay (hello, smarter pre-arrival notes) and where lazy prompts will absolutely backfire • The one thing Steven would change about hotel management companies: caring more loudly, clearly, and courageously *** Our Top Three Takeaways 1. Leadership Begins With Self-Awareness and Empathy Steven's stories from overnight relocations in New York City to his Kimpton-era emotional intelligence training highlight one central theme: great hospitality leadership starts with understanding people. His guiding principle, "seek first to understand, then to be understood," shapes how he handles guests, conflict, and his executive team's two-word check-ins. This human-centered approach influences Collared Martin Hospitality's culture and his belief in caring deeply for employees and guests. 2. Place-Based Storytelling Creates Brand Magic The Faraway brand's muses, fictional women inspired by each destination, guide design, rituals, service cues, and even pre-arrival moments. This narrative framework ensures that each hotel feels rooted in its location rather than created from a template. Steven's examples, including Susan Bloomfield, the pirate captain in Nantucket, show how authentic local storytelling can inform guest experience without becoming cheesy or generic. 3. Seasonal Markets Require Creative Multi-Sensory Training and Talent Strategies Operating in high-barrier leisure destinations means rebuilding teams every year. Steven is developing a multi-sensory training model that blends visual, auditory, kinesthetic, and cognitive learning to rapidly onboard seasonal staff from around the world. His openness about still learning, experimenting, and adjusting systems, including onboarding 26 technology platforms in a single month, offers practical ideas for hotels that work with seasonal labor or rapid openings. Steven Rubin on LinkedIn https://www.linkedin.com/in/stevenmrubin/ Collared Martin https://www.collaredmartin.com/ Other Episodes You May Like:  193: Room for Trouble with Scott Roby https://www.topfloorpodcast.com/episode/193 183: Bathtub Disaster with Sloan Dean https://www.topfloorpodcast.com/episode/183 150: Wedding Wing Man with Jen Barnwell https://www.topfloorpodcast.com/episode/150