Operator Series: Winning In The Midwest With The Right Team (With Michael Friedman)

We're joined this week by Ivan Nikolov of Repull & FantasticStay to talk all things AI, building with agents, workflows, "levels" to AI in the vacation rental industry, pitfalls of current AI tooling and a LOT more... you do not want to miss this one. Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell RepullIvan Nikolov

We're joined this week by Frank Bosi from Hostfully to talk all things AI, PMS platforms, building tech today vs several years ago, growth, winning with software and ops and a LOT more...Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell Frank BosiSave $500 On Onboarding By Signing Up Via This Link

We're joined this week by Luca De Giglio and Richard Vaughton to talk all things SaaS, the growth of agents, building your own PMS platform, coding platforms growth, how Vacation Rental managers should use AI and a lot more... Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell LinkedIn PostLuca De GiglioRichard Vaughton

We're joined this week by Jan Sahagun of Trellis (backed by YC) to talk all things agents, the future of STR/Vacation Rentals tech, running with lean teams, 150 properties with 1 person and a lot more. Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell Jan SahagunTrellis

We're solo this week to explore a fun thought experiment: what if we had to open our own vacation rental company? How would we operate it? Fund it? Grow it? What types of inventory are we targeting and why? Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell 

We're joined by an all-star cast from all over the US to talk AI, practical use-cases and growth in tooling that is going to move the needle. JJ King, Jack Zoppa and Jacob Mueller join us to each give one example of how they're using AI in their business spanning hiring, reviews, brand rep and a LOT more. Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell JJ KingBeachside Vacation RentalsJack ZoppaHaven Vacation RentalsJacob MuellerRenjoy

We're joined by a favorite guest, Jamie Lane of Airdna to talk all things q1 2026 wrap up, World Cup demand, reading data the right way, how AI is impacting the AirDNA product, future-looking tips for vacation rental managers and a LOT more. Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell Jamie LaneAirDNA

We're pumped to welcome Michael Friedman, Chief Executive Officer of Simple Life Rentals onto the show to talk all things AI, growth, team, profitability, smart homeowner marketing that works, where we're headed into 2026 and a LOT more.Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell Michael FriedmanSimple Life Rentals

We're thrilled to be joined today by Neely Khan and Rachel Alday to talk all things storytelling, marketing to luxury, being chosen vs being found, AI / LLM discoverability, and a LOT more.Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell Neely KhanRachel AldaykahaniAbode Luxury Rentals

We're thrilled to welcome John Suzuki - industry LEGEND - to the podcast to talk all things AI, the future, retirement (and then un-retirement), platforms, young professionals interacting with AI and a LOT more...Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell John SuzukiFinding Better PodcastAmerican Grit BookStaylist