We’re back for another week of sharing knowledge about real estate investing! Josh Kristoff will kick off this week with his expertise in the hospitality space, vacation rental property management, the long-term benefits of short-term rentals, and building partnerships. Learn more from this episode and stay on supporting the show!

Key Points & Relevant Topics

• Josh’s background in the US Navy and the start of his investing journey
• What it’s like to structure a business partnership with someone you know
• Raising capital in a syndication deal for the first time
• Ways to manage and market a short-term rental and hospitality business 
• The evolution of property management companies in the short-term rental space
• The freedom and flexibility real estate investing can provide

Resources & Links

• AirDNA
• Vrbo
• Apartment Syndication Due Diligence Checklist for Passive Investor

About Josh Kristoff

Josh graduated from the United States Naval Academy (Beat Army!) with a BS in Quantitative Economics. He spent 7 years in the US Navy as a Surface Warfare Officer. Josh transitioned from the Navy and ran operations and business development for a manufacturing company in his hometown of Syracuse, NY. It was two years of record growth there before Josh and wife Kassandra knew they wanted to join the digital revolution and went straight to the heart of it all in San Francisco where they first met best friends and current Nomad Capital Ventures business partners, Jered & Carly DaCosta, and family. 

Josh’s first tech job was at early-stage HomeSuite, think Airbnb for monthly furnished rentals (before Airbnb started doing it) – he ran all things automation on the supply side. His love for building automation tools saw him on to Cisco Meraki, a growth business unit powering Cisco’s current strategy. He built a team of technical program managers and drove several strategic data projects across the organization. Concurrent with his time at Meraki, Josh earned his MBA from The Wharton School as a double major in Business Analytics and Joint Marketing and Operations Management. 

In 2020, the pandemic enabled remote work and Josh & Kass knew they would go straight to the Beaches of Jax, FL – originally their first Navy duty station and where they got engaged, now a new homebase for them and their four kids. They executed in rapid succession four deals, two syndicated, and bid farewell to their W-2’s to fully focus on their business and family. 

As of 2023, NCV collectively has $60MM under management and their hospitality brand, Nomad Hospitality, has almost 100 listings. Josh loves the Jax communities and every aspect of their businesses, from underwriting deals, working with investors, overseeing renovations, implementing software systems, and of course delivering 5-star experiences. 

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