#166 - Fly-Inn Rentals for Pilots and Investors with Carollyne Carmichel & Kenya Hodson

Join us on October 8–9, 2026, in Las Vegas, Nevada for the first-ever Passive Income Pilots Conference. Learn how to build smarter wealth beyond the cockpit: https://www.passiveincomepilots.com/pip-conference

Tait Duryea and Ryan Gibson sit down with Carollyne Carmichel and Kenya Hodson to discuss how a booking platform is changing the way pilots plan their getaways and owners market airport-adjacent properties. They share why general aviation travelers need more than a runway, what makes a stay truly pilot-friendly, and how Fly-Inn bridges the gap between landing and enjoying the destination. The conversation also considers the opportunity for pilots with short-term rentals, from meeting core hosting requirements to serving a highly specific guest base.

Carollyne Carmichel and Kenya Hodson are the mother-daughter founders of Fly-Inn, a short-term rental platform created for general aviation travelers. Built around pilot-friendly lodging, Fly-Inn connects guests with properties that offer nearby landing access, aircraft security, and ground transportation. Carollyne is a passionate general aviation pilot and property owner, while Kenya helps grow the platform through operations and technology.

Show notes:

(0:00) Passive Income Pilots Conference announcement: https://www.passiveincomepilots.com/pip-conference

(7:30) Fly-Inn’s pilot-first booking platform

(9:30) From boring destinations to business

(13:18) Private strips and nearby airports

(19:43) How hosts and Fly-Inn earn

(24:15) Landing permission at private strips

(26:14) Five promises for every host

(28:05) Short-term rental considerations