Some people enter aviation through spreadsheets. Casey Miller was raised in the cockpit.

In this episode, Dan Harris talks with Latitude 33’s founder and president, Casey Miller — a pilot, entrepreneur, and operator who turned a side hustle into one of the most respected charter and management companies in the western U.S.

Casey shares how he went from flying freight out of El Paso for $18,000 a year to managing a fleet of 35 aircraft across the West Coast — all without outside capital, acquisition shortcuts, or hypergrowth tactics. The conversation pulls back the curtain on what slow, intentional success really looks like in private aviation.

In this episode:

✦ Why Latitude 33 has never taken on debt — and why that matters

✦ The difference between managing aircraft and managing expectations

✦ When growing too fast puts your certificate (and culture) at risk

✦ Why Casey avoids brokering trips he can’t personally vouch for

✦ The tech bottlenecks holding the industry back (and how AI might help)

✦ How pilot pools, owner expectations, and safety culture intersect

✦ The bonus depreciation wave — and what it really means for charter

Whether you're an aircraft owner, a charter client, or building your own operation — this is a real-world playbook on how to grow in aviation without compromising what matters.

🔧 Sponsored by:

• Charter Flight Support — The only backup coverage that protects you when a mechanical stops your trip. charterflightsupport.com

• Video Valet — Elevate your inflight experience with 1.2M+ movies and magazines—no Wi-Fi required. Mention Iron Bird to get a free custom iPad. videovalet.io

✈️ The Iron Bird Partners Podcast brings high-level conversations from inside the cockpit, boardroom, and hangar.

Explore more episodes at: flyironbird.com