Episode Details

In this remote episode of Wealthyist, recorded live from Jet OUT’s new hangar in Waukesha, Wisconsin, host Anthony Mlachnik (Senior Wealth Advisor at Annex Private Client) sits down with Evan Rossiter, Sales Director at Jet OUT — a Milwaukee-based private aviation company.

Evan clearly explains Jet OUT’s co-ownership model: it’s not traditional fractional ownership (like NetJets), not a jet card, and not aircraft management. Instead, it’s structured like tenant-in-common real estate — multiple co-owners share one Cessna Citation CJ4 Gen2 jet, but Jet OUT owns and operates the entire fleet. Co-owners simply call and fly. JETOUT handles all maintenance, piloting, flight planning, and heavy lifting.

Key highlights include:

• Strategic expansion — Bases in Milwaukee, Southwest & East Florida, Scottsdale, and Dallas (with 6 more CJ4s arriving in 2026, bringing the fleet to ~16 aircraft).
• The efficiency niche — Matching co-owners flying the same day or opposite directions (especially Midwest-to-Florida runs), which reduces costs and boosts utilization.
• Time as the ultimate luxury — Dramatic contrast vs. commercial travel: 15-minute airport arrivals, no TSA, direct flights to smaller airports, and multi-stop business days that let executives be home for dinner.
• Real-world use cases — Business owners hitting 3–4 cities in one day; families reaching second homes in Florida or Arizona; even light-hearted stories like flying pets solo.
• Entry points — Ideal for 4–5+ round trips per year; a shorter “dip-your-toe” one-year program is also available.
• Community & lifestyle angle — Like-minded co-owners often connect (when desired), and different paint schemes on each jet preserve anonymity.
• Future outlook — Continued growth in private aviation driven by commercial frustrations post-COVID and TSA issues; possible larger aircraft coming.

Anthony ties the conversation back to wealth management: how high-net-worth clients are “time poor,” and how strategic choices like smart private aviation can protect family time, reduce stress, and align with values — exactly the kind of lifestyle optimization Wealthyist explores.