About

I was a local delivery courier in Phoenix, Arizona.

Not exactly the origin story you’d expect from someone who’s handed off aircraft parts in Dublin, eaten duck head in Hong Kong, and stretched out in a lie-flat seat somewhere over the Pacific at 35,000 feet.

But that’s exactly how it started.

One day my company called and told me I needed to pick up an aircraft part and “OBC it” to Appleton, Wisconsin. I had two problems with that sentence. I didn’t know what OBC meant. And I had absolutely no idea where Appleton, Wisconsin was.

By the end of that day I was standing in a small regional airport handing a little box — a computer motherboard — to an Allegiant Airlines mechanic. He said thank you. I was done.

And I thought to myself: This job is easy. I get to fly for free and it pays a lot more.

I was not entirely wrong. But I wasn’t entirely right either.

What This Job Actually Is

OBC stands for On Board Courier. When a commercial airline has a grounded aircraft, every hour it sits on the tarmac costs the airline serious money. When a manufacturer needs a critical part delivered before a production line shuts down, they can’t wait for freight. They call a company like mine. My company calls me. And I get on the next available flight — sometimes with an hour’s notice — and I don’t come home until the part is delivered.

I’ve done this to Jakarta. Hong Kong. Taipei. Sydney. London. Dublin. Bucharest. Paris. Brussels. Madrid. Managua. Mexico City. And a lot of American cities in between.

It sounds glamorous. Sometimes it is. Sometimes it’s four days in Dublin chasing $300,000 worth of Ryanair fuel nozzles that Aer Lingus somehow managed to lose in their own baggage office. Four days of politely asking. Four days of being told to come back tomorrow. Until the fourth day when I stopped being polite — and fifteen minutes later those nozzles mysteriously appeared in a closet they’d apparently been sitting in the whole time.

That’s the job. High stakes, unpredictable, and occasionally absurd.

The Moment Everything Changed

My second trip to Hong Kong. I was delivering automotive parts and there were no coach seats left on Cathay Pacific out of San Francisco. The client needed those boxes. So they booked me in first class.

Lie-flat seat. Real meals. Blankets. Concierge service somewhere over the Pacific.

My first thought was: well, this doesn’t suck.

My second thought — the one that stayed with me long after I landed — was: I need to understand this industry. All of it.

Not just the premium cabins. The mechanics behind why $300,000 worth of fuel nozzles can disappear inside an airline’s own baggage office. Why a grounded aircraft costs more per hour than most people make in a month. Why the aviation industry moves the entire world and yet most people only ever see the part that happens between security and boarding.

I wanted to understand all of it. 

Why I Built This

For a while I explored other corners of the industry. I looked at freight brokering. I got into the mechanics of aircraft transactions. I took formal training in aircraft sales and brokerage.

And somewhere in that process I realized something that changed my direction entirely.

Freight is impersonal. You’re moving boxes. The transaction is the relationship.

Private charter is different. When someone is deciding whether to put their family or their team on a private aircraft, that decision matters to them in a way that a freight shipment never does. There’s real trust involved. Real stakes. And in my experience, not nearly enough people in this space treat it that way.

Most of the charter industry operates on a simple model: collect quotes, send quotes, collect commission. The client gets a pile of numbers and figures it out themselves.

I wanted to build something different. An advisory-led approach where the first question isn’t “what’s your budget” — it’s “what does this trip actually need to accomplish, and what’s the right way to do it.”

That’s what SkyGoFly’s Private Aviation Advisory is built around.

What I Actually Do

I help qualified clients think through private charter decisions — the mission, the aircraft category, the operator, the tradeoffs, and the booking structure — before they commit to anything.

I’m not a direct air carrier. I don’t own planes. Flights are operated by properly licensed third-party operators or arranged through qualified partners depending on the structure of the engagement.

What I bring is judgment. Operational awareness. Honest evaluation of options. And a genuine interest in getting the right outcome for the client — not just the fastest close.

The news content on this site exists for the same reason. I’m not a journalist who stumbled into aviation. I’m someone who spent years inside this industry from angles most people never see. Writing about it is just another way of staying close to something I genuinely care about.

Who This Is For

Founders. Executives. High-net-worth travelers. Family offices. Companies with real private lift needs.

People who want better judgment — not just more quotes.

Two Ways To Connect

If you’re a qualified traveler exploring private charter options:
→ Request a Charter Advisory Review

If you’re an operator or industry partner interested in working together:
→ Let’s Connect

— Kenneth Holland