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From tech to charter: Lee Mandel on owning Tail Lights

From tech to charter: Lee Mandel on owning Tail Lights

An interview with the owner of Tail Lights | New CA announcements | Presented by Zairos

Leona Caanen
January 14, 2026

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Welcome to Yacht Charter Market, the weekly newsletter dedicated to the world of yacht charter.

In today’s newsletter:

Top story: From tech to charter: Lee Mandel on owning Tail Lights and creating a successful charter business
Zairos: FX & Cross-Currency Solutions for Charter & Asset Payments
Top charter updates: Edmiston announced as CA for the 72-metre Silver Fox | Azzurri joins the Northrop & Johnson fleet | Ocean Independence the new CA for Giorgio | Mamma Mia, here we charter again! | Cecil Wright as new CA for Contigo | Reliance joins the Camper & Nicholsons charter fleet
Superyacht Spotlight: Entering the new year in true Batello style

TOP STORY

Currently cruising around the Caribbean is the 35.5-metre motor yacht Tail Lights, owned by tech entrepreneur Lee Mandel. After a recent refit, including a full repaint of the superstructure in a non-metallic grey, this gem is meticulously maintained; mainly due to the diligent care provided by her owner, captain and crew. With over six years of ownership also comes vast experience regarding charter and caring for guests. I got the pleasure to chat with Lee about why Tail Lights is so special.

Tail Lights | 35.64 m (116’3'“) | Azimut | 2011
Image credit: Lee Mandel

Tell me a little bit about how you came to own Tail Lights

“That's a very easy question to answer. I had a technology company for about 20 years, and our main focus in that company was building school safety and security technology. We took the company global over a couple of years, and we probably saved a lot of lives with the technology that we developed in the USA. When I had the opportunity to sell the company in 2019 to help it grow, I took it.

At the time, I was about 39 years old, and I said, I need to do something, something different, to keep me busy and motivated. One of my passions outside of work is boating; I've been a boater my entire life. I boated as a kid growing up. I have such found memories with my family and learning how to boat with my grandfather and father. I figured if I was going to take the plunge into yacht ownership, why not turn it into a business? I purchased Tail Lights as a true business model.

I spoke to a lot of people and experts, they said, ‘Look, this is not a profitable business model.’ Well, then I'm going to be the first one to make it a profitable business model. So that's how it came about. Whenever I go do my annual or semi-annual inspections on the vessel, it brings me back and reminds me how hard I worked to get to this point in my life. It's a passion for me, but it's also something that brings me a lot of pleasure when I see guests having the vacation of their lives and hear the great feedback that guests give me after they have a wonderful time with their families and friends; yachting truly brings them together.”

Image credit: Lee Mandel

Then this is much more of an exciting business project for you?

“Yes, I call it a passion business. Many yacht owners don't run their yachts as a business; they'll do it for pleasure and hopefully they can get some benefits out of it. I took the opposite approach, for me this is truly a business. When it comes to how you run a business like this, it’s truly the hospitality business at an extreme level. When you run a hospitality business, you've got to be able to analyse what the guests experience and step onboard from time to time: like a secret shopper, so to speak.

I'll have different people from different walks of life on the vessel two or three times a year to get an idea of what the experience is like, and give feedback and guidance to my team. This is how we come up with our maintenance periods and determine what needs to be upgraded. When a guest comes on they're not going to necessarily tell you what is wrong. If something is not up to par you may never hear back or they may never book the vessel again. Maybe the issue wasn’t bad enough for them to complain, but it wasn't good enough for them to want to come back. I try to mitigate that by being a secret shopper, or I should say, a secret yachter. I do this to really get an idea of the true guest experience and make sure it's up to par, and make necessary adjustments when needed.”

Image credit: HMY Yachts

Would you say, considering everything you’ve noted, that your business model has been successful?

“On average, we do 20 to 25 charters per year, which is incredible. We focus on maintaining the vessel. When people come on, they say, ‘There's no way this yacht is doing 20 to 25 charters. There's no way this crew or this captain has done this amount of charters.’ This is how I truly measure success.”

What is your relationship like with the crew?

Treating this like a true business, we follow the chain of command: the captain reports directly to me, the crew reports directly to the captain. Captain Sean's been with me for over five years now and he’s an incredible captain; this is a very busy program, and I had to find someone who wants to run and treat it as a business the way I like to run it. Being a captain is not just about driving the yacht, in fact that's the easiest part. Rather, being a captain is like being the COO of a company, and that COO reports directly to me as the CEO of the enterprise. I treat Sean as I do other COOs of my other companies and we have frequent meetings. He also works with my financial team, who handles billing, accounting, purchases, and expenses. Honestly, Sean’s incredible, he brings these guests such pleasure and joy when they have their vacations and the feedback we get is just incredible.

There is a book on the vessel, we call it our guest book, where guests can leave feedback or messages. We’ve already filled two of them because every one who steps onboard notes how incredible of a time they’ve had and that they’re eager to come back, or how it brought their family and friends together, or sharing a once in a lifetime experience. Reading these is a great feeling.

Image credit: Lee Mandel

The formula in yachting I would say is 20% the vessel, and 80% the crew. The vessel is a means to transport people from point A to point B. You must maintain it, and keep up with it. You have to make sure it's clean and everything's working and operating, which sounds easy, but it's harder than it seems. I would say 80% of charter success is the crew: It's all about the crew and how comfortable they make the guests feel. The entire crew is full time. To support the crew we’ve created our own version of a rotational program where we work with the crew to support them and give them ample time off.

The crew truly is family to me, and we do our best to treat them as such. Like I said earlier, the success of the program is all about our crew. They are the ones who really put it all together. Captain Sean is a great leader and wonderful at interacting with the guests.”

Master stateroom

Saloon

Where does HMY Yachts come into all of this? Why partner with them?

“When I purchased Tail Lights, I had never purchased a vessel of this size. A friend of mine recommended HMY. I remember standing on the swim platform of my private vessel with this thought to go pursue this business idea. I called HMY at 07:30 in the morning and this gentleman named Mike Scalisi picked up the phone. He became my broker in the purchase and, since then, we’ve had an incredible relationship, both business and friendly. Mike then introduced me to Susan Harris, who is our charter yacht broker. Since Tail Lights was already a part of the HMY charter fleet, Susan mentioned how she’d love to keep it in the HMY family. I explained to Susan how I intend to run this charter yacht as a business, wanting to do 20 to 25 charters a year. Together with Katie and Kimberly from marketing, we sat down for a meeting, and I fell in love: They are incredible and passionate people that were willing to take on the challenge and made it happen.”

Image credit: HMY Yachts

Looking ahead

“I’ve considered upgrading and getting a larger vessel, possibly even a second vessel in the fleet. My dream is to have a vessel that literally goes around the globe every year, and guests can fly into different places. We can even work with our repeat clients to say, ‘Hey, do you want to visit Tahiti’, or ‘would you like to go to the Amalfi coast,’ we can figure out ways to fit everyone into that equation in different destinations around the globe.

For now, we're thrilled with what we're doing. We're thrilled with the response from the guests, and the experiences that they've had. You know, to me, it's a passion: when I sold my company, it's something I always wanted to do, and now we're doing it successfully and we continue to move onward and upward.”

Image credit: HMY Yachts

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