The Triton


Some thoughts about re-entering the yachting industry


I have written in this space in previous editions about thoughts for those entering the yachting world, and about veteran captains and crew staying and going. This month, I’d like to focus on re-entering the profession, specifically about yours truly considering a re-entry.

As a captain who also works with people as a life coach, I often support others through change and transition. We clarify goals and visions and take steps to make things happen. Well, right now, I’m also assessing my own possibilities and taking a look at another go round in the world of running private yachts.

After doing my share of term charters and private yachts for more than a decade, I made a conscious shift in my life. I set my life up just to do day charters and excursions. I wanted to go home at night and have a dog and a yard and maybe a more stable personal life. I had my own excursion boat in the Virgin Islands, a great big loving dog and over the next decade, some stable relationships surrounded by some crazy. There were no thoughts of going back to the charter life or the constant demands of running a private yacht. All in all, a pretty good life.

I left the islands about six years ago and made landfall back in Florida, making a living with day excursions, deliveries, sailing instruction and life coaching. Throw in a cool place on the water to call home and things are pretty nice now, too.

In the past year however, there have been a couple of events that started me looking at things a little differently. About a year ago I lost my loyal, loving canine companion of 10 years. That’s a tough one, as any pet owner can attest, but I took some solace in the fact that it would free me up a little to some new possibilities. There was no looking at yachting opportunities as long as Tango was around.

The second experience to turn things a bit was forming a steady relationship with a woman who has been in the yachting industry and has the skills and desire to possibly continue in it if she can do it as a team. Interesting. I have always said I had no interest in going back unless I was part of a team. Well, here we are, freed up and teamed up as captain and chef if we desire to go that way.

This is really interesting to me. For the past six years as a coach, I’ve been the one, helping others look into and deal with this yachty life. Now I’m looking at it again for myself and a partner. There are certainly some things we understand at this stage of the game. One is, if we go for it, we know what we want. We are pretty clear on the situation we want and what we don’t want.

We also are not desperate. If that right situation finds us, great. If not, that’s OK, too. We are conscious of the trade-offs the life requires, that personal time and freedoms shrink. It will be certainly more demanding than the life we have now, but along with that we will probably improve our financial situation.

We know it’s a young person’s game but we would not be going in for the long haul, but just for as long as we enjoyed it. We would have to move out of our comfort zone. This is something I have written about and coached people around quite a bit.

We are really at our best when we step out and challenge ourselves. Well, I guess I’ll see if I walk the talk on this one. It is an interesting mental process right now. We have not committed to this yet. We are moving toward our next path. The CV as a team has not gone out yet but it probably will soon. You can’t stay in limbo with your visions or they just remain idle daydreams.

I received some inspiration recently. We went to see legendary singer/songwriter David Crosby last week. He’s out touring on his own at age 73. He sounded fantastic and commented between songs how he was doing this tour to challenge himself, to step out of his comfort zone of singing with his famous band mates.

Right on Mr. Crosby. It was good to hear that message now from someone other than myself. Enjoy the voyage.

Rob Gannon is a 25-year licensed captain and certified life and wellness coach. He offers free sample coaching sessions and can be reached at +1 772-486-5136 or Comments are welcome at

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