Anything is possible, but you gotta hussle and hope for a lucky break or two. Sounds like you're bored which is understandable, but it takes passion to drive forward.
I was in a similar situation 20 years ago - boring job, living on a boat in San Francisco
. I worked remote
for a NJ based company that was in constant re-org so I had a lot of free time plus afternoons free due to time zone.
I got my 100T Master ticket, then started driving for a local dinner cruise
company which was sort of fun but erratic. Concurrently, I taught close quarter handling classes
aboard my Willard
on weekends - I remembered how terrifying it was to dock
a boat and I figured there must be others in same shoes. Lot of fun, but also a lot of work
company claimed majority of my profits. I also taught people in their boats which was also fun but it turns out there are a lot of boats that simply do not want to be docked (an under powered Dreadnought 32 comes to mind).
My lucky break came when I happened to meet two different people. One was meeting a guy who ran a series of weekend seminars for people considering cruising on a trawler
. The other was a guy at West Marine
corporate who was their head marketing guy. He was all over the world doing cool events
- including TrawlerFest, the event the first guy was building. It was held 5 times per year at different venues across the US. It too was fun - four days that drew 300-500 people for seminars, dinners, and of course a small boat
show of trawlers, highlight of which was some sort of in-water demo after lunchtime to bring people back to the docks . So I did MOB
demos, anything I could think of. This gave birth to "TrawlerFest University" with two instructors - myself for boat handling, and Bob Smith of Ford Lehman
fame who did a 2-day diesel course where he'd tear down an engine
in a large conference room, then wheel
it into the parking lot on Day 2 and fire it up.
So I now had national exposure into people who had, for the most part, spent 40 years building a decent nest egg, were past point of saving for their kids
college, and wanted to buy a boat. My pitch
was being able to afford the lifestyle was the hard part. Actually doing it was relatively easy - just hire me!.
So i quit my job and stayed incredibly busy, and moved mostly into repositioning trawler yachts, mostly from SoCal to PNW, though some into Mexico
, occasionally to Florida
. It was a good gig and frankly, a decent living. I did it full time for about 5 years and logged over 1000 sea days in the process.
The the phone
rang - an old colleague talked me into returning to corporate America. I thought I'd give it a try and if I didn't like it, I'd go back to delivering, but I didn't.
At any rate, long story that I hope you find helpful and inspiring. But I have to say, I was very passionate not just about being on the water
, but teaching - working with people to transition from normal life to cruising. Desire to exit corporate life would not have taken me far. I believed very strongly that people needed someone like me.
And I also had some good luck. Had I not met those two guys (who introduced me to countless others, including the publisher of World Publishing Group who I wrote for), I don't know what would have happened.
My best advice
is to find something to run toward - something you are passionate about. Running away from something may not be enough. Takes more "luck" that way.