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 36
Trawler 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 -
insurance 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,
docking 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.
Good luck
Peter