Homeless, Jobless, Disabled... Still a Catch!?
There are three things I’m always self-conscious about when meeting women—my so-called "Trifecta of Bombshells": I’m homeless, unemployed, and disabled. Sounds like the ultimate dating dealbreaker, right? But let’s be real: labels rarely tell the full story.
This week has been uneventful—just the calm before the storm. Tomorrow, Joe (second oldest), Ohana, and I set sail for Merritt, NC, to give her a $40,000 upgrade. I therefore spent the week getting everything ready. I unwinterized the boat, stocked provisions for a month, and today, Joe is coming by to help with the final prep—fuel, water, and a run for fresh produce. He’s excited for the trip, and I may have “accidentally” mentioned my running list of boat projects we can do while they install the new eletronics. Oops.
On the business front, I’m about to buy a slip, deposit is down! After doing some research, I realized I’m getting an incredible deal. Similar slips at Piney Narrows Yacht Haven are selling for $85K, so I’m already ahead of the game. Since also officially putting my name in the hat for the marina’s board of directors, I’ve been talking to other slip owners, and some of them are making passive income by renting out their slips. It’s like owning a vending machine that spits out cash instead of stale candy. Now, I’m thinking—why stop at one? The Kent Narrows area is booming, and it might be the perfect time to invest.
Now, onto dating—because what’s life without a little adventure? Almost had a “date” this week with a woman from Singles on Sailboats. Date is in quotes as I REALLY just want a female friend first, then to see where it takes us. So it was to be more a meet up then a date. So far, it’s just been us texting, but it’s uncanny how much she’s into the cruising lifestyle. Her friends have even told her she should just live on a boat—and she’s making it happen. She rented out her house in Maryland, moved to Annapolis to crew, and is gaining experience. I am not sure if she knows what her final goal is besides spending more time on boats. One of her kids and grandkids live near Kent Narrows, so she’s got roots in the area. She wants to start as friends with the next guy she meets. Sounds almost too perfect—assuming she’s not completely bat-shit crazy and actually finds my appearance palatable. Oh, and that I don’t come off like some washed-up loser.
The funny thing is, she has no idea what I bring to the table. I’m practically bursting to tell her she’d make the perfect first mate, that she should move into the spare cabin, and that we should spend the summer gunk-holing the Bay to see if we click. If sparks fly, see if she is ready to head south after the fall boat show to start the REAL adventure. She knows I own a boat, but it wasn’t until Friday that she found out I live on it. That was supposed to be a fun surprise when we met, but she had to cancel last-minute for a legit family reason. In texting afterward, I ended up dropping the first one of my “Trifecta of Bombshells.”
Let’s break my “Trifecta of Bombshells” down:
1. Homeless? Only if living on a million-dollar yacht counts. With three queen beds, two bathrooms, a washer/dryer, and a full kitchen, it’s basically a floating condo on steroids. And now, I own my slip, too. Boat alone cost more than most people’s homes…
2. Unemployed? Sure, but "retired" sounds better. One thing I do know I could not work in the corporate world as I use to. The strategic decision making & problem solving was just too much of a strain on my brain. I can work a physical job all day and not be as drained as one that uses my brain. But thanks to careful planning (and Donna's and my savings for two retirements), I don’t have to. My expenses are low, and I’m financially independent. So “work” I do now (as a captain) is more to meet new people, stay engaged w/ society, and a way to NOT spend money.
3. Disabled? This one’s best explained in person, where they can see that everything is—how shall I put this—fully operational….and I like to flirt a little to say EVERYTHING is fully operational. 🤪 I take one injection a week, and monthly disability check more then covers my health insurance and other living expenses. Now that they found a treatment, my MOGAD doesn’t slow me down one bit. If anything, it guarantees I can now get out there cruising instead of working ‘til I drop.
I know some women won’t bat an eye at these things, while others will write me off before I get a chance to explain. I just hope I don’t get lumped in with the real duds out there. Either way, my real priority this week is upgrading the electrical system on Ohana. Because while I may be "homeless," I still believe in taking care of the women in my life, she is now my sexy gal I need to keep happy! I’ve had to replace, “happy wife, happy life” with “snappy boat, happy float!”
Speaking of priorities, as I mentioned in an earlier BLOG I’ve made Sunday Mass a weekly ritual. It’s a chance to reflect—with a six-shot latte in hand—on what’s truly important. Today’s readings and homily were very appropriate considering who I am going to try to meet on the trip to North Carolina… How I hope she will become “Old Lisa!”
“Old Lisa” always talked about forgiveness being the Christian way… it is what led me to mend the relationship with my parents and has always been in the back of my head knowing I would need to eventually ask her forgiveness for how I acted when we broke up and to forgive her for how she handled our relationship and her need to end things.
Today’s readings remind me to embrace mercy, love, and spiritual transformation. Like David sparing Saul, I should choose forgiveness over retaliation, letting go of grudges and extending compassion even when wronged. Jesus calls us to love beyond our comfort zones, treating others with kindness—especially those who challenge us. Instead of judging, I should approach people with understanding, recognizing that only God sees the full picture.
So, as I set sail toward new horizons—both in love and adventure—I’ll keep that in mind. After all, smooth seas never made a skilled sailor, and life’s best journeys are the ones where we grow along the way. …And I’m taking time in my new life to slow down, not be so task focused and to grow.
