How I ended up living on a yacht in Montauk the summer of 2018!!!

To my readers who were expecting to read about my flight with Lindsey Lohan, I am sorry. Up until now I’ve been catching you up on my past but I need to fast forward to 2018 for the moment. We will return to where I left off in 2003 when I was working as a Corporate Flight Attendant, but for the next few episodes I need to tell you about how I ended up going from a front office clerk to being paid to live on a yacht in Montauk all summer.

Three years ago I gave up my stable, 6 year desk job to pursue a life on the super yachts. It was not easy. I worked in filthy shipyards, washed down boats all day long for $15 an hour and worked as a Stew on a totally illegal boat where marijuana smoked filled rooms were the norm and the Captain was always drunk, just to mention a few. What I discovered that stifling hot summer of 2015 was this quiet and huge community of yachts below 100 feet who were always in need of good, part time help.

That and this great job placement website that doesn’t make you fill out a lengthy on line profile and won’t ask your age. With most yacht placement companies you have to complete a pretty extensive, on line application, which includes disclosing your age. A 43 year old aspiring Jr. Stewardess with no experience is not what most headhunters are looking for, I know, I worked at one of those agencies for 6 years. Trying to find work that way was a waste of time, I would have to figure how get on those yachts by myself.

The majority of the work posted on this site was for yachts between 60 and 90 feet with short term contracts and typically US flagged which meant they can only hire US crew. Turns out this part of the market was in desperate need of someone like me!!! So every day I would read their newest job ads, send my resumes, follow up, interview, network and wait. Facebook was a big help too, acquired a few jobs from posting there. I did this everyday for months landing a few detailing jobs or day charters but then nothing would come of it.

Apparently the ‘freelance’ help they tended to get were always either showing up wasted, not at all or getting hammered with the clients. These poor Captains had to frantically search for a Stew/Mate when it was time to take a trip because for that size range, owners would typically only keep Captains on full time. They would need to find someone who was not only fantastic with hospitality and housekeeping but also someone to help the Captain with navigation and the exterior duties. Here I come, older yes, but fit, eager, desperate and with a killer work ethic, common sense, endless energy, a constant smile and a tiny bit of work on deck.

I was happy to clean engine rooms, babysit kids, cook, walk dogs, jump off the boat to secure lines when no one was at the dock to help, you name it, I did it. Plus my party days were behind me, I still have fun but when I’m working, I tone it down. Showing up early and not hungover was highly appreciated but the work still wasn’t consisten! For six months I stressed every day and wondered if I had made the right move. All I wanted was a shot to show them what I had to offer even though I was brand new to the industry.

Then one day, my hard work paid off. The work just kept coming in and all by referral. By month 8 I had a fleet of 70 foot (give or take) yachts keeping me busy, each a few days a month, sometimes more. I loved it. Freelance was the best, there was no living in small quarters like sardines with a bunch of people you may or may not get along with and I didn’t have to move out of my cute one bedroom duplex where I had been for 5 years. Business was booming and I was continually learning new skills.

By July 2016, the one year mark as my own boss, I was constantly on the road working from yacht to yacht therefore it was time to give up my duplex that I was never in and live on the road for a while. I downsized, put a few things in storage and decided to try and live out of my suitcase for one year. Never once did I wonder where I would live or how I would survive…no idea what I was thinking. It turned out to be a great decision though because I just finished year 2 on the road and not looking to rent anytime soon!

The very week I moved out of my place I ended up meeting a wonderful man while on a job in the Caribbean. He was like no one I’d ever date before and lived between the Islands and Europe. After a short romance, we decided to give love a try so for almost two years I’ve been traveling the world on my own, with him, friends and for work! The whole time marking off items on my bucket list, facing my biggest fears, working nonstop, laughing with friends and family and learning to love again. The few times I needed a couch to surf on, my parents, boyfriend, niece and good friends were always willing to host. Those stories I will get to later, you’ll just have to keep tuning in to read about them.

Now having a long distance relationship can go many ways depending on the couple and the circumstances. Dating me with my crazy travel schedule required a confidant man and one that I could have faith in as well. But with the “Best Boyfriend Ever” (BBE) by my side, we made it work, from different parts of the world, for almost 2 years. Overtime the week’s apart slowly turned into months apart and then we started to drift apart. From June 2017 to March 2018 we had only spent a total of 9 weeks together, but it worked for us, so we kept going. Our last trip was two weeks in Australia after almost 3 months of separation and we had a blast, everything was looking up. Then a few weeks after our trip, I received two job offers for this summer I couldn’t refuse. Taking them would mean at least another 4 months away from my man and there wasn’t much time to make a decision.

The first offer was 3 weeks in the Abacos with one of my busiest and most fun boats. These clients were all from the Midwest and treated me like family. Always inviting the crew along to have drinks or dinner, which was great, but up to this point, I would usually decline so that I could get a good night’s sleep. Yachting days are minimum 12 hours since we are typically up before the clients and still going strong well past dinner time. Little did I know at that point that my no partying rule while working doesn’t apply when in the Bahamas. (details in my next episode) After that I had two days to repack and get my things in order before moving onto job offer number two, three months on Long Island, two of them in Montauk.

It was ideal; I would live on the boat alone with the owner’s only coming on the weekends and get to spend my summer in the hottest spot in New York. For this gypsy child living out of her suitcase, this meant 4 months of free housing, not having to couch surf and all the food I could eat for free, how could I say no????

I accepted both offers and then broke the news to my man. At first we figured we could handle it, but then something changed and before you knew, we broke up. I was sad, not like I was in the past, when I was younger because by the time you hit your 40’s you tend to get used to stuff ending. You learn to take it in stride, almost become numb to it. But for good or bad reasons, it’s never easy to let someone go who was your best friend for 2 years. He seemed to always be on the other end of the line waiting for a chance to rescue the girl who never asked for anything, no matter where I was in the world….my Knight in Shining Armor. Plus, I was not looking forward to being single again. Before him, I was solo for 5 years, yep, long time and I was happy single, but I was also happy in my relationship.

So here I am, just turned 46 with a very successful career, the best body of my life and now the freedom to be fun and flirty with other boys…hello summer 2018!!!!

After 6 weeks of dating, I got engaged….what was I thinking????

It didn’t take me long to change my mind. After gobbling down the cheese and inhaling the free bottle of wine, I was dressed up and ready to go out. The stalker scare at the French hotel pool had me freaked out for like 2 hours but once the wine kicked in, I was all of a sudden brave again and couldn’t wait to go dancing. Then just as I was heading out the door, the hotel phone rang. A hot wave of fear came rushing over my body as I picked up the receiver. Maybe it was the pilots checking to see if I wanted to go out or maybe it was the mystery creeper who sent me the wine and cheese.

‘Bonjour’, I said trying not to sound American to maybe throw him off only to hear Dan on the other end. ‘Hey Carrie, did you get my surprise at the pool’? What??? The man I had been hanging out with back in Laudy for like 2 weeks went through the trouble of calling the hotel, tracking me down at the pool (in France) and surprising me with wine and cheese, wow, what a doll!!!! We had a good laugh as I told him about my day. He apologized a million times for freaking me out which I insisted was not a problem because what he did was super romantic. I could tell right away my feelings for him had gone from just a guy to pass the time with to now a man who I could possibly take seriously.

Once I returned, every day I wasn’t flying around the world, we would spend together. After about a month, it was time to ask him what he did for a living. At first I figured maybe he was like one of these guys you see in the movies who had a secret agent man job where they can’t really tell you what they do or what if he was just some self made millionaire who managed to make enough money to retire young? Either way, it was time to find out. It was very strange that he dressed impeccably every day, but never went to a job. The answer was not what I expected and certainly not attractive, at least to me back then because I was still very insecure and had no idea what to look for in a man. Apparently his Grandmother had passed and left him a trust fund which he was now living off of. Really, that’s it, that’s the big story? Dan was like 38, blew through money like water and expected this money to last him another 50 years?

I’m a worker and even if I inherited tons of money, I’m still going to do something I love to keep busy and feel good about myself. So to me, a man who just takes that kind of money and doesn’t do something wonderful, or useful with it or his time, just isn’t sexy. To others it may be a dream come true but to me, back then and even more now, at 46, what I consider hot is a man in constant motion, always keeping busy with his mind.

He then said that he was working on a business idea with a buddy of his but it was on hold at the moment. At the time, I believed him because, one, he was so sweet and spoiling me and two, I had kind of fallen for him. In my heart I wanted it to be true so I figured what the hell, we’re not married and had just started dating so I’ll just keep it casual and see what happens. Besides, I was quickly discovering that the people I had been meeting in S. Florida were super fake and materialistic. Finding real friends was hard in that town and we had fun together.

But to be honest, we didn’t have much passion, he didn’t believe in recycling or taking care of the environment, my dog wasn’t really his thing and when it came to handy work, Dan only knew how to dial someone to come and do things for him. But you know women, in our minds; we can change a man and mold him into what we consider the perfect guy. He already had a good base so now I was on a mission to change everything about him and the poor guy had no idea.

About a week later, we hit one of those outdoor strip malls to do a little shopping and in the parking lot was a Jared’s jewelry store. Dan thought it would be a good idea to stop in, he wanted to buy me a sort of promise ring to show how he felt for me, which I thought was really cool. At almost 31 years old no one had ever asked me or even considered asking me to marry them. If you had read my past blogs you’ll remember that I was a crazy, jealous girlfriend who couldn’t handle her alcohol well so I could understand why I was still single.

Well that promise ring turned into an $8000 engagement ring…..yep, the next thing you know, I was getting married. All of the things about him that bothered me seemed to disappear and just like clockwork, I was staying with a guy because he wanted to be with me, not because he was my perfect match or because I was in love. The girl who was afraid to be alone was making the same dating mistakes from her past. I had no friends, no family and had been away from home so long, I had forgotten what it was like to be part of something, to be loved so why not marry him, I was now in my 30’s and it was about time.

During all of this courting I had managed to fly my 13 year old niece in from Indiana for her spring break. One day we were at the beach when I met the coolest chic and right away I could tell she was just like me. Cathy wasn’t materialistic, loved to go out, be fit, have fun and had was completely normal. I was so excited to have a friend. She lived walking distance from a really cool strip of bars and restaurants by the beach and since I didn’t like to drink and drive, said I could totally crash at her place after we went out. So that night, we hit the strip, had the best time and ended up meeting tons of cool people who also hung out there. She and I would just sit on her balcony for hours, sipping wine and talking nonstop. Cathy had recently been through a terrible tragedy and was still in mourning from the ordeal and like me, only had a friend or two, but not really anyone she could hang out and party with. I was the perfect distraction for her and she was the perfect new bestie for me.

As the weeks went on and the wedding planning began, for whatever reason, I began to sabotage the whole thing. Starting fights, questioning his loyalty, picking out everything that bothered me about him. At one point Dan looked right at me and said, ‘Carrie, it’s me, I’m a good guy, why are you doing this?’ At the time I didn’t know why, but in hindsight, I see now that he was all wrong for me and with my new bestie in tow, Dan was becoming obsolete. I was now engaged to a man that I didn’t love and had no idea what I was I going to do????

Mistakes were meant to be made…otherwise, how else would we learn what NOT to do??

The man of my dreams slipped me his number and what do I do, call him and hang up after he answers. My roommate and I were dying laughing, should we answer, not answer, change our number, what do we do??? He called right back which meant there was no time to come up with an excuse. So I picked up and told him my roommate had tripped over the phone and ripped it out of the wall. He must have believed me because 3 hours later, we were on our first date. The very next morning, I phoned ‘M.B’ in California and told him it was over for good!

This new guy was more my age, had a devilish smile, beautiful lips and eyes that looked right through my soul. It was obvious from the beginning that he was trouble and my heart was going to pay for this, but he was addicting. Even worse, this one knew exactly how to make me fall in love with him. He also made it very clear that he was single and not looking to commit, so as long as I understood ‘the rules’, we could see each other. It’s like he knew I was weak and preyed on my vulnerabilities, he truly was slime, but I loved him. I think our ‘relationship’ would be best described by the words in that that famous song, ‘I’m not in love’ by 10CC. I fell easily when I was young, love was my worst enemy and my greatest weakness.

‘G’ had me wrapped around his finger, he knew it and would only call when there were no other girls available. Cell phones were still quite new, expensive and really hard to get. Back then all you had was a caller ID box on your home phone. Most days I just waited for the phone to ring and would constantly pick up the receiver listening for a dial tone to make sure it worked. When he did call, I would come running, it was pathetic.

To make matters worse, ‘G’ lived about 5 minutes down the road, 5 minutes, do you know what that meant??? It meant that it was much more convenient for me to stalk him…..and I did, a lot!!! You might be asking yourself, how does one stalk??? Well I’ll tell you how, very carefully that’s how. His house was on the corner of the street, which made it perfect for drive by stalking, in my roommates car of course. One time, I noticed a new car out front, so I parked down the street, creeped up to his window, plastered my ear up against it and listened for about 30 minutes. I could hear everything! He had a girl in his room and they were having a great time, it killed me. The dumbest part was, he wasn’t mine, so what could I possibly gain from doing this?? What I did next was quite embarrassing, so not proud, but since I’m writing about my life, here it goes.

The night before I had been sleeping in that same room where this new girl was now and in my mind, there was no way she was going to take him from me. Madness took a hold of me, I had to break it up! With my hands shaking wildly and my heart beating through my chest, I knocked on the door!! His roommate answered and while he was annoyingly asking me what I wanted, I could hear it, the sound of sex coming from his bedroom. There I stood at the front door, paralyzed, like a fool, listening. Any self respecting person would have walked away and never returned, but not me, I stayed and just pretended like I could handle it. His roommate looked over towards the bedroom, looked at me and said, ‘well, you know ‘G’. Then the craziness began, I insisted that my ID had fallen out of my pocket in his room the night before and I needed it to go out that night. He refused to interrupt him, closed the door and turned out the lights.

What I did next was unforgivable. With my head hung low, I walked down the sidewalk towards her car and kicked the door as hard as I could. Why do women do that?? We find out our man is cheating and instead of leaving him, we try to beat up or make life miserable for the women. She had nothing to do with this, he was the jerk, not her.

The next morning he called and you can bet I didn’t jump to answer that day. He knew that big dent was from me and answering meant I had to own it and most likely, be dumped. His calls went unanswered for about a week before he tracked me down at my favorite bar. To my surprise, I was forgiven but warned that if there was anymore craziness, he would be done with me. For the next 8 months I was extra careful with my stalking, even managed to turn him down a few times for dates. But inside I was dying with anxiety, counting the minutes until we would hang out again.

My friends could see the effect he was having on me and decided to stage an intervention. I was insecure and this obviously lead to my insanity.

I would imagine its quite difficult for those of you who’ve never been jealous to comprehend my behavior. Maybe I can help you understand a bit. Imagine you are at an all you can eat buffet, you’re favorite one in town. You’ve had multiple plates of food and are so full that you have to unbutton your pants for comfort, but you go back for more anyway. You know it’s wrong, you tell yourself to stop eating, but the obsession is just too strong. Jealousy is the same, I knew I was being crazy, but I just couldn’t stop!

The intervention was a success, we all knew it was time to end it, but how? Simple, it was time to move again. Working for At&t had many benefits, but the best being their job database. All I had to do was find a new position in another city, apply and then off I go. Within days of filling out the application, I received a phone call from our new department in Tampa, they needed me in 2 weeks and I accepted!!

There was no way to describe the relief I felt, it was like a million pounds had just been lifted from my shoulders. Deep down I knew I wasn’t strong enough to just leave him, so commiting to this job was the answer and I couldn’t wait to tell him.

At first he didn’t believe me and rightfully so. During our courtship I conjured up lie after lie hoping to make him fall for me. Once I pretended to be pregnant long enough to get his attention again and then claimed I had a miscarriage. But this time it was real and the look on his face when he saw the packed boxes was priceless. And then he did the unimaginable, he asked me to be in a committed relationship!! With pride and confidence, I told him to take a hike! Tampa was my new obsession now and I couldn’t wait to start the next chapter of my life and oh what a chapter it was…

Here I go again….from one bad decision to the next!

“I just wanted to remind everyone that I have no idea what I am doing, I’m not a writer, but I think everyone should document your life because one day, you may forget it. Thanks so much for reading!” #themidlifetravelerblog

I believe I was drowning my sorrows in a cocktail when the phone rang. It had been 8 months since our last encounter and there it was, his name shining brightly on the caller ID. My roommate shook her head as I jumped up and down with excitement before answering the phone. My ‘older man’ (M.B) was coming to town in a few weeks and wanted to know if I was single. “M.B” knew that if I had a boyfriend, we wouldn’t see each other, but today was his lucky day and for me, a life saver. It had been 2 months since I caught my boyfriend with someone else and I really needed some attention. Even though it was wrong to see him, I was young and stupid and he was the perfect man to bring me out of my funk.

First step, get fit! My body was at an all time low which didn’t help with my depression, so my roommate and I went on a mission to lose 10 pounds in 10 days. It was simple, just eat lots of diet pills and stay away from 3 am bar hot dogs and fast food. Our poor bodies, we put them through so much. This wasn’t the first or the last time I thought I could look like a super model in light speed without a proper diet or exercise. In high school I weighed 105 pounds, but didn’t drink alcohol and ate home cooked food. In college, Boone’s Farm Strawberry Hill and unlimited food credits in the cafeteria helped me to put on 35 pounds. At 5’5”, this wasn’t good and I’m guessing was a big reason I was always tired in class and slept a lot.

So began the process of starving myself and spending hours on the treadmill in my apartment’s fitness center. After a week the scale read 133, 7 pounds disappeared in 7 days…..whoo hoo, it was Friday so time to celebrate! Orlando’s fashion sense was pretty casual which was great because my closet was full of gym clothes, t-shirts, anything I could find with camouflage on it and lots of bad choices. Luckily “M.B” liked buying me sexy outfits and my friend was amazing with hair and makeup, so I was feeling HOT that night. For the first time in awhile, it felt good to be me and my confidence was at an all time high.

Weekend nights were always the same, drinks at our apartment, a strong roadie for the car ride, another shot once we parked and always the same bars. By this time, we knew which bartenders poured the strongest drinks and which Dj’s played the best music. As usual, I was on display portraying my best mating dance when the next ‘bad decision’ of my life took the bait.

He was hot, I mean HOT, the hottest guy I’d ever seen and he wanted me! We never said a word, for hours our bodies just moved in perfect harmony on that dance floor. When the lights came on, he placed his hand under my chin, lifted my head, gave me a kiss, tucked a piece of paper in my bra and said, ‘call me’. There I stood, jaw dropped, knees buckled and absolutely in love!

The next morning was chaos, I talked to everyone I knew trying to find out how long to wait before calling?? 3 days, a week, that very minute??? This guy wore expensive clothes, smelled good and definitely did well for himself. Being eager was a turn off but if I waited too long, he might forget who I was. “M.B” would be here in a week and since I already had something to look forward to; the decision was made to contact him after my other man left town.

That lasted all of about 40 minutes. I picked up the phone and started to dial, my roommate grabbed the handle from me and hung it up. This happened several times as she tried to talk some sense into me. But the butterflies in my tummy were out of control, I was a mess, waiting a week would be torture, so I poured a drink and made the call…

When “G” answered, everything froze, the clever lines and cute things I had practiced to say all morning just disappeared from memory, so I hung up! I can’t believe I hung up. Of course he had caller ID and of course he called me right back…

It was Cinderella’s fault I was so unhappy in my 20’s….

This was now the second time I decided to move across state lines for a boy. And this was the second time it failed. One day after moving to Orlando, I caught him at the beach with another women! Between my broken heart, paying double rent, student loans, credit card bills and endless bar tabs, I was a mess. If it wasn’t for the $1 menu at McDonald’s and the cheap hot dog vendors at 3 am, I would have starved. I was extremely unhealthy, drank too much and was out of control. The sad part was that compared to where I had just moved from, life was pretty good. Here I am, living in Orlando, newly single with a steady job and a fantastic apartment, but none of that mattered. I was 23, broke, alone and desperate to be in love.❤

Dating was like playing the lottery, the odds of winning were 1 in a million, but I kept playing anyway. 

Unfortunately my mom was always working, so there wasn’t much time to teach me about boys. But she did mention one thing that stuck with me, mom said, ‘Carrie, don’t ever feel that you have to get married or have children’. I don’t remember if I ever asked why and to be honest, it probably went in one ear and out the other, but looking back on it now, she was absolutely right.

I was obsessed with finding love and it’s all Cinderella’s fault. Her and all those silly fairy tale books we read as kids.

I thought happiness meant you had to have a man. On girls night out, it was hard to enjoy myself because all I ever wanted to do was find a man, get married and have his babies!!!!

I think if I had a daughter, she would be reading books on how to be her own boss, make money and travel the world. The ones that say to wait around for a Prince are sweet, but there needs to be variety.

Plus they painted a picture that seemed so easy to achieve. Society and family pressure didn’t help either. Up until the last few years, it was strange if you weren’t married by 25 and by 30, you were almost considered too old to marry. 

When I was young, it seemed instead of traveling the world, discovering themselves or dating a bit to see what kind of person was right for them, adults did as they were told. They married young, bought a house, had children and got a job. That was my plan too, but the keeper of my destiny had a different plan. 

And then, out of the blue, he called, my ‘older man, the one I swore off because he was already taken. The man who taught me about fine wines, girly clothes and elegant dinners. I knew it was wrong to talk to him, but when all you see are dark clouds and broken dreams, you do things you normally wouldn’t do, so I answered the phone…