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Sailboat as my office

3K views 12 replies 11 participants last post by  djginter 
#1 ·
I've come to a point in my adult life that I wasn't prepared for. I have worked for the federal government since I was 19, and here I am in my mid forties and I've found myself for the first time not having a clear path. I always knew without a doubt that I was destined to retire from the Feds, it's a good gig. I wanted a few extra bucks and started an app side business to help pad my retirement. Well, it's grown and grown without me even trying it. My wife and I have older children, and other than my government job, there is nothing holding me here.

In another few months I'll be completely debt free, and that includes my house. If my rates of return continue, I will be I great position to jump into a liveaboard to travel, while developing apps. Our plan is to do a great circle route where we cross the atlantic from Boston to Ireland and spend the whole summer exploring. When the summer dies down, cross the atlantic to the carribean for the winter, and returning to boston in May. I don't need solid internet connection all the time, only at regular intervals to upload information. During an atlantic crossing I can build several apps and have them ready. When i hit a port that I can use an aircard or wifi to upload what I need yo do. It seems doable, and my wife and are excited for the adventure.

Has anyone ever done this that can throw rocks? We aren't going to rough it too bad, looking at a leopard 44 with water maker and washer/dryer. We want to be comfortable and make our guests as well.

Any advice on US business tax implications.
 
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#2 ·
Depending on your desire to limit capital costs you should know that you can get a full time internet and telephone connection for about $25,000 in hardware. Usage plans start at $100 to $1,000 per month for unlimited usage. Since this is a business venture all those costs would be tax deductible.
 
#5 ·
I wrote several chapters of a book on my recent passage from Cape Town to Grenada. It actually worked pretty well and would be easier on a catamaran. Trade wind sailing is generally pretty relaxed.
 
#4 ·
We've been able to get internet connections on the boat in every port and most anchorages in the Windwards and Leewards. Some are great, some are unreliable and slow. We have a BadBoy radio antenna which works to pull the weak signals in.
We pay $40.00 to $50.00 a month when there isn't a free access point available, again from great to poor connections.
I have no doubt that it would be exactly the same in any European country, though probably more expensive, if I've been able to get acceptable internet on tiny islands like Union and Bequia.
 
#6 ·
I would add that in my experience WiFi (Called 'wiffie" in Europe) is frequently not available on the dock. You may have to go to the cruiser lounge or a local library. Also the pipes are small. When I was in Santa Cruz de Tenerife every boat seemed to be in the cruisers lounge for two to three hours in the morning and two to three hours in the evening. Response times could be measured in minutes. I got in the habit of going up to the lounge in the middle of the night. Then it was only me and response times, although not fast, were at least adequate.

With respect to transits - in general they are boring - particularly if single handing. Keeping a good watch just doesn't occupy that much time. About 50% of the time wave action made any serious use of a computer uncomfortable. In addition, make sure you have considered power usage. My gaming laptop (dual-quad, high end video, etc.) eats the batteries. I use a netbook while underway.

Fair winds and following seas :)
 
#7 ·
As far as taxes... Well, you can count on Uncle Sam wanting his cut. Surely you have already setup some sort of a business and are paying taxes. That won't materially change when you go cruising. Uncle Sam still wants his full share, even if you are earning the money outside of the country.
 
#8 ·
I personally have not done any of this but I certainly like what you plan . My dad back in the 80's started a rep. biz and claimed his boat as the office (the boat was a new Grand Banks 42) . He did the deprecation tax claim thing for 3yrs. after that he folded and had to sell the boat . The boat finally sold for around 250K . Uncle Sam's cut was something like 50K , because of the write off . But here I am talking about a dismal under taking and end to a dream . I'm not a dream killer ! You my friend are starting the American Dream !
 
#9 ·
"Any advice on US business tax implications. "
Are you talking about state and federal business taxes, actual taxes levied on a business or corporation?
Or did you mean US federal personal income tax implications?

Everything, state and federal, will depend on details including your state residency, where you actually are going to be located while working, how long you are out of the country, and how much income is involved. The IRS should have the usual excellent publications available online, call their toll-free number and they'll tell you exactly which ones to download.

If this is your first venture into being self-employed, you might want to speak to a tax accountant or CPA regarding setting up the business in general.
 
#10 ·
Consult with a tax accountant/attorney but just be aware any depreciation or maintainance expense you claim will go back to the IRS when the boat is sold.

I work from my boat, truck, while skiing or hiking and have worked from internet cafes including a memorable one in a small village in Spain, but I keep it simple and claim only one office location where I pay local taxes receive 1099's and take no depreciation for that location.

If your boat is a place of work rather than a place where you may at times work then that has an implication on insurance.
 
#11 ·
ive been having my office on a sailing boat for the whole summer.. too hot to sit in the office.. most of the meetings was through skype or on the phone and between those i jumped in the water to cool down.. was great, just cannot imagine anyone from work visiting me.. as it was a racing boat we didnt have much space..
if you find the right boat, the only problem may be the marina you put it in.. not very nice to make your visitor walk through the whole marina and across the long pontoons to get to your office..
all in all i think its a fantastic idea! :)
 
#12 ·
I can't imagine trying to actually write code while standing watch underway, or being coherent enough to do so after/before watch.

Don't let that stop you, there will be plenty of time laying at anchor/marina's.
As to the taxes, see a tax professional. I don't let just any of them them tell me how to sail, why would you want a sailor to advise you on taxes?
 
#13 ·
Thanks for the info guys. I'm looking at buying a leopard 44 catamaran. Nice, stable, comfortable, and a lot of room. I don't need to meet clients, not a problem there. I don't really have to code per say, I reskin app gaming codes. My job is themes and marketing. I have a developer and graphic designer that work for me via telecommute. All I'd really need to do is spin enough themes for the time I am at sea, and honestly I wouldn't have to do anything for an atlantic crossing. If I come up with some themes underway, less work while I'm on the hook. I can literally create a months worth of work in 3 long days. My team that I pay very well will do the heavy lifting.

I've broke my ass for a chance at doing something like this. As long as I can get to a wifi connection, or an air card, once a month I can mass upload the tasks for my team and continue seeing the sites and exploring for another month. The beauty of app reskining is that once they are uploaded to the store they don't require any labor and they earn money as you sleep.
 
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