Join Date: Feb 2010
Location: Narragansett Bay
Thanked 588 Times in 564 Posts
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Re: Pitfalls of trading up?
I would be reluctant to upgrade, if I was expecting to sell the boat. I would, however, be sure that repair was done to worn out items. This is especially the case for obvious aesthetics. As DRF said above, it tells a story to the new buyer about how well you took care of things that may not be as obvious. Worn out, broken, duck taped, jerry rigged, (fugly I think you said) etc and I start to wonder if you ever changed the oil.
As far as owning two at once. Avoid it at all cost. Rent if you have to between boats. You will have no way to know if both vessels in your fleet end up required huge repairs at once. The boat you haven't sold may require them upon survey of the new prospective owner. Rent is cheap by comparison.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.