Winch and Jack weight?

[MDRookie01]

Looking to replace the winch and jack on my '92 Long trailer.. Can any one recommend the weight class i need to get for a '88 228 single motor Seafarer?

I would like to get a Strap winch, but not sure if it csn handle a heavy Grady.. Thanks Guys

 

[1st grady]

I use a 2 inch wide strap and have a 268 Islander. I believe it has a 5000 pound rating. No problems but I do drive right up onto the bunks and winch in very little.