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SkiBum.You can build a landing as steep as you want if you push snow downhill to build and just down pass it every night.
A normal jump line should be able to be groomed just fine with a free cat. Winch is for building it and maybe some serious mid season tune ups.
HeathRStill think its better to winch any large jump with a steep landing daily. To me consistency is one of the most important things in a good jump or jump line. Hard to get this if you don't winch every day. Not everyone has that luxury but if you can I think its important.