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If you use white pine, try getting a 5-gallon bucket of linseed oil or tung oil, and coat the heck out of it, giving the stuff plenty of time to soak in, before you recoat. When that stuff dries it hardens like noones business. Might make the pine last a LOT longer than normal.

Lots of equipment trailer owners around here go with locust boards, rough cut from the sawmill, instead of oak. Locust is very hard, sometimes called ironwood. A lot of the old fences around here are locust wood, the fences built 50-60 years ago and the posts are still standing. Not cheap, but...