Should I look into a conversion for the hydro or is that opening a can of worms?
Pulling a 5500# load on a trailer w/ brakes, the existing vacuum assist should be acceptable. Get the existing brake system up to s n u f f first, and consider the hydroboost as an option that can be added afterwards.
Note that most hydroboost systems have a power steering cooler in front of the radiator, in addition to those items earlier mentioned (pedal assy, etc.). Add that to the shopping list.
Here’s a recent thread on hydroboost, the better part starts at this post and after:
Post in thread 'Hydro boost set-up needed'
https://www.gmt400.com/threads/hydro-boost-set-up-needed.58193/post-1242405
I and others ( @Schurkey IIRC ) have stated that braided stainless hoses both front and rear offered a noteable improvement in pedal feel / responsiveness. It’s another upgrade path to consider if / when you start replacing parts, in addition to those options mentioned earlier.
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