Do you have access to another implement you can hook the tractor to to check if it works?
Do you have a gauge with a male coupler you can plug in to the remotes to check pressure?
Does the tractor have one or two sets of remotes on it?
If so are the hoses hooked up to each circuit properly.
If you unhooked the cylinder you could fully extend it then loosen the line at the rod end of the cylinder followed by moving your control lever in the direction to extend the cylinder.
If fluid sprays out of the fitting then the gland seal in the cylinder is letting fluid past it and is in need of servicing.
Not as common but I have seen it more than a few times where the fastener holding the gland to the rod backs off or fails, when this happens you will have the symptoms you have described.
Sometimes it takes nothing more than reinstalling a nut or bolt.
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