It is kind of a conundrum when setting up the TV and TT. That's why dealers never get it right. The TT is usually empty as well as the TV. JMO but I'd set it up whichever way is convenient. If after you get it all loaded and it's not right then grab an extra link. I've never completely loaded my TV and or TT as if camping and setup the WD. If it needs some tweaking you could always adjust on the fly. I've stopped before in a parking lot and added a washer or grabbed another link.
Just remember to use the tongue jack to raise and lower the tongue to make snapping up the chains/bars easier. If you're not needing to raise the tongue to snap up the chains/bars then you're not putting enough tension on the spring bars.