Might as well be optimistic. You've already cleaned the carbs once. It gets easier every time.
The kits you have on hand probably include new float bowl gaskets along with other parts.
Repeated taking on and off usually results from test running with various combinations of jet sizes and internal adjustments. Suggest you simply continue with the stock jet sizes, leave the internal settings as is, and concentrate on getting all the jet holes and fuel passages and air passages perfectly clean. If new jets came in the kits, be certain they are the identical size before using them instead of what's already in the carbs.
Believe you may safely ignore the "choke" circuit (plungers, etc.)
Many folks use fine wire or guitar small E string to help clean the jet holes. Some recommend against wire because it can damage the holes. But wire is quicker and easier. Regardless, use plenty of cleaner spray and compressed air (being careful not to blow small parts all over the gargage).
If replacing the float needles and bases, do it as a set when possible (believe they come as a matched pair)
The fact that the bike ran well for a while after the initial carb cleaning is a good sign which indicates that the existing settings are capable of satisfactory performance.
Why the rough running ensued and gaskets began leaking despite the new in-line fuel filter is open to speculation -- but I suspect some crud remains inside the carbs and possibly the float bowl screws are loose or stripped, but the sudden onset of leaking around the gaskets is a mystery to me.
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