Congratulations on your first firing there James

You definitely have a clogged connction at the bottom of your sightglass, if it doesn´t show anything until it starts to drip in there from the top.
It is quite common to have some leaks from dried out gasketmaterial, when firing an older boiler that has been stored for years.
Some of them might be fixed by tightening the fittings ever so slightly, just keep in mind that threads in this type of non-ferrous metals is fragile, so you don´t overtighten and strip the threads.
As you disassemble the leaking areas, just share some pics of the area/parts, and you should get good advice in here, on the best material and approach for reassembly.
There should be a gasket/washer under both safety and steamvalve, and it is entirely up to your personal preference how they´re placed on top of the boiler, as long as the threads fit them.
Doesn´t make any difference steam or safety wise.