I think some of this info may have already been taken care of in some of your other posts.. but here goes my additional $.02...
first off, i manually set TDC by checking for the piston rise through the #1 plug hole and turning by hand...BUT how do I know if I was on the right stroke?
TDC comes up twice, one time is at the end of the compression stroke when the spark plug is going to fire (the one you want)... and the other is on the end of the exhaust stroke and the exhaust valve is open... so when the piston is coming up on the
compression stroke if you have the spark plug removed you should be able to feel some air coming out of the spark plug hole... on the exhaust stroke you won't feel much since the exh valve is open.. If your timing was set based on TDC on the wrong stroke (exhaust) I don't think it would even run at all... if it did it would probably run like total crap...
Are you supposed to set the timing, mixture, idle with the car in park (auto trans) or in gear and if in gear, whats the safest way to do that
Ideally you should set everything with it in gear in an auto trans (since it will be under a slight load when in gear, and this drops the rpm a bit). Best way is to set your parking brake real tight (assuming that it works) and block the wheels with some pieces of scrap 4x4 wood, or sometime else the tires wouldn't be able to roll over very easily. Remember not to rev it while it's in gear, sounds dumb.. but after screwing with it for a little bit it may be easy to forget (done that

)
I would add a PCV valve, as was mentioned before..
As for the 'plan'...
1) A good rule of thumb is to get your ignition (dwell if not running electronic ign, and timing) right on, then mess with your carb. If you plan with the carb first you may be covering up an ign prob (such as incorrect timing). I wouldn't worry about trying to get the ported vacuum to read '0', by getting your timing and everything else set, you'll probably need to back out your idle screw and that will fix that problem anyhow...
2) Double check the TDC mark using the method above... Do you have a new balancer? It's pretty common for older ones to 'slip' and make the timing marks or mark no longer accurate.. I also believe there's different balancer/pointer combos... correct? So be sure both of yours are 'matched'
3. remove the vac advance line and plug it (do I need to plug the vac canister itself or just the hose from the carb?) and reset the timing. What advance amount should I start with (or should I try tuning it by ear..and if so, what's the best method for doing so?)
3) You just need to plug the hose, reason being is that if the hose has vacuum and is not connected it will make a vacuum 'leak' and possibly change the idle a bit. The reason from disconnecting the hose from tha vac adv is so it's not adding any more 'advance' while you're trying to set your 'initial' timing. I would say a good starting point is 10-12 BTDC, depending on your cam you may need more (suggestions, anyone?).
I also saw that you said you didn't set your float level yet, set it after getting your timing, or if it's running very poorly do it first then do your timing (that's the only time I'd say ignore the ign first/carb second rule). I believe the carb float question was already answered.. but... remember the screw on the float adjustment is for locking the nut down, the nut is actually what raises and lowers your float level... turning the nut counter-clockwise will raise the level, clockwise will lower it... if you need to lower it remember it will not go down until the excess fuel in the bowl is used up... you can rev the motor a bit to take care of this.... raising the level will be practially instant... do it slowly and don't loosen the screw too much... just enough to turn the nut, move the nut a little, then tighten the screw and watch the level (I say to re-tighten the screw so it's not spraying/leaking fuel all over the place in the meantime).. I hope this comes off being fairly clear....
4. I'm going to reattach the vac line (ported) and see how she acts.
5. depending on #4, I may try hooking the dizzie up to the manifold port at the base of the carb...a little more low end never hurts! In doing this however, my initial timing is going to jump a fair amount right? Should I STILL set the timing with the vac line disconnected?
4 & 5) I'd worry about 4 and 5 after you already have the timing/float/idle mix and idle speed issues sorted out... since nobody jumped in about what source to took it to.. I'd start with ported vacuum to make it easier... if everything works okay, then I'd try the manifold source.
And
always set your 'initial' timing with the vac adv disconnected...
Hope this helps.. (long winded as always)