Hmmm - slippery slope down the bunny hole there.... there's the stock answer of "it depends...."
Having done a community parcel map before using ArcCAD (a E$RI 3rd party app on AutoCAD in the early '90s, which had similar tools, but a lesser degree of accuracy because the app used single floating point precision processing (8 significant figures) versus ACAD's double floating point (16 sig figs), drawing cleanup and building topologies drove me nuts...)
That said, first & foremost, save your work often - save out your source drawings / blocks of subdivisions and document the steps you take in a file like "DO NOT README.TXT" (gets attention every time...)
Step through cleanup actions methodically and build your map in a sensible manner - be that "from the outside in" of newer subdivisions to older or from city center/older developments out. This can delve into a role similar to a surveyor where you'll need to think of your end as you start. I.E. do you rubber sheet whole sections of your map for cleanup or do you honor rights-of-way at their platted widths, etc. It really is a complex issue that separates a GIS from a Cadastral System. I can't give you better advice on this other than talk to a "knowledgeable" surveyor. Are you putting out a map as a functional document or as a schematic "cartoon" I can't answer that one.
Then, work through a section at a time, you don't have to document every error & how it's resolved, but at least document your fundamental approach - what are your tolerances used etc. Work through one step / cleanup action at a time until you can build your topology successfully and save versions of your work so you can always step back if you find you should have performed the cleanup in a different order or worked on a different section of the map first. You might also bring in an aerial image as a backdrop to make sure you're in the right "ballpark" - I've seen maps get off by several hundred feet as the operator worked from plats from east to west and found he had a fictional plat that put houses & developed lots out in a river that he knew the parcels only went as far as the east bank.
You might split this out into a thread of its own for others to find and input their $.02....