Last year was our first year with a TT. I think my wife could camp alone now if she put her mind to it. She has lived up to the marketing on the Andersen WDH and hooked up our TV totally without me for a few trips.
If you're serious about learning to do it by yourself. Plan on spending extra time at the CG during setup and prepping to leave so you're shadowing DH 100% with everything he does (rather than being inside the TT working). We now divide-and-conquer for most trips, but will probably trade off some weekends to keep both of us sharp.