Brent, you may want to consider doing what I did.
Get a good size generator and run all your "critical" circuits and then run some (but not all) of your optional circuits.
I run the furnace, well, 2 freezers, 2 refrigerators, microwave . . . but not the double ovens or electric cooktop. I run the upstairs where we 'live' but not the family room downstairs, also not the dining room, not the outside lights but do run some that I deem needed. Pick and choose.
When we put in our generator 15(?) years ago it was common to run selected circuits. Today its more common to run the whole house. But running the whole house takes a lot more generator and back when I was shopping the choices were a lot thinner. Still, what I did makes sense.
No, I can't run my AC but I do have the ceiling fans in the summer. I also have the critical furnace in the winter and food all year. We can get by with the gas grill, microwave, coffee maker and none of our food will spoil. We can still shower and flush toilets because we have the well pump.
Fancy roast turkey dinner in the dining room during a power outage? Well no we can't do that.
Would I like to have an auto-on unit that powers the whole house, including the pool, pool house/bar and the guest house & workshop too? Sure. Afterall there are times when I want to weld in the middle of a power outage just to piss off my neighbors and show that I can . . . but honestly its not needed for the reasonably short outages we have. Most of our outages are less than 24 hours. Some run 1 to 3 days. Only a handful have ever last 3+ days. The worst was 8 days.
Also the majority of our outages lasting more than 12 hours happen during the winter. Therefore running the AC is a lesser priority, but running the furnace for heat can be a real issue. So I opted to run heat. Chart your outages, see what you need. Also, consider running only the AC unit that is zoned for your upstairs (if that is where your bedroom is located). The AC compressors draw lots of power, as many homes have multiples, consider which 'zone' is the priority in a longer outage and simply power that one.
Just some things to think about.