I emphasize the big 3 as far as electrical self sufficiency. 1. Food preservation, refrigerators and freezers. 2. Heat. Wood burning for us usually covers this, but if you have propane or gas, you need to factor in fans and thermostats. 3. Water.
This advice is exactly what I did in getting a generator 12 years ago -- a 5500W, 240V Craftsman. I did install a 10 circuit transfer switch so that I could have various circuits to energize as needed. 1) Primary consideration was refrigerator and freezer, 2) next the 240V well pump, 3) then key lighting circuits, 4) then the microwave circuit to enable a little cooking, and last the circuit that powers the TV, internet router, computer, and sound system. Long after we got the generator we switched nearly all lighting to LED, so current draw of lighting is barely a consideration, other than convenience. We also heat with a wood stove, so heat is not an issue. In a pinch the well pump also is not an issue, we live on a lake and can use our camping water purifier to get drinking water, if needed, cooking, washing and non-drinking water can come right from the lake. The septic system is gravity, so no pump issue here. A gallon or two of lake water in the toilet bowl does the flushing. And even for cooking, we can easily use our camping rocket stove and skip the microwave.
I would think that with your long experience with a generator, you know well what is critical, what also would be very helpful, and lastly what really is just a convenience. With all the electricity we use from the grid, it is eye-opening to see how little electricity is actually needed to cover power outages, even those that may extend over many days, which are rare in our area of rural northern MN.