I assume one OLED for the family and then a portable per person

Stop. Don’t buy anything yet.

What do you mean “one portable”? Do you mean a non-OLED Switch? Do you mean a Switch Lite? Do you mean a pair of Joy-Cons? Do you mean a single Joy-Con?

My family has 3 Switches. I bought a launch system, my wife bought another of that type, gave it to our kid, then bought an OLED for herself.

So, you don’t need more Switches than the number of people (unless you’re planning to host Animal Crossing treasure islands, which, you’re probably not).

We had a Switch Lite, but it was redundant since we each had a regular/OLED, so we sold it.

Why not just start with one and go from there? Get the OLED if you’re planning to primarily play handheld, or if faster loading times are super important to you.