I know some people with 1 kite quiver who make it work. Just means you have to be willing to give up sessions when the wind doesn't fit what you have. Depending on what you go for, you do something else when it's too windy or not windy enough.
The sketchy thing about this is if you are super amped to go kiting anyway, you go out when it's dangerously windy for that size kite. Or you end up doing a lot of swimming. So....don't go there if you are the kind of person who can't walk away.
The other thing: if you have a 5 kite quiver that you rotate in as needed, then it cost you 5x as much but also lasts 5x as long. If you are kiting 40-50 days a year on one kite, then you are replacing it annually. If you spread that across the quiver, maybe you are replacing kites every 2-5 years, depending on which get most wear. The single kite quiver may actually be a false economy. And it may be less safe too, if you are reluctant to change it out as frequently as you should. I have had a lot of time reasoning out why it is sensible to buy more kites.
I am also a fan of a single model quiver with multiple sizes....no need to vary flying style for the kite.