My advice would be to get actuate hoof measurements after a trim and check the sizing of all the boots available to you. Work out which boots are more likely to fit and which ones are recommended for the style of riding you want to do.
Most boots can have pads added to them, I use high density 6mm foam that I buy in sheets and cut to fit as I find the pads wear out fast. However you can get 8mm, 12mm and 20mm pads for some styles of boots
I personally would boot your horse as required, I have left my mares boots on overnight with no issues and my trimmer will have clients keep boots on for days/weeks at a time (checking and airing the hoof of course) if it allows the horse to move more comfortably
I use easy boot (brand) gloves (style) however they do need a tight fit, and a barefoot/natural with minimal distortions in the hoof. I use 6mm pads in these as required but it's not recommended by the manufacture
Easy boot - backcountry are super easy to use but not so good on rough terrain, or for long hours of heavy use, but they can take a 12mm pad
The easy boot - epic is perhaps the most fiddly to put on but also the most forgiving in terms of hoof shape and hang on the best in extreme footing.
Easy boot - old Mac/boa are more simple boots, easy to put on, forgiving in fit but not good for long rides
I've heard good things about renegade boots but that are difficult to get in my area so don't know anything first hand
There are a few other boot manufactures around but I have not heard much about them
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