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1.

I assure you of your award.
I ensure that he can get the award.
I have insured the car for 30,000$.

2.

better= improving
best= highest level

more= additional
most= can't add any more, is also highest level

.

. best---One's nicest or most formal clothing.

most

1. formal The greatest amount or degree: She has the most to gain.

2. Slang The greatest, best, or most exciting. Used with the: That party was the most!

 

.Here I understand it is that slang is informal, maybe misused