Boy name help

[s1helly]

There’s an obvious pattern here, for family reasons. But our narrowed list. Hard to pick. Love a classic all American feel but that feels fresh, these check those boxes for us. Yes we are aware of popularity of some of these, and yes we still love them. We do have a history of red heads in family so Reid as first does make me a little weary with bullies just in case baby ends up red haired. But could be over thinking that!
Leo Reid AlexanderWesley Reid Alexander nn WesHenry Reid AlexanderReid Alexander
Thoughts?

Sorry is Alexander your surname or a second middle name?
Reid is nice as a middle name but prefer Alexander, also Alexander as a first name.
I like Leo and Henry but not Wesley.

Leo Reid Alexander - Leo is a good name, very popular as you've said.
Wesley Reid Alexander nn Wes - not a fan, very 70s/80s
Henry Reid Alexander - similar to Leo, a solid popular name.
Reid Alexander - not a fan, dated

I would choose Leo or Henry.

I think you mean wary not weary - wary is cautious, weary is tired.

Reid would make me think of reedy, which is not a good association. It's ok as a surname but not as a first name.
Wesley is dreadful - very 1970. Will be Wes.
Leo, Henry and Alexander are regular, popular names and the DC will be Firstname Surname nearly everywhere.

Is Alexander the surname? If it’s a middle name I like Henry Reid Alexander or Henry Alexander Reid

I like Henry but Leo too and flows better. Not a fan of Wesley.

I'd go with the first name that goes best with the surname.
Something like Reid Brown or Leo Lyons would not sound good

Young children often struggle with the R sound and Reid would be Weed

Inspired by your names and assuming Alexander is your surname ..

Redman Wesley Alexander
Henry Bede Alexander

I like Wesley Reid