Regex: Specify "space or start of string" and "space or end of string"

You can use any of the following:

\b      #A word break and will work for both spaces and end of lines.
(^|\s)  #the | means or. () is a capturing group. 


/\b(stackoverflow)\b/

Also, if you don't want to include the space in your match, you can use lookbehind/aheads.

(?<=\s|^)         #to look behind the match
(stackoverflow)   #the string you want. () optional
(?=\s|$)          #to look ahead.

(^|\s) would match space or start of string and ($|\s) for space or end of string. Together it's:

(^|\s)stackoverflow($|\s)

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