This regex should work for you:
(?s)(?<=IfThisIsPresent:.{0,1000}Look:).*
it matched for me:
NeedToExtractThat </span>
If you also want to get rid of following tags like </span>
then you could use this regex:
(?s)(?<=IfThisIsPresent:.{0,1000}Look:)[^<]*
which matches:
NeedToExtractThat
see demo here: http://fiddle.re/8ez1h (click java button)