#include <MsgBoxConstants.au3> ; to declare the Constants of MsgBox
Local $sRegex = "(?m)(?<=[a-z\d])([A-Z$][A-Za-z]*(?: +\S+?)*):"
Local $sString = "[['Company OverviewCompany: HowSector: SoftwareYear Founded: 2010One Sentence Pitch: Easily give and request low-quality feedback with your team to achieve more togetherUniversity Affiliation(s): Duke$ Raised: $240,000Investors: Friends & familyTraction to Date: 10% of monthly active users (MAU) are also active weekly'], [['Company OverviewCompany: GrubSector: SoftwareYear Founded: 2018One Sentence Pitch: Find food you likeUniversity Affiliation(s): Stanford$ Raised: $340,000Investors: Friends & familyTraction to Date: 40% of monthly active users (MAU) are also active weekly']]]" & @CRLF & _
""
Local $sSubst = ", \1:"
Local $sResult = StringRegExpReplace($sString, $sRegex, $sSubst)
MsgBox($MB_SYSTEMMODAL, "Result", $sResult)
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for AutoIt, please visit: https://www.autoitscript.com/autoit3/docs/functions/StringRegExp.htm