EspoCRM track is using a hidden (header) information, with Outlook there is no native way, there is probably an add-in that could make it possible... then you have to code it for EspoCRM to also understand.
How most software that use Outlook to track is they also create a unique text/numbers on the very bottom (usually hidden) to create link and relationship. I see if something because when people response using plain text format I then realize that how the software does it.
Log in Lead/Account mails sent from external mail clients
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