For the Man on a Mission trophy in Dying Light 2, you must meet all your Sparker love interests. Please note that these encounters are super buggy! After some time passes from completing The Matchmaker side quest, return to the Bakery Settlement.
The first love interest, as_sparker_2 should pop up on your map. If it doesn’t, just stop by the Bakery to check it yourself. Speak with the older woman at the Bakery Settlement.
After you start the Broadcast story quest, return to the Bakery Settlement. Look for as_sparker_3 (aka Vinnie) who is standing next to the Sparker board and speak with him.
After some time passed (about 10 minutes in real-time), the trophy automatically popped for us without doing anything else!