Racing with friends!
Online gameplay is one of the secrets to the longevity of the Flight Simulator series. In 2001, virtual pilots who wanted to experience flying planes from the comfort of their homes, created the VATSIM – a network platform that connected FS players in a shared world. Flying in VATSIM was one of the most hardcore experiences you could get on PC. You needed to know the rules, and the specialized jargon of the flight control chatter – truly, where eagles dare, and have enough time.
I suggest using MSFS multiplayer in a more liberal way, and inviting people for racing. I have a very fond memory of one particular race we've had with friends in Flight Simulator X in 2009. The task was to fly from O'Hare to JFK and see who can do it the quickest (you might also go all the way and recreate something like the Air Race Classic). One condition – identical planes. In FS 2020, I feel like doing it in an Airbus A320. Don't forget to set the time of year to summer and pick a suitable hour – preferably right before sunset – after all, views are the most important thing.
In real life, this flight takes about 2 hours. However, all tricks are allowed in the race. The competition begins already on the ramp, and the result may well depend on who manages to get the plane off the ground first. If all goes well for everyone, you will be landing in New York almost simultaneously. Stay sharp in the falling darkness.