edit: as mentioned in the comments, you can't manually change the date on the Xbox so this solution is unfortunately PC only. You don't have to own the game on PC, it works on gamepass, just ensure that offline play is enabled. Before we start make sure you have
offline play enabled in your xbox app settings (On PC).
What we are going to do is play offline fallback seasons that have the smashable challenge in them from different months and then as soon as each challenge is complete we go back online while in-game, save the progress, then repeat with a different month. (The accolade tracker would probably track (I didn't really pin or look at the accolade while doing it, so I can't confirm) but the xbox app won't track the achievement progress until its done.
I've listed the challenges with the dates to go back to and where to find the smashables, but before we get to that you need to remember this process:
edit: please note that If you have any issues with the game not doing what it should in the steps listed below, take a look at what @Uomo Forzuto said in the comments about resetting the game to its "default" state then start over from step 1.1 - Switch off your internet connection
2 - Go to windows settings and change the date to whichever you need for the challenge (dates listed below)
2 - Load the game, complete the challenge
3 - After the challenge is done and while you are still in the game, switch your internet back on (don't change the date from step 2 as yet, just put your internet back on)
4 - Wait for the game to take you back to the current season we are in in a few seconds after turning the internet connection back on.
5 - Do something noticeable in the game to know that your game has actually saved when you exit and log back on. Anything from changing cars to using up skill points. Lets say you changed your car from a ford to a ferrari and you exit. If you load up the game again and your car is a ford, it means that the progress wasn't saved, if its a ferrari then it has.
6 - If your progress has not saved, repeat the challenge. If it has saved, repeat steps 1 to 5 with different dates
7 - When you complete your last challenge you'll get the accolade for the 5 seasonal smashables but not the achievement, the achievement would pop almost instantly once you turn your internet back on. You'll need to restart your pc for it to show as complete on the gamebar app if it didn't update after popping.
The smashable challenges: (I've only listed 5 but they are probably more from other months)10 February 2022: SMASH 3 GOALPOSTS2 are found in Playa Azul, you'll have to smash the 2 and then fast travel away and back for it to respawn to get the third.
https://imgur.com/bORvF5410 March 2022: SMASH 3 GOALPOSTS See above challenge for details.
10 April 2022: SMASH 15 SNOWMENThere are a lot in Mulege, but also on the beach of Playa Azul and on the top of the mountain, also many other locations but these are the ones that I know of.
https://imgur.com/sr10GiW20 April 2022: SMASH 15 GIFTS AT A HORIZON OUTPOSTThis one is pretty easy, drive to any outpost and they'll be there.
5 May 2022: SMASH 3 GOALPOSTSSee details above.
If you want to skip the snowman or horizon outposts challenges, I'm sure changing to any month not listed here might give you the goalpost challenge.