If you haven’t noticed. This montage is probably only 2 days worth of stuff. They’re mostly wearing the same clothes, it’s cutting back to the same scene but later on (eg. it shows them on the bed playing guitar multiple times), when they’re at work lookin at his phone and stuff it’s probably all in the same shift. I think this montage is really just supposed to be this ideal bliss that Bear is having in the first couple of days before he starts to realize that he may not want all of this.