Basically an episode to show Kyouya what damage an average but efficient guy's best intentions can do.
A bit like if everyone got bad luck for him to get small luck at the shrine visit except it's for life.

I think it would be a lot harder to be thrown into your future self working adult. Passwords, projects, tasks and connexions... you'd probably need weeks to get into it and I wonder how people you work with would understand your amnesia and cope with it.
The same applies for his new familly.
Since he probably has physical changes to his 10 years jump, he could have had the memories for those years too.
But that jump is awkward in the sense that he did nothing to help the others and ended up dating/marrying Shino.

Side note: That criminal looking dude was their boss ? You sure he's not dealing drugs and having a cat bar and uses that game company as a front ?