How do you manage to send messages to your past selves?
Usually people write to their past selves regarding some regrets in order to ease the pain. Simply putting your thoughts out of the mind and onto the screen helps. And treating your past self as another person helps, too.
Also people write to their future selves to encourage/overcome the fear of the unknown.
I use the schedule future email feature in Gmail it's nice to reflect on in the future my current fears/concerns at that time, am I still alive, etc...