I'm going to set aside an hour every couple of weeks and do it manually. Any automation beyond that would feel a little fake or forced to me, personally.
I don't think that's a good idea. If you set aside some time every few weeks to do that it won't fell good. You will be contacting many people in the little span of time and won't be able to have a conversation with all of them. On the other side, if you have your contact reminders distributed so you have just a couple of them per day, that way you can really care about each and every time you contact a person.
Well, what I had in mind was just to set aside some time to think about friends and contacts and get in touch with people I haven't spoken to in a while, then follow up organically from there.
In fact I just called up two people today to see what was going on in their lives.
