Earlier quoted context omitted.
> Frankly, I don't need to know how he is doing every few months and I find it a bit awkward to make small talk any way. There's a bit of secret sauce here that I tend to rely on to prevent myself from being considered "that guy". First and foremost, I do this as much as possible via e-mail. Phone or WhatsApp is indeed too "personal" for these type of things (save for one person, an old boss of mine, who I have a sch…
What strikes me as the secret sauce there is the 5-8 paragraphs of info that gets dumped at once. There is something value in there that the other can pick up on and continue the thread. Compare that to a text , where you might send a sentence or two and expect them to come back with something- when in fact, they weren't thinking about YOU and therefore aren't prepared to respond. Hence awkward.
Liking to write helps a lot with keeping in touch.