How do you decide whether to continue to contact someone without seeming too eager? I follow a strictly 1 for 1 communication policy.
See the earlier question about having one credit. One for one is good – though you’re allowed one double negative. That is, if there’s been no contact since you last talked or met up, you can – for one time only – meet that negative credit (negative because he hasn’t got in touch since) with another one, eg, you getting in touch. The key to not seeming too eager is timing. Depending on how solid you think the connection was/is (that answers your question about “how” to decide to contact someone), wait enough time so that while it’s still fresh, it doesn’t seem like you have no life. Any time between four days and a week is good – longer than a week is usually fine too, if you can bear it.