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I get so many emails asking me about whether to date someone who is separated, recently divorced, or even fresh out of a breakup that I wanted to tackle this tricky subject.

We’re often scared (even if nothing has actually happened yet with a particular person) that we may be letting our last chance or even best chance saloon slip away.

However, most of the guys I meet online have hobbies that include things like extreme hiking, skiing, biking, four-wheeling, etc.

It would be handy if we could avoid the vulnerability that comes with doing the due diligence and taking appropriate action where needed.We can take the period of time since the breakup into account but we also need to note whether actions matching words are amounting to somebody who is available for a mutual, consistent, balanced (no pedestals / controlling), progressing relationship that can blossom into increasing intimacy and commitment. It’s very easy to look at a person’s age, background, what they earn, their relationship history, their appearance, their divorce, and whatever else we’re focusing on, and rule them in or out on this basis, but in the end, regardless of any of these things, we still have to assess our own boundaries and do the due diligence. If you typically struggle with the uncertainty that comes with being with somebody who still has their previous relationship to resolve, or you know based on experience that you’ve had your fingers burned by being involved with separated or recently broken up people, don’t go there.spend with a person means that we get to see if actions and words match and whether what we thought or they suggested was on the cards is actually happening. A person cannot promise not to hurt you or that their marriage breaking up isn’t going to affect you hence if the possibility of either of these happening sends fear ripping through you, know your own boundaries instead of playing the breakup slot machine again. ‘Recent’ is of course subjective but it’s safe to say that if you become involved with someone who is weeks or even days out of their prior relationship, you’re gonna get some blowback.Which makes sense when you’re single and have a lot of time to fill. But when you’re looking for a relationship, hobbies can be extremely problematic.Being a marathoner or an animal activist may be the most profound and meaningful experience on earth for those who share your passion, yet they’re kind of rough on the 99% who don’t.

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