Davide, it's interesting to hear about your dating experiences. I have no knowledge of dating norms but you seem to really have a good sense as to your own readiness and an ability to evaluate the readiness of others. I honestly don't think it's a red flag that you're separated and starting to date. You most likely want to meet like-minded women. Women who are separated or recently divorced will be able to differentiate between a guy that wants to get to know them and a guy that's just looking for fun or amusement. It seems wise to take things slow, and I'm sure I'd be taking the same approach if I were to date, because you just went through a difficult experience and you don't want to end up in another difficult or complicated relationship that will result in further unhappiness. It's worth going slow to better ensure that a foundation of trust and respect for the other person's feelings can be built and to decrease the chance that the relationship won't be interrupted by a spouse that interferes towards the end of a divorce or a last minute change-of-heart. I guess you'll just know it when you meet someone who is ready to move at the same pace you are. It should seem natural and effortless. The best is still yet to come if you plan to have kids and can enjoy raising them with a loving wife and partner. I'm sure your future is bright. It's good that you're looking towards it and you're open to finding a new partner. I wish I could be more like you!