I used to ask as a newbie....How long to I keep trying by myself?
And people would say, "Until you decide you can't do it anymore"...(I HATED that at the time bc it was so non-specific! )
I cycled a few times getting close and backing off until I couldn't live the way I was living anymore. Sounds like you are reaching the same point. From your descriptors you guys do sound like the cover of a Ralph Lauren catalog. But that doesn't mean much if you are hurting inside, does it?
Keep doing those runs and working things over in your mind. You will know when the time is right and we will be here for you!