Back in my frum days, in Jerusalem, I also used to make a point of wishing "Gut Shabbos" to both frum and non-frum alike. I generally got mixed reactions (even from frum people, funnily enough) but the best reaction was a secular guy who simply said "Thanks". Hehe.
BJ, I so commiserate with this post, especially - "Anyway, I'm not really sure where all of this is going".
I was planning on posting about this topic and I'll probably do so in the next few weeks. I don't think it's something we'll ever "get over".
Happy Purim.
Simon: You don't wish good shabbos anymore? Why did you stop? 
BHB: Don't be silly. You're always way more coherent than I am.
BJ,
Welcome back. It's been a while.
I sometimes wish good shabbos (on Fri afternoon) to non frum or non Jewish co workers. Sometimes they apreciate it. Sometimes they look at me like I am from mars.
I guess skepticism sucks, i mean Darwin Day is just not a reason to celebrate.
the core issue is that it seems that you/me will always be gauging ourselves from the vantage point of the former frum self.
this twilight zone, does not jibe well with the frum world as an orthoprax, or with the secular world.
I dont feel comfortable with my kippa on, nor do I feel comfortable with it off. Neither one is appropriate.
I am sure the rabbi would say it is the yetzer hatov trying to break through.
Frum skepticism may not be sustainable, and our efforts to address it and make it work somehow might be futile. It is no match for the all encompassing nature of OJ lifestyle with its many benefits for the initiated.
XGH's recent post, on Goodbye Skeptics, reflects this outcome. Years of angst, intellectual debating, blah, blah, ... tachlis, the kugel is good, and XGH, for all his taunting, did so while cowering behind his father legs.
LF: Thanks.
Rick: You're so right.
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