I like the logo in #17 but the wording i think needs to have a more playful characteristic to it, perhaps a different font? #15 looks a little too luxury and conveys less of the community building, grassroots org that we are
17, 23, and 21 are all really nice, they are still not playful or quirky enough. Do you have any more fun fonts (maybe not as funky as Marydale but something more fun)....sorry hard to describe, I just feel the logo looks too much like it belongs to a bank firm or financial investment company.
I like the image of the W it reminds me of a hebrew letter "Shin" which is pretty cool since we are actually targeting a primarily Jewish audience...
Hope this helps with the creativity process
Maybe as an idea for inspiration check out www.werepair.org i like how their logo is done. it has a really nice feel to it.
Also feel free to come up with ideas beyond using a W as the image part.