Pretty far out, let's start with what I like about it.
The color was good, and I liked the inclusion of the podcast icon as part of the overall logo. I liked the weight of the logo overall, it's proportions seem in balance.
The "wine glass W" is too much, interesting that it's trying something different, but otherwise not really a contender. The typeface is too blocky of a serif to interest me.
Thanks and keep trying! I really appreciate the help!
Wow, big departure! I can't say that this is any closer for me, but I like that you're trying different things!
My first observation is that I like the typeface, the color is a bit too saturated, perhaps adding some black?
I guess the silhouette of the "wine glass with headphones" doesn't work for me. Also, the overlay of the concentric circles doesn't do it for me, though it certainly is unique!
Thanks very much for this entry, and I encourage you to keep stretching!