Hey Brett - sad to see you're out of the show - I was most impressed by your submission on Episode One of the EC as I produce some sketches for my podcast, love writing and know exactly how long editing/production takes. I aslo appreciate that's it's just you - pretty much any show can be funny if they just sit around chatting/have PFT on as a guest as PFT is amazing. However, in terms of feedback ... I've not laughed much at your submissions since the intro, which is a shame as I've really been routing for Hamm radio more than most other shows (it's pretty unique). Your intro submission was way too long and over-egged the pudding in my mind (as Jason (?) Sklar said you could just have done What, Who, When and stopped there... and then it would have been fantastic).
As for the hack comedy sketch ... I loved writing and listening to layered complicated meta-comedy (I'd seriously recommend you take a look at some of the work of Stewart Lee) but there wasn't a punch to it - even when the reveal came I wasn't blow away with your premise (and I understood it totally). That's the good thing about say ... Stewart Lee, is that he will maybe lose you deliberately for a long time, leaving you confused and a little alienated and when his point "hits" it's an incredible feeling (most times).
So I'd echo some of the comments above about structure ... and maybe about "pushing the envelope" a little more with your points that you are making - and I don't mean that in a "jokes about dead babies" way. More in a challenging the audiences conceptions way - if you boil your premise down and strip away the layers does it still have any impact? "Making fun of hack comedians is hack" doesn't really engage me as a statement.
In terms of the loose drifiting in and out format have you heard BlueJam by Chris Morris? Really worth a listen.
I didn't think the film trailer was all that bad but I also didn't laugh - whilst I did at some of the others - so it could have been a punchier script maybe with a few more clear jokes that didn't rely so much on the simple fact that it was a movie parody (this may sound a little vague ... I think a lot of the comic value I took away from that sketch was routed in it being a trailer about a silly movie and beyond that quite good joke there wasn't much more there for me to engage in).
Anyway just throwing some thoughts around - I'll add your podcast to my download queue as I'm impressed (jealous!) with what you've done so far.