Herein lies the rub in my opinion. My cover band plays "crowd pleasers". Radio Rock that gets the soccer moms who wish they were still going to see Blink 182 at Warp Tour or going on about the Killers interested in catching a show. People like it. People cheer. My drummer won't play any faster or heavier than Blink 182. We don't make edits to the tracks for our "style". That band I think has potential to either phase the covers out in favor of originals, or to be an event playing "wallpaper music" and playing radio hits type of band. For me, I get to get out of the house, play music in front of people, and not stress to much about an "emotional investment" in what we're doing. Frankly, I wouldn't listen to more than 1 or 2 tracks out of our hour and 10 minute current tracklist. It's about getting out there and playing live to a good response.people like to hear stuff they know. I've never heard any of those three songs. IMO, it's fine to sneak in some deeper covers or more obscure tracks if most of the set is easily recognizable. There's plenty of funky covers you guys can borrow or, it sounds you people have enough chops to be able to take some poppy stuff and make it funky or soulful. I personally enjoy putting genre spins on songs. IME, it's not so much about contemporary, but about recognition.
Full disclosure: I feel the same way about our song choices - I'd heard about 15% of our playlist before joining and I wonder if the general population would have any better recognition. I know this style is way more about grooves and getting booties shaking than sing-alongs, but I believe the audience still likes to hear stuff they know.
Best of luck and yes, 12 years is a very long time to hold onto a dream like this.
My other band, which is one that I definitely get way more musical appreciation and enjoyment out of is really not anyones cup of tea but ours. It's not in vogue. Bands that sound similar aren't popping up out of the underground. I couldn't care less. In my best situations I've run 2 bands. 1 that is for having a crowd be excited, and 1 that is entirely selfish. Given the choice between the 2, I'd pick being entirely selfish because I do this for me.
If, however, you're still fighting for getting to play what you as a player deeply deeply love and get musical satisfaction out of while also maintaining a following and bringing in sizeable groups to bars well......if you ever find the secret panacea to that other than happening to like whats popular at the time please let me know.