Geez...where to start...
As far as guitars, that's the only thing I don't have a lot of. I find one that sounds good and stays in tune, and don't use any others.
I played a Gibson Les Paul for about 25 years - no other guitars. But after 25 years of 40 weekends a year with 4 hour gigs a night, it was hurting my lower back. So, I retired the old girl and got me a Paul Reed Smith CE22 that sounds almost is good, is a fraction of the weight, stays in perfect tune even when I'm constantly dive bombing (no kidding - all the way until it stops. Although I do have the whammy bar blocked so it will only go down), and has switchable coils (I can make it sound like a lot of other guitars).
So, when I'm playing an electric show, I play my PRS through a Marshall JCM2000 60 watt triple lead combo (trust me, it's plenty loud and I can crank it up enough for the tubes to saturate - I've never had to go above 7) stacked on top of a 1960B 4x12 slant cabinet. If I need more, I run an XLR from the amp (it has a direct out that does a good job) to the PA mixing board. I play that through a Line 6 POD XT Live Guitar Multi Effects Pedal, but for electric shows, I only use it for effects (delay, chorus, etc). So, my "chain" is my guitar into a BOSS SD-1 distortion pedal, through the Line 6, and into the amp. I turn the gain almost all the way up on the SD-1 pedal, but the distortion down as low as I can while keeping a strong signal. This gives me a ton of pre-gain so I can turn the amp pre-gain way down, get a very nice Marshall tone that cuts through the mix very easy, but is full and ballsy. I use PRS .010's for strings and Dunlop 475 Big Stubby Guitar Picks. I believe they are made out of bullet proof glass and last forever. Although I have a Corcidin slide, I rarely use it because I have to play rhythm too. So, I use a pinky glass slide for tunes that need it.
For our mid-week gig, we play at a very small club that doesn't have room for a full band, so we do what I call an "electronic" show. The drummer uses a digital drumpad and runs it into the PA and I use the Line 6 pedal for different amp modeling with the effects directly into the PA. It's too processed for my tastes, but it doesn't sound bad and is an easy setup.
Me and the singer have an acoustic act where all I use is my Alvarez AJ-60 jumbo acoustic with Elixers directly into the PA. It plays very, very nice and has a rich, full sound. I only use thin picks on it because I really beat the hell out of it when we're really into it. Thicker picks cause too much buzz and distortion.
I do harmony vocals for everything and I don't get much help. So, I run my mic through a TC Helicon Voice Live unit. Very expensive, but it rocks. It gives me the effects I like (reverb and a little slap back delay), it makes my voice sound fuller when doing high harmonies, and I can throw another harmony vocal into the mix with it on some songs.
The PA is mine, but it's nothing really special. I use a Mackie CFX12 mkII Mixer through Behringer effects (vocal processor, feedback eliminator) and into a QSC PLX1804 Lightweight Professional Power Amplifier (only weighs like 10 pounds - the greatest thing Man ever created) with two Harbinger HX152 Dual 15" 2-Way Speaker Cabinets that absolutely freaking rock. I think Behringer makes great equipment as long as it's not powered. So, for effects and the like, I love Behringer. But for powered stuff (mixers, etc), I wouldn't use it because the film on their boards is way too thin. That's not a problem with low current, but very unreliable for anything else. Heck, my feedback destroyer actually "finds" the frequencies (usually, 3 frequencies cause most of the feedback - the trick is finding which 3. A 31 band EQ will do it, but the feedback destroyer does it on it's own) that will cause feedback even though it's not happened yet. You press a button to "teach it" and it figures it out. Special note: If you do that and it starts howling, back the volume down. If you let it continue, you will either fry your crossovers or blow the cone out of your horn. Don't ask me how I know that.
My lighting pretty much sucks, but I hope to upgrade this year. I use the Chauvet PK1-BANK Rock-N' Lite Stage Lighting Package for everything and it really doesn't do that bad of a job, but another rail of some decent par cans is on my list of crap to get this year.
I use an old Nady wireless system for my electric guitar, a Shure wireless for my acoustic which is a total piece of crap, and a Shure headset mic system since I have to run sound on top of everything else. The band I was in before (the one in my profile pic), I used that because we all jumped around like a bunch of idiots, but I still had to sing my harmony parts.
I record demos of tunes we cover on my BOSS BR-1180CD digital recorder. It sucks because it only has 2 inputs, but I cheat like hell. I have a supplier that sells drum and bass tracks for popular songs for $8 a pop. He pans drums all the way one way and bass all the way the other. So, I just run them from my laptop into my recorder and have all the drums and bass ready to mix on 2 tracks. Then, I dump all the guitars whenever I feel like it it onto a few tracks. When I have all the music done, I call the singer over to put down all his vocals. I put down the harmonies after he leaves (or he'll stay and help if we have enough beer handy), mix it, and save it to the CD. It's not misrepresenting the band this way because the bass and the drums are really not that recognizable from band to band. But the guitar tones and vocals are what people (from a demo standpoint) are really listening to. So, the demo reflects who we are - we sound just like the demo no matter who is playing bass and drums (unless either of them suck). I know - it's still cheating. But I don't have the time, equipment, or talent to mix a full set of acoustic drums adequately.
For break music, I download mp3's from lavamus.com because I can play them on anything. So, I have a directory full of music on my laptop and while using Windows Media player, set the mode to shuffle and let it pick the songs to play. I bought some small utility (I don't have it here at work) that adjusts the gain so older and newer tunes are the same volume level.
Finally, I learn all my tunes (I'm giving away all my secrets here) with a Line 6 Guitar Port and a program called Slowdowner. The Guitar Port outputs through my computer speakers so I can blend perfectly with the output of the Slowdowner media player. I can slow the music down as slow as I like and loop it wherever and however long I want to. Since it's digital, the pitch doesn't change. But if I do need to learn a song that is a half step out or whatever, I can change the pitch of the song to match my standard tuning. I play drop D on some stuff, but avoid whenever I can. People don't want to stand around and wait for me to tune/retune. I have to do it on some tunes needing slide, but 95% of playing is in standard tuning.
My CRV can't hold everything anymore, so I have to borrow the mom-mobile for the electronic and acoustic shows. I rent a small trailer from U-Haul for $10/day for the electric shows.
It's a lot of crap, but I make a couple hundred bucks a week on it which sounds like decent money until you see my bar tab. All the music I play (for all 3 types of shows) is modern and current pop/radio rock covers with a healthy mix of classic rock thrown in. We don't do any country, but we do rock out a few classic hip-hop tunes (Eminem, 50 Cent, etc) depending on the venue. The band I'm in now is the first one I've ever been in where I'm the only guitar player, but I've grown to like it. However, it gets pretty busy trying to keep all the guitar parts correct, sing backup/harmonies, run sound, and basically, try not to suck. By the end of the first set (we do 3 hour long sets instead of 40 on/20 off), I have everything dialed in.
As far as playing, I'm no shredder. Although, I can shred on a few major or dorian runs when I need to, I prefer a melodic bluesy leads when I improvise. I don't read music and only have had a couple lessons, so, I would consider myself a decent player that can easily be outdone by any 12 year old that pays attention.
I just have more toys.