Ok, I'll bite. If the iphone is unimpressive and dated, tell me specifically what your phone does that makes it impressive and current.
I bought the iphone when the 3gs model came out. I had an iMac already and figured what the hell. It does everything I want.
Here's a quick list of things that are really easy to do on my phone (iPhone5):
take easy pics and post them up to FB
have my music library easy accessible
have my contacts and calendar sync without any action on my part
act as a backup GPS when my Audi's GPS acts like an idiot
has the mobile version of Numbers, so I can use my spreadsheet program away from my desk and it syncs without any action on my part
has an app that I can use to turn on my alarm system if I forget to when I leave my house
has a pdf reader so I can have important docs on my phone to refer to when I need to
The only thing that I've felt like I was hampered by Apple's controlling policies was when I was considering getting a bluetooth OBD2 reader to use on my phone. I guess Apple has kind of neutered the bluetooth capabilities and the Droid's isn't.
Again, please tell me what I'm missing out with a Droid or whatever phone is the greatest. My only experience was a friend of mine who leads a tech team and bought a Droid and got rid of it after a week because he hated it.
Really? I do not think that you are missing out on anything. If you have reliable 4G service, good display, camera and music I doubt that moving to Droid is really going to be a life changing event for you. You could get larger display, multiple application windows, full hd screen, dual camera pics, 13MP main camera, quad core processor. On droid, modern UI/OS, universal sharing, haptic feedback, standard interface cables.
All the things you list are easily doable on Droid. You may have to save a Numbers file as Excel or find a numbers app. Likely need something like synctunes as well. I use polaris which came on my phone for word, powerpoint, excel, pdf. All the other stuff is trivial assuming your alarm company has a droid version of the app.
In Apr-May '13, I had an iPhone 5 and my wife an S4. The user interface had many things opposite of the blackberry I had used for 2 years. The interface is enough different that it takes some poking around to get stuff done at first. I also had problems that prevented me from dialing a number from MS Exchange if the numbers had an extension. 888-555-1212x1024. Even the copy/paste of text into phone number made calling a number of this form hard. Piece of cake on a BB or Droid, they dialed the number.
I would think the ability to integrate with your other apple products would likely be your deciding factor.
Apple and it's enthusiasts paint this picture of ease of use and it just working (reliability). This may have been true at one point for all products, but I believe (it's an opinion) it is definitely not the case with their mobile phones. iPhone was definitely the most different and thus took longer to adjust to. It may have been the most intuitive smart phone available... for some time, which is now gone.