Backup Solutions for our iMac

We just narrowly escaped losing our hard drive due to maxing it out - 319GB or 320 used.  The reason?  I procrastinated creating a backup solution.  Now we need to move forward and am looking for suggestions as to the best route.  As background, our system currently consists of:
(1) Macbook Air (2012)
(1) iMac (mid 2007, Intel)
(1) 2wiregateway wireless router (AT&T Broadband)
Online back-up via Backblaze (am considering switching to Crashplan or Carbonite)
We need a solution that will provide:
automatic wireless back-ups of both machines though I could hardwire our desktop if need be - TC?
external disk storage for our media (e.g., photos, music and video files) - WD, SG, IOM linked to TC, needs to be backed up using TM
media server - access from Macbook Air, iPad (future), iPhone (future), any wireless device playing iTunes; e.g., Denon receiver (future need)
I purchased and tried to set-up a Seagate GoFlex Home option but the wireless set-up via the 2wire has been difficult and I've had no luck with linking it as a drive for Time Machine. I plan to return based on feedback (regarding my set-up options).  Like everyone, we want to 'future proof', however, we're NOT large media purchasers so excessive storage is not an issue - mostly photo files.  We're mainly focused on ease, durability and costs.
This is what i was thinking:
automatic wireless back-ups of both machines - Time Machine/Time Capsule ($300+)
external disk storage for our media - external harddrive (WD, SG, IOM) connected via Ethernet to TC or as it's a store server, hardwire this one (firewire) to the desktop.  This too will need to be backed up using Time Machine  ($150+)
media server - ?  Again, secondary future need
Thoughts?

Thanks for all of the feedback. I've sat down and drawn out an updated solution (see below).  I think this will meet all of our needs but would love all and any feedback including on my drive selections/options.  Our modified 'need' list.
external disk storage for our media (e.g., photos, music and video files) [External Hard Drive FW800 connection]
automatic wireless data back-ups of both machines [Time Capsule]
bootable local back-up of both machines [External Hard Drive with Super Duper linked to Time Capsule]
media server - access from Macbook Air, iPad (future), iPhone (future) [iCloud]
network printer connection [Time Capsule]
off-site data back-ups of both machines [Back Blaze/Carbonite]
Does this make sense?  Overkill?  Thoughts regarding Iomega drives?

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