Samplers. Hmmmm. I'm old school as well (older than you I suspect) and again - samplers are old hat. Not that long ago I actually threw away my old Akai S950 when I got my studio up and running again. It took up space and is utter shite compared to anything Cubase/audio editors can do. And if you really need old style sampling - hunt down some VSTi samplers. They're way way way better than anything Akai did, or anyone else. Don't care if you have S3000s or whatever - they're inferior to what s/w does nowadays, and they're incredibly slow and tedious to program and load. And there is so much in the way of ROMplers and true synthesis VSTis for whatever instruments you need.
Your old analogues - obviously keep those - they're still very useful and still sound good. If you're comfortable with them, then TBH you don't need much in the way of VSTi synths. HOWEVER - some emulations of old gear are VERY good. I still have a genuine old MS20, but I regularly use the Korg plugin too (sometimes even both in the same track). Korg sell a very good Odyssey plugin too. GForce sell a very good OSCar plugin. Playing on real knobs and keys is still a benefit to many - TBH I find using some s/w a real PITA, so it's nice to actually get hands on analogue synths.
By the way - if you are into analogues, check out some of the new ones. You might be surprised how many really affordable analogues are now being sold - seems to be just in a recent few years. e.g. Behringer (don't laugh - they really do make analogues now - in fact they're probably one of the main sellers) are making some original of their own (Crave, Deepmind etc) and they're releasing all kinds of emulations - on my list is a MonoPoly, probably one of those Prophets when they come out, maybe a ProOne. I can pick up a Behringer MonoPoly for NZ$1100. If I wanted to buy a genuine Korg one - I don't think I even can in NZ, and the price from major markets in Europe or US are just silly. You'll be surprised what you can pick up from Behringer for way less than that - their 303 box (personally I don't think it sounds that similar - in the same ballpark but not that close) is literally pocket money. $200 or something silly.
Outboard - if you have compressors etc then keep them and use them. There are some good plugins, but personally I still prefer h/w comps (character ones at least).
Other FX - ditch the outboard.
Delays - you really only need one good one - ValhallaDelay, Soundtoys Echoboy, D16 Repeater. One of those will keep you happy.
Reverb - I used to love Lexicon h/w - TBH s/w reverb has finally caught up (mostly). It surprised me - I took a long hiatus too, so was surprised to see some good reverbs plugins. You can get Eventide if you want iLok (I don't...), but again Valhalla - superb reverbs. And/or use some convolution reverbs. I still do - you can get good sets of Lexicon, Bricasti, plate verbs etc and load them up into something like Convology XT (free, though you need to register - they make their money by selling impulses and they sell some good ones - but you don't actually have to buy any). There is a good thread in the KvR FX forum about impulses to d/l. Lots of pages but you'll find all the good reverbs in there somewhere.
Choruses, phasers, flangers etc, TBH you'll probably have enough to be useful in Logic. There are some alternative plugins, but I find you end up spending daft money on things that you don't even notice in the mix. Stock standard DAW modFX are fine.
The good thing is - you don't need to spend much to get up and running. Logic does most of it for you, so TBH if you want to get going properly you're going to have to learn the DAW at some point. If all you want to do is run a shitload of analogues by midi and add FX and mix ITB, you can easily. But it doesn't make any sense to do it without using the DAW central to it. And I say that as really old school. I like having a monster mixing desk and tapes and all kinds of old crap, but really they're crap compared to a DAW. A mixer is useful, but even if you have a big one, it's eventually going into the DAW to get recorded and mixed and mastered.
