Can someone point me in the right direction? LP player / Preamp / Dragonfly Red...

I’m in agreement with those suggesting vintage gear. But, be forewarned that some of it, especially Technics SL-1200mk2 turntables are pretty much all thrashed by “dj” rappers. I know from my experience, I wanted the higher end SL-1700mk2 on which the 1200 is based. They are extremely rare in any condition, so when I saw one for sale a few months ago, I jumped at the opportunity. And yes, it was owned by a wannabe “dj” rapper that kicked the living £#£}¥ out of the poor thing. Determined, I bought it and set out to restore it with a new plinth, tonearm, Audio Technica VM540ML cartridge, mat, and 1200 feet and dustcover. It turned out very well, and I’ve got it connected to a customized NAD PP2 phono stage (upgraded 2 amp regulated power supply of my own design, and soon to get a Burson V6 Classic Duo discrete op-amp), pair of vintage NAD integrated amplifiers (3020i and 3225PE) in a bi-amp setup driving a pair of Energy Reference Connoisseur speakers. 

The whole system cost me around $2000,
and equals or betters performance of new systems over $10,000. You can do this also, with the same or similar gear. It will only take time and perseverance to set your goals and be on the lookout on Kijiji, EBay, etc...  for viable gear. 

Try Schiit Mani if you want good sounding, good value phono preamp. Pair with Nagaoka mp110 cart. Mani is 140 bucks including shipping fron Schiit Audio. Nagaoka cart about 120 bucks.

Just to be clear, you cant input a TT into your iMac and use the Mac as your controller. This is only done when somebody wants to convert vinyl to an audio file by using a A/D converter.

You need a phonostage that would plug into the Sony (and there are many costing less than $350) or go with the Onkyo as you first suggested. It has an input for a TT and looks to be of much higher quality than the Sony.

Just to be clear, you cant input a TT into your iMac and use the Mac as your controller. This is only done when somebody wants to convert vinyl to an audio file by using a A/D converter.

That's some info I was looking for - thanks!  Guess I need to start with the amp...  

Anyone know of a NEW amp that will play nice with my Infinity Kappa 8.1's.  They are 6 ohm but I hear they can drop to 2 ohm when pushed.  My research so far has led me to the Onkyo A-9010.  Oh, budget around $400...

They are 6 ohm, but really act more like a 4 ohm speaker with such a demanding load. The Onkyo specs only show a rating for 8 ohms. This usually means the amp doesn't have the power/current required to drive power hungry speakers like the Kappas. The 8.1 specs state a minimum of 50 watts.

What is the size of your room? And how did the Kappa's respond to your Sony?