Looking for speaker recommendations

@2ruby

Out of those two speakers that you listed above I would definitely go with the DeVore Gibbon X but as one of the member said above that these speakers retail for $15k/pair new and I wouldn’t think that you would be able to find a used pair for within your budget of $2k to $5k.

I would also throw out some speakers that I think will be worth considering :
A used pair of Sonus Faber Olympica line, a used pair of an older Revel Ultima Salon, a used pair of Vienna Acoustics Mozart, and finally a used pair of either B&W 803 D2 or used pair of B&W 804 D3.

Your Classe CT-2300 amp will pair really well with these B&W speakers and will sound really good together. But your weak link I think is your DAC/preamp. You will need to upgrade your DAC/preamp. Upstream electronics such as DAC, preamp, etc are very crucial and will determine the overall sound quality of your setup and system. You already have a great amp. Your Classe CT-2300 is a spectacular sounding amp but your preamp/DAC needs to be upgraded to a better one. You should look for a used Classe CP-800 stereo preamp/DAC. It originally retailed for $6k but it was discontinued last year and nowaday can be had for around $3k to $4k used. This will pair well with your Classe CT-2300 power amp and it will be a big improvement sonically from your TEAC UD-301 DAC/preamp.
I highly recommend that you connect using USB cable from your computer to its rear USB DAC inpit port. The Classe CP-800 is optimized for use with its USB DAC input.

All in all, I think your Vandy speakers are fine. Your weak link is your TEAC UD-301 DAC/preamp. If you like, you can move up the Vandy line if you like their sound profile. Again, it's all about personal preferences / tastes and musical tastes when it comes to speaker choices. 

@2tuby 

Yes there will be huge improvements sonically when using a $400 DAC/preamp vs a $6k preamp/DAC. Your upstream electronics play important role as they are the ones feeding the signals to your power amp and speakers. If you feed them with garbage the overall end results will be garbage too. Garbage in garbage out.
Since you have a Classe CT-2300 power amp I recommend that you get the matching Classe CP 800 stereo preamp/DAC and the two will pair well together. Besides the CP 800 stereo preamp/DAC has been discontinued last year and nowaday it can be had for around $3500 to $4k used. This will be the cheapest solution for you. You can always get better ones but will probably cost more. 

Your Classe CT-2300, which is basically the same amp as the CA-2300, is a wonderful sounding amplifier. You can also get a good quality tube preamp plus a standalone DAC/streamer to potentially change the tonal character a little bit. 
Auduo Research, Primaluna, Cary Audio, Rogue Audio make great sounding analog tube preamps. I would look for a used one. The Rogue Audio P7 is highly regarded by many and I would strongly suggest that you look into that. But you will still need a standalone DAC with these tube analog preamps. Your Teac UD 301 DAC wouldn't cut it. 

After you upgrade your preamp/DAC or preamp + DAC you might not even need to upgrade your speakers after all. Or you can always move the Vandy line if you like their sound profile. They are great sounding speakers IMO. 

@2tuby 

I wouldn't get the Classe CT-SSP/SSP 800 av preamp surround processor if I were you. The CT-SSP does not have a USB input. It does have HDMI, spdif (coax digital audio), and optical digital (Toslink) inputs. Lacking USB input can be troublesome if you want to connect your computer to stream music files. 
Don't get me wrong the CT-SSP/SSP 800 sounded great for two channels but I would wait and get a stereo preamp/DAC or a DAC + stereo preamp. From time to time I spotted a Classe CP 800 stereo preamp/DAC here on Audiogon. This one has USB DAC input and will perform better than the CT-SSP/SSP 800. 

There are also countless other options out there as far as the DAC/preamp options. PS Audio Direct Stream DAC is awesome and has built-in volume control / preamp and recently there are quite a few of them offered for sale here on Agon. This will even be better than the Classe CP 800 stereo preamp/DAC.

Benchmark also makes spectacular sounding DAC for the money and they have built-in volume control as well. 

@2tuby

You definitely need to take care of your DAC/preamp first before upgrading the speakers. Your Teac UD 301 DAC/preamp just can’t do justice for the rest of your setup and system. I recommend either the PS Audio DirectStream DAC with Perfect Wave ll or the Classe CP 800 stereo preamp/DAC. Either of these will be a big step up sonically from your Teac UD 301 DAC/preamp and will elevate the overall performance of your setup/system to the next level. Even the Benchmard DAC2 or DAC3 will be significant improvements from what you have now. Your Teac UD 301 DAC/preamp is fine for just playing background music but not for critical listening. 

Your Vandy speakers are awesome IMO and you can always change up speakers anytime you wish but first you will have to upgrade your upstream component(s) (DAC/preamp) first for critical listening. 
It all comes down to personal preference and taste and musical tastes when it comes to speaker choices. There are countless options out there. 

@2tuby 

Instead of a PS Audio Stellar DAC you should get a PS Audio Direct Stream DAC/preamp with Perfect Wave ll which is superior sonically to the Stellar DAC / pre. But I would think that the PS Audio Stellar DAC is better than what you have now. However, the PS Audio Direct Stream DAC with Perfect Wave ll will be a step up from the Stellar DAC. 

I've never heard the Auralic Vega paired with the Classe CA-2300 power amp and the Vandy 2C Sigs before. 
You should highly consider the PS Audio Direct Stream DAC. It is very good. 

In regards to the Classe CP 800 stereo preamp/DAC, I haven't heard of the software issues. Dunno. 

You’re welcome. Congrats on the purchase! The CP 800 is optimized for use with its USB DAC input. I highly recommend that you use its USB DAC input to stream music. Its USB input sounded the best compared to its other inputs.

In regards to PS Audio Direct Stream DAC, not too long ago there were quite of few of them offered for sale here and they were all used and quite a bit cheaper than their original MSRP since PS Audio is going to release its flagship statement DAC soon or might just already came out as we speak.

But if you’re happy with the Classe CP 800 preamp/DAC then stick with it. It is a great preamp/DAC unit built around its USB input configuration signal path and I’m pretty sure it will sound significantly better than your Teac. Everyone who bought the CP 800 use its USB input to stream music as a preamp/DAC/music renderer. If you’re strictly looking for a linestage analog preamp (no DAC) I wouldn’t recommend the CP 800 as there are better options out there in similar price range as the original MSRP of the CP 800 ($6k when purchased new). But since you’re looking for a DAC/preamp combo that can perform better than your Teac so that’s why I recommended both the PS Audio Direct Stream DAC or the Classe CP 800 to pair with your Classe CA-2300 power amp and Vandy speakers.

The CP 800 is more of a preamp product with built-in DAC whereas the PS Audio Direct Stream DAC is a DAC (digital source component) that happens to have a built-in digital volume control so people can use it as a DAC/preamp by setting the output to variables or use it strictly as a DAC (source component) by setting the output to fixed gain and connect it to a linestage analog preamp or analog integrated amp. With the CP 800 you have no other choice but use its volume control as a preamp/DAC and won’t be able to use it strictly as a DAC (source component) and connect it to an analog linestage preamp like you do with the PS Audio Direct Stream DAC. In other words, you won’t be able to set the output of the CP 800 to fixed gain like that of the PS Audio Direct Stream DAC.
Lastly, the CP 800 has analog inputs and can be used as an analog linestage preamp whereas the PS Audio Direct Stream DAC does not have analog inputs as it is more of a DAC (source component) than it is of a preamp.