Brent, I am always happy to help someone spend their money, it makes me happy.
Focusing on a large screen is so much easier, you will see the benefits straight away. Dont forget your Bahtinov mask.
When you import into photoshop your pictures will always be dark, that is why you hear about people 'stretching' the data, playing with curves and levels will allow you represent the information that is contained in the pixels.
All you detail is contained in the lower 15% of the pixel values across the spectrum, photoshop displays the full 100% so you see 85% blackness so to speak.
This is quite normal. DSS has an ability to stretch the data on screen to show you the data captured, but save to disk the absolute values so you can process it better.