I’m lost. Help me find my way

Listen and decide.  Mac and  Grado:  It’s all good stuff and only what you think matters in the end. When not sure always stick with products from proven vendors  that receive many good reviews. 
 

One recommendation is for streaming source go with a product like Roon that supports using canned convolution filters to adjust sound of specific headphone models.  That is a game changer that helps even out the playing field and opens up many new excellent headphone choices at all price points. 

Really the best way to decide is to listen. I have been developing my current headphone system seriously for two decades. It is incredible, far superior to other systems I have heard or put together. (see my virtual systems)  The amp, by the way is $6.5K and worth every penny... I have tried a dozen amps or more. The Mac headphone amp is highly regarded. I use Sennheiser headphones. Grado makes great headphones, if you like the Mac sound... sounds like you are heading down the right path.

@ghdprentice 

I have looked at your HP setup on the virtual systems page. Wow!  
But I’m afraid $6,500 for an amp is out of range for me. 
I’m going to audition the Grado’s on Thursday so I’m excited about that! A Mac amp for me is almost an automatic choice  

Thanks for the tips

@mapman 

Thanks for the tips. I’m really not all that familiar with Roon. I guess I need to do some homework. 

The Mac HP amp will not disappoint. Definitely audition a number of headphones, not only for SQ but for wearing comfort. Personal experience with the Grado Signature cans lead me elsewhere; they were not comfortable to wear for longer listening sessions. I ultimately opted for the Sennheiser HD800S. Very comfortable and the most open “out of head” soundstage of the “audiophile approved” headphones. The top Dan Clark Audio cans were also outstanding but a bit out of my price range. Have fun auditioning!