Frankly speaking, I hope your jaw drops when you hear your Gryphon dac. It would be really cool if there is a unique synergy between a server/streamer and your Diablo/Diablo dac. That was your original goal and to most of us, it is irrelevant whether it is an Aurender, Innuos, Taiko, Antipodes, Grimm, etc, etc. Certainly there are fan boys of some gear and while I'm quite happy with my Grimm, anyone who has experienced a Taiko knows there is more there, there.
Everything comes at a cost and regardless of what we each can/can't/should/shouldn't spend, we each punch out where it makes sense for us. For instance, I have have a dedicated room on the lower level of our home. When the heater/air conditioner kicks on I can hear the air from the vents. If I am seriously listening, I adjust the thermostat so it wont come on but usually, I just could care less. I set up the system to sound great in a reasonably quiet room but houses typically have some occasional noise. Every time I think of going more elaborate with my setup, I ask myself how crazy will I be the next time the HVAC kicks on and then I pump the brakes.
I'm certain an Audio Note Ongaku sounds better than my amp...its just not relevant to my circumstance or enjoyment. Some Audiogoners may even squeal a bit and protest when you pick a piece of gear OVER the piece of gear they have. Who cares? While I hope the Grimm is a good fit for you, only you can decide what you like. As I've said earlier in the thread, none of the gear you are trying will sound broken...some just check your boxes, with your gear, in your room all run through the filter of your preferences. I've had good friends love something that I didn't and vice versa....horses for courses they say. I preferred Grimm in direct comparison to Aurender and Innuos. Others prefer the opposite....but something I have yet to see in the forums is "I thought the Taiko sounded broken, flat, horrible".
Regarding cables, If the difference made by inserting $5k interconnects into your system is worth it to you, then its worth it. Don't let anyone tell you any different. Its ok to bring a gun to a knife fight.