You sweat easily under headphones. You never find a comfortable position for the cable. Provided by the headphones you start to dislike your favourite sounds. Everything sounds different. Everything feels different. You get much earlier tired and unconcentrated. After a short time your ears start to hurt. In a long time headphones will damage your ears more than normal monitor-playback.
I am also very sensitive with any latency. During a recording-process it’s annoying to deal with latency. Depending on your system it might happen, that you can not use the desired latency or it can happen that you have to change the latency, when the project is growing and more and more stems and plugins are reducing the power of your system.
Meanwhile I have explored a solution for both issues at once. I split the direct signal of the guitar and plug one part into my real amp (Fender Princeton with pedals). The second signal I plug into the recording device. The output of the recording device is connected to an active moniror box. The advantages of this setup: I can play in the same way as always just like daily practice routine. Nothing is changed regarding the sound and feel. Additionally I can record without any latency hearing the natural sound from the physical amp and at the same time I record a clean D.I. signal into the DAW. After the recording-process I apply amp-models on the recorded D.I.-signal. I just had to purchase a signal splitter. For the people, which want to try this at home just one warning: The first time when I recorded guitars in this way I was very confused, when I applied the amp-sim on the direct signal, because the signal was not totally clean as expected. When I applied a distorted amptone I could hear my playback in the background, whenever there was a pause in the main signal. How could this happen? I had recorded with the physical amp at full volume to preserve the natural feeling together with the loud playback. At last I could figure out, that the playback was recorded through the pick-ups of the guitar and had polluted the recording signal. So when I recorded the next time I avoided to stand in front of the playback and turned to place the guitar towards the amp and away from the playback. So then everything worked fine.