Yes, though a headphone jack amp circuit is generally noisy and fairly hot for a normal line level input. Sometimes you gotta do what you gotta do but it ain't optimal.

oops, I forget to mention that the headphone out is going to a headphone amp.... not for recording anything. thanks!

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would this work?

Those insert Y cables are 1/4" TRS on one end and two 1/4" TS cables on the destination end. The whole path is unbalanced which is one reason the stock cables are generally so darn short. Source T+S goes to one destination TS and source R+S goes to the other destination TS.

If your headphone amp accepts unbalanced 1/4" L and 1/4" R then you are in business with a headphone jack as a source. I'm not sure I made any sense there.

I found this in the manual:

Inputs:
1/4” TRS stereo unbalanced (front and rear)
1/4” TRS mono balanced - Left channel (rear only)
1/4” TRS mono balanced - Right channel (rear only)

What kind of Y-cable would I need? or do I even need one?

What brand of head phone dist amp do you have?

dod 460h

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All you need to use is a TRS-TRS stereo cable. Ideally this should be a separately-screened dual-channel cable, not a balanced mono cable. Take it from your headphone output to either the front or the rear TRS input jack on the headphone amp. In the absence of a dual-mono cable, a standard insert cable to go from the TRS source to the individual L and R inputs on the rear panel of the DOD would be equally good, and certainly better than a balanced TRS cable.