I'm sure there's a way to do this. In X1, how do you set it so you can record and hear at the same time through the headphones. I want to be able to sing or play and hear it through the headphones while I am recording. -ryan

what kind of interface are you using...should have a headphone jack and a headphone output knob.

just select your input monitoring. its next to the record button on the track you are working on. depending on your buffer size you may have latency.

You can monitor through your DAW using the "input echo" on the recording track button as bigsmoove23 suggests or if you interface supports it (most do) use the "zero latency" monitoring option on your interface. That allows you to monitor the track you are recording without looping it through the DAW, no need for the "input echo" on the recording track.

  I have a Tascam US600 -- its been working fabulously. I'm using it and X1 in a Win7/64 environment. http://tascam.com/product/us-600/images/ The unit has "level" right by the headphones jack which I have at 3/4 the way up. And also the Mon Mix level which I have all the way up. I can hear the playback just fine when I record. Just not the vocal when I try to sing and record at the same time.

What's the mic plugged into? Make sure you have input echo enabled on the mic track. Make sure you have a seperate mic track with the right inputs and outputs. Make sure you don't have the instrument input button pushed on the interface. Make sure the level (volume) is turned up for the mic channel.
You can hear playback when you record through what channel? Describe your input to output routing.

The list goes on. Make sure your mic doesn't need +48V phantom power. Are you getting meter movement in the mic track?

  the meters are all fine and I can get the vocal recorded just fine. I'm running an AKG 200 into XLR input #2. All inputs are fine, because I can see the meters move and I can record just fine.

I run the interface spare outputs (my interface has 8 outputs) into a dedicated headphone amp..... that lets me monitor exactly what is going to the monitors..... when recording with a mic, the speakers are of course, shut off. 

So why isn't it getting to the headphone output?