You're right on track Jen...

"allowing myself to let go of the observer and dive into the experience of the feeling is key...and then once really felt, noticing/feeling the sense of beingness that is right in the midst of the feeling and yet is not the experience at all."

You see you cannot find the Seer, Pure Presence, that which precedes experience, that which you truly are by looking for it. Or else that which is looking - the Observer - has already established the condition of separation and therefore less than everything and therefore an identity.

So what you can do - have to do - is instead align yourself (as the Observer) with the sense of rightness, which is the soul itself. Then you continually become the experience of the soul, at which point, you start to drop into the presence that precedes the soul or is rather the source of the soul. But once you try looking for the source again - that which you are - it suddenly vaporises.

We have to keep aligning with the soul, unwinding the distortions in mid flow, then we'll get to increasingly know the state of presence which is through all. Suddenly voila, we've recognised who we truly are and that state remains - Enlightenment. But don't expect it to happen over night - it's a long journey!

Open

PS: the journey can also be quite fast - you'd just have to commit 100% to coming from pure being in every situation - no compromise.

PPS: there's no rush!