Hard to tell without photos. You are a good candidate if you have good quality donor hair, reasonable expectations, over 35, and are taking hair loss medications.
A lot of Drs do not require you to shave down. You would have to for FUE extraction, but even then it can be possible on smaller sessions to mask this area with longer hair.
Although you didn't get any regrowth with finasteride it is beneficial to keep using it to prevent further loss (It's generally better for maintaining hair rather than regrowing it).
If you did this I don't see why a dr wouldn't agree to adding some hairs to the crown. You should get it done conservatively so that if hairloss progresses you wont be left with a noticeable 'island' in the middle of your crown.
I've heard of platelet rich plasma (PRP) being injected into the scalp to induce hair regrowth. However, you have to come back a year later for another session. I can't vouch for how effective it is as I've never looked into it.
In order to hide your crown you may want to either 1)Grow your hair to cover it, 2)take time off work, or 3)Take time off work and use concealers to hide redness (subject to drs ok).