I appreciate the vote of confidence!
Unfortunately the DE program is not going to work out. I was able to get ahold of someone at their program and it looks like it's 2-4 days per week depending on the semester. I was hoping I could get the department to work with me on 1-2 days, but 2-4 will be insurmountable.
Option 2 becomes the only feasible one. The medic to RN will be 5 semesters which can be done all at night and on the weekend, at which point I can apply to the same NP school that runs the DE program, but now I can apply to the traditional entry, part-time, online program..
It'll take a bit longer, but I can keep working and get my pension to 25 years, which is key..