Trying to reboot

No. It might be a gray area if you're an active practitioner of lucid dreaming and intentionally cause yourself to have wet dreams.

Much better. This was a serious concern for me and after I found out that I didn't really need PMO to sleep, I was able to relax into sleep a bit better. If you're using PMO to relax for sleep, try to find some other relaxing activities (reading a book, pray, meditate, listen to music, etc.). If you're using it to relieve anxiety, try to replace it with exercise, meditation, etc. If you're in bed and you can't stop thinking about P after a while, try getting up, doing something above (I personally want to avoid TV late at night by myself because cable) for 30-45min and then try and go to sleep again when you're a little more tired.

If it ends in O then it ends your PMO streak. If it doesn't end in O, then technically it doesn't. I've warned others in the past though of using a partner to M. Even though some argue that it is with another person so it's fine, my intention here is to get control over lust instead of letting lust control me. My comments try to reflect that aspect.

Best way to not have as strong of urges is to get away from it for a while. The urgency seems to diminish over time away from the stimuli. Things that have helped me do that are journaling with the intent of identify emotions/feelings/triggers, exercising regularly (in particular, using urges as a cue to exercise), cold showers, meditation, prayer, connections with friends, being around other people, conversations with my SO, seeing good therapists (currently with personal and couples therapists), find a helpful accountability partner.

I have depression that hits me like a sack of bricks sometimes. The activities I listed above are also helpful for coping with depression, especially during the really dark times. It's hard to get up and do things, so I'm lucky that my SO will point this out and actively encourage me to go out and run or call a friend. And while it may not be as much fun as it could've been, it does help in giving me a little more energy as you mention masturbation does.

You'll have to make a decision based on what your goals are and what your beliefs are. I think the standard recommendation is to do a 90 day PMO reboot before you make those decisions so that your brain isn't affected by what the addiction needs. I didn't go that long but the difference in my thought patterns was striking even then.
While some doctors might say it doesn't have side effects, there's normally a clause of "while done in moderation" which is the part of the message I seemed to have missed (apparently multiple times/day isn't moderation). I used MO (and P most of the time) to deal with pretty much any and every negative emotion + boredom. Some of the pains I'm going through now are learning coping skills and how to deal with emotions in a healthy way that isn't around sex. (Which is why I mentioned not using your partner to M above. If I feel guilt or shame or stress and instead of PMO and I go to my SO and have sex, that's not growing emotionally.)
Every article/doctor/psychologist you find saying P or M or O are good or bad, I'm willing to bet I can find one that says the exact opposite with an equal number of studies supporting that view. I played this game with my SO for a while. They would send me one talking about the problems of using PMO, and I'd find one saying how it's actually healthy. This didn't help me grow either.
So ask yourself why you're doing this and if you're committed. It's not a smooth road for most people, so make sure you have plans for when shit hits the fan, and make those plans as easy to follow through as possible.