#2 first
Pretend you've won the lottery. After you've gotten all the wiggles out/ bought everything you've ever wanted, HOW do you keep from being completely and totally BORED OFF YOUR BUM.
Trust me. There is a very limited time most people can "do nothing" (whether that's drinking margahritas on the beach or reading or meeting with friends, etc. Typically it takes 1-3 years).
Seriously think about what on EARTH you would do to keep yourself occupied. And think about your daily schedule.
Because, you know what? You can do EVERYTHING on that list (cake and eat it too), if you turn the question on it's head.
I'm just going to use myself as an example.
________
#1
My ideal day post-lotto starts with sleeping in and then walking outside and diving into a pool. That's just who I am. I am not a morning person and it is ORGASMIC to start off swimming every day.
Problems & Solutions: I needED to be up early for my son (now that he's older, I don't, getting up early with kids is a LIMITED time thing), I live in the chilly damp NW (next place I move will be warm, and I AM planning on moving), I don't have a pool (the house I buy in the warmer climate will have an inground pool).
Will I be able to do it every day? No. But I CAN set up my life to do it MOST days/ have that be my "normal".
Can I do that tomorrow? No. I didn't win the lotto. But I CAN work towards it. It'll take a couple years. No biggie. ((It comes with other factors, of course, but those get dealt with. Like moving away from my family/best friends means I need to buy a house big enough to accommodate houseguests. Okay. I can do that.))
EACH AND EVERY THING I deal with the same way. HOW DO I WANT TO LIVE MY LIFE, AND HOW DO I WANT TO SPEND MY TIME.
For myself... that means I'm triple majoring.
What I want to do for a living is to teach 2 quarters out of the year, be on a dig 1 quarter out of the year doing double duty as an archeologist/anthropologist AND staff nurse, and then pad either side of that dig working with an NGO (red cross, nurses without borders, whatever the local med group or clinic is) for a few weeks, and publish 1 quarter a year possibly doing some freelance stuff as time allows. (my majors are anthropology, nursing, and fine art, although I have a psych degree, I am in absolutely no way interested in being a clinical psychologist).
Do you know what that means? I need to get a job with a COMMUNITY COLLEGE. Not a prestigious university. I have friends who look at me like I'm nuts (my professors tell me I'm smart). Because of the freedom I want in my life to only be teaching 2-3 quarters a year (depending on whether I can swing grants to have the dig be part of the curriculum), community college is where I need to be. Because I will "look" prestigious (publishing and being a part of or running a dig that will be a draw to their students) CC's will want me. They also pay better than most universities, even though they are "looked down upon" in the educational sphere.
It's not the "sexy" track. It's not Oxford, Yale, etc. It's how I want to LIVE MY LIFE. I want to travel. I want to teach. I want to 'play in the dirt'. I want write and take photos. I want to sew people back together again. As me'job.
((I actually have several "teaching" job options, CCs are just my top choice for hours, pay, etc.))
I also want to swim, and snowboard, row, and write, and travel, and take sniper courses, and ride horses, and sleep in most days, and, and, and, and all the "fun" stuff.
Am I DOING that stuff now? Nope. Not all of it. But I'm working towards it. I also add in as much as I can right now. I might not be able to spend days writing, but I CAN arrange for my son to have a weekend with Nana and Papa once a month so I can spend THAT time writing.
Having your cake and eating it, too. My life motto.