I'm still rather new to investing but have a great mentor and have been stumped with similar problems before so I'll try and help with what I can here:
1. Put a budget together and get some emergency savings in case anything comes up. It might mean a few sacrifices but it's worth it.
2. Depends what you want to do. I dropped out of university twice and ended up with a job I like. Others have had different results.
3. If you don't have any emergency savings another property might not be a good idea. It might work really well though it depends on a range of numbers such as what you are paying now vs what you would end up paying. If you don't know what to do with taxes hire a CPA but make sure they are also own real estate.
4. This sounds like a few points here. I've seen someone take on investor money and end up owing a lot of money because they got in over their head and lost everything.
5. This is similar to point 2 it depends what type of work you want to do.
6. You could make use of weekends or if your employer will let you you could ask to work 4 days a week. It's a great way to get extra time for real estate related stuff for example meeting with CPAs and attorneys. You could also use the extra time to work on a flip but I wouldn't do it without some emergency funds.
Hope that helps. I am sure others will have different opinions and suggestions.