What does your HEADACHE-O-METER look like?

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Hello BP! I've spent the past few months learning and thinking about the various REI niches and strategies, and I feel like I'm pretty close to making a decision about where to get started. But before I do, I'm hoping to get a little input from the community. Specifically, I'd like to hear what others think about the headaches associated with the various opportunities. My goal is to find a good fit for my personality and family. This does NOT mean that I am looking for the most passive way to invest right now. It DOES mean that I want to get the most bang for my buck without adding too much stress to the equation. So without further ado, below is a first pass of some investing approaches beginning with those that I think would be the least stressful: 1. Syndication (least stressful) 2. Notes 3. Buy & hold w/ property management 4. Lease options 5. Buy & hold w/ self-management 6. Rehabbing & Flipping (most stressful) What do you think? Would you reshuffle the list based on your experience? What would you add to the list and where would you place it? I would love to see what your list looks like and hear why - especially if you think a particular strategy comes with less stress and the potential for higher returns.