Everything you mentioned makes complete sense.

You are reading books, but not interacting with real estate investors at meetups which is why both things you said don't make any sense.

Buy a townhouse in this development near where I live called Sea Colony:Details: $860k for a comfortable townhouse.Pros:Comfortable place to live for the next few years, and I’d still have liquidity to invest elsewhere.It is still in my current community where all of my friends live, so I would still be where I want to be location-wise.Will get appreciation.Cons:High HOA fees ($660/month) and potential 10k special assessment in the next few years.Likely won’t cash flow after we move, so unsure whether it would make sense to hold.3.

Hey Alex, Your idea makes a lot of sense given the fact that you're burnt out on your W-2.

I've considering whether it makes sense to look at potentially converting it to a single family and enrolling the property in the college's off-campus housing program.

Does it even make sense?

The 150k sale price less then 100k basis.Hopefully that makes sense, but send me a message if I can help in anyway or run some numbers on any scenarios. 

If you are a large enough operation where you have employees then it makes sense.

If you plan to hold the property long-term, it might make more sense to pay a higher fee for a lower rate.

I am at the phase now where I need help/coaching analyzing deals to ensure the numbers make sense with decent ROI, CoCROI.