In a 3 month period of time [1] I came out of the closet with being Autistics [2] we bought and moved into a travel trailer because we had spent all of our money, and I was naive enough to tell everyone that we were now poor but so blessed and did not care because we now lived near our wonderful friends in the mountains [3] I was diagnosed with breast cancer and had a double mastectomy [4]  swiftly bloated up 30 pounds, developed lizard skin, hair loss and was no longer cute and young looking for my age [5] meds made me cry over anything and seemed to suck out all my brain cells [chemo brain is real]But this was all okay, because I had the support of all of my wonderful friends, right?  

It was declared a total loss and we got a check and used to money to rebuild the house.

This will mean your overall numbers will be:     a - Income from Cash Flow = $6,000     b - Income from Option Consideration = $3,000     c - TOTAL income = $9,000     d - Cost to buy = $10,000     e - CAPEX = $10,000     f - TOTAL Cost = $20,000     g - NET Profit/Loss = (-$11,000)3 - After 5 years, your tenant/buyer doesn't qualify, and you are $11,000 in the whole on a house that you don't want to hold long term.So, now that I've ruined your night (or not), here is what I would do if this was my house.  

., what you paid for the property when you first purchased it), plus amounts paid for capital improvements, less any depreciation and casualty losses claimed for tax purposes. 

I've been taking that to the bank for 19 years now.My potential loss is very small, my unknowns are large, and the potential ROI is huge.Isn't that a recipe for  'go ahead and try" ?

You will have a "loss" and you won't know when.  

No fake TV drama, and real profit/loss figures.

Having non-liquid assets means pledging the assets, this is not a DIY thing for you to try to do, get a corporate attorney, familiar with subsidiary and affiliate entities.You have a lot of bases to cover in the Operating Agreement, buy-sell agreement, removal of officers/members, pledged assets, accounting of profits, hold harmless between members, insurance loss proceeds, cut-off amounts for disbursing funds and creating liabilities......have your attorney address these as well as other aspects.

All or nothing is not a good strategy, if you get no support at 100% ownership it's no loss to give 50% away.  

It's not analysis paralysis you are describing... that generally comes from unknowns (i.e. am I budgeting enough for repairs/vacancies/etc)... the unknowns leave the analysis incomplete and ultimately result in an inability to move forward do to fear.Numbers are numbers, you can only analyze them once... 5 + 5 = 10 and it's impossible to be paralyzed by that analysis.What you're describing is an inability to create a weighted decision process.