I was 35 and very healthy when I got the diagnosis.

Ian- I love saving a buck way more than the next guy but there are some things you just have to pay for especially if you are dealing with 20M of other people's moneyI also don't want my doctor searching for a diagnosis on WebMD message boards

Following this, I sought the expertise of a basement/drain specialist.Findings:They utilized cameras and detected obstructions at two locations: one in the basement and another in the driveway.Their diagnosis suggests a broken clay tile pipe and have quoted an estimate of $11,000 for excavation and repair.Concerns:Unfortunately, they did not provide any video footage of their findings.

Well, first of all, while passive income is not totally activity-free, 5 hours/month on the phone beats anything else out there IMO.And secondly, with a diagnosis of MS, do I really want to be flipping houses for equity?  

It would be like me going to a MD having tests run and the MD issues a diagnosis and then me going to Facebook to get other medical opinions  😀The three years of income and expense is not a sufficient data set to determine the answer.One needs to specifically look at what generated those losses in 2020 and 2021  If the $22,600 loss in 2020 primarily arose from depreciation and you were able to use those losses in 2020, your basis in the property will have been reduced by the amount of the depreciation.

I'm working on a software tool aimed at improving maintenance diagnosis for property managers and would love to gather feedback.

The final diagnosis is not 'winning or losing.' 

Would one go online to get a free medical diagnosis?

You want them to be involved because that could be the only route where she gets help.As she is over the age of 18, nobody can make her go to a Dr, get a diagnosis, take meds or go to therapy. 

Analysis paralysis is a fake diagnosis.