The only challenges you haven't mentioned is advertising for roommates, screening them and where to get a lease.

Also AirBNB stocking fees, maintenance, cap ex.But at the same token know that the principal portion of your mortgage payment is actually not a true expense so there is that benefit to doing all of this even if you are light on the cash flow or break even.  

While I am not involved - i have read the accusations and whether or not if they are true, that would scare me enough to stay far far away from anything they are associated with. 

Pretty good from @Nathan Gesner too, BUT not 100% all the time.We know some turnkey companies that do NOT want to own real estate or are very picky about what they keep and sell the rest.It is a challenge making sure they are not selling you the property for MORE than it is worth.What country are you currently working in?

Property owners in Florida have faced significant challenges with squatters unlawfully occupying their properties.

With $50K—$100K, you could fund a rehab and refinance to free up most of your equity for the next deal.Cons: BRRRR often requires more hands-on involvement, especially managing contractors and timelines, which could be challenging with your demanding job and family obligations.

If you look at true ROI (especially without any Govt tax help) It is an even bigger NO.

But if do a BRRRR from far away that's risky too, without a really good and trustworthy team in place and lots of checks and balances (security cameras, someone local to check on your property) and the ARV and refinance aspect can be challenging.  

I think the most important part is a willingness to learn and succeed plus just knowing your goals and pushing forward towards them.Each market has its challenges and PDX area is no different. 

However, if you’re just a W-2 with no STRs or REPs, it’s going to be challenging to reduce that tax via real estate.