Most of us enjoy progress, we like to move the needle.I technically retired in 2015 from my W2 job on rental income.

This usually works where there is a lot of garages.If you have the means to solve the financing challenges a tic/coop can be another sophisticated value add.Note this is just some value adds.  

Had several challenges with their bookkeeping after I had to make an adjustment to one of my monthly payments.

She wants to put proceeds into a strategy that is not real estate, which obv presents challenges for tax mitigation.

Managing vacation rentals remotely sounds like a unique challenge..

Challenges?

Quote from @James Wise: Quote from @Timothy Franklin: Hey all, I'm new to wholesaling and my first deal is proving challenging, I'm looking for advice or potentially a j/v on dispo.

My challenge is that I don't know when exactly I will be able to obtain the STR permit from the city, so I don't want to convert guests too prematurely. 

Small private equity funds such as AHP and my companies run lean, so keeping all of the operational plates spinning can be challenging at times.

Accepting any payment will make eviction more challenging but some states/localities prohibit you from refusing partial payments, so you have to know your local laws.