Most often a market failure exposes an underlying sponsor and/or structural failure and that results in disaster. 

This is not failure.

I do think, though, that tiny homes in Portland may be more of a product market alignment issue than simply a concept failure. 

Their communication with me has been terrible for the last 2 years now - they will ignore my texts for more than a week at at time (and I usually contact my PMs if I their is a problem I do not bother them when they are doing their job).I've expressed my displeasure with the PMs performance with the co owner multiple times and clearly stated that I did not want to continue to do business with them because of their lack of communication and failure to screen tenants properly.

If there is a structural failure, this should be addressed first to prevent any further collapse of the structural framing, that will then damage new floor and wall coverings.

I’m building pattern recognition around recurring system failures and due diligence itemsAppreciate any help. 

Expecting multiple tenants to handle snow removal will result in an epic failure .

My Concern This feels like a developing behavioral pattern: Failure to meet initial financial obligation (security deposit)Repeated late rentNon-payment of late feesVerbal assurances without performance From a risk management standpoint, this seems like: Cash flow instabilityHigh likelihood of future delinquencyPotential prolonged eviction exposure if allowed to continue Options I’m Considering Serve a final Notice to Cure / Demand for Payment requiring:Full security depositAll unpaid rentAll late fees…with a strict deadline before filing dispossessory. 

I see a specific "cycle of failure" happen constantly with capital raisers.You hate marketing, so you hire a "Done-For-You" agency.

Missed services, inconsistent staffing, and a failure to follow detailed cleaning specifications can create frustration and can quickly impact tenant satisfaction.