More deals are killed by procedure and regulations than anything else it seems. 

I want to ensure I’m doing this the right way while keeping my finances organized and compliant with any regulations.

@Hamidou KeitaTo build a duplex or ADU in Tucson, verify zoning regulations, obtain construction estimates, budget for unexpected costs, research market rent and vacancy rates, calculate ROI, consider neighborhood and property value trends, analyze construction timeline, consider exit strategy, and consider a backup plan.

It's his niche, but I think he is very helpful for people who know nothing about international investing because there are some good overviews of the viability of the markets and regulations of STR.

Research local regulations thoroughly, as towns often require permits, owner occupancy, or restrict rental days.

Likely they will only allow you to live in the property once you refinance out of the debt due to rules and regulations, but you can always ask! 

If in the rare chance they do allow short term rentals in the HOA rules/regulations and association documents, don't be surprised if they change that ruling after you buy. 

Keep in mind local zoning laws and market conditions in Portland versus Salem—Portland might offer higher rents but stricter regulations, while Salem could provide better cash flow opportunities.Your design approach has proven successful, so continue focusing on appealing upgrades like kitchens and bathrooms, but prioritize cost-effective and durable materials for rentals.

membership is something like APPL which is just non regulated group of private investors working on best practices but there is no authority behind them like  state license or NMLS registration has ..

The insurer is not subject to the financial solvency regulation and enforcement that apply to California licensed insurers.3.