Even with the recently improved ADU regulations, for most house hackers it still a long process that could leave them with a unit that is not legal.

You can specify blackout dates when the property is not available for rent if you wish to use it personally during certain times of the year.Legal and Regulatory Compliance: The management firm will ensure that the property complies with local laws and regulations concerning rental properties, including obtaining any necessary permits and adhering to zoning laws.Maintenance and Repairs: Property management firms often take care of routine maintenance and emergency repairs, ensuring the property is well-maintained and ready for tenants or guests.This arrangement allows you to enjoy your second home for part of the year and generate rental income when you're not using it, with minimal effort on your part.

The Taylor Law Firm, Harrison Law Firm, and Gene Davis Law are a few who I have used.As mentioned by David Ramirez, I would recommend partnering up with someone or identifying and working with a number of cash buyers prior to signing the purchase agreement.

My understanding is that most cities regulate the residential assisted living space.Have you checked to assure that you can get a license for the property? 

I am particularly interested in purchasing my first investment property as a short-term rental (STR).After analyzing recent data from AirDNA, I have identified several promising areas: Douglas, Saugatuck, Fennville, and I am also exploring opportunities around Stevensville and New Buffalo.I understand that regulations around STRs vary widely, and I've taken the time to study city maps to identify areas where they are still permitted.

I started out flipping and then transitioned my business to wholesaling so I can easily close on any transaction if I have to.I don't like the bad reputation that wholesaling has because of people jumping into it with no idea or understanding of best practices, but hopefully, with regulations, we can clean out the bad ones.

Gene thanks for the quick reply. 

If you own the property this is very easy, all these regulations do is stop people who are subleasing from having a bunch of airbnbs. 

I’m staying focused on making the best out of my preferred local markets where I know the zoning regulations and what is required governmentally to either own rentals or to do work on my buildings.

Simply access you state landlord tenant regulations.