As far as STR goes, you can house hack the property that you first buy (in a single family home or in your unit of a multifamily property) and potentially do short term rentals in all of the other units or in your exiting property.STR as a way to invest is getting more challenging currently as supply of new STR inventory has been outpacing the demand for STRs.

However, it's important to recognize that some income is better than none, particularly in today's challenging rental market where securing tenants can be difficult.Additionally, if you require assistance managing your property, I am affiliated with a property management company specializing in comprehensive services for long-term rentals.

According to them, it could be challenging to find tenants if I go ahead with the purchase.I wanted to get your thoughts on this.

so I can spend more time with my wife and newborn along with travel, challenging myself, and become the largest investor in my area.

Are there specific lenders you recommend for more flexible terms despite credit challenges?

I was looking at these areas as well as they were cheaper than buying in Rockville and also appeared to have some decent homes.If getting the ADU would be tough in general and renting by the unit in those areas would also be challenging I may need to rethink my strategy.I am doing this as a first time MD homebuyer and looking at my options to rent a portion of the home.

Challenges?

In our24 years of experience, managing almost 100 S8 leases currently, the average S8 tenant has a FICO under 580, numerous collections from utility & cell phone companies, doesn't want to pay a security deposit, much less an application fee and claims they don't know how to fill out their S8 paperwork despite being in the program for several years - hint: they want YOU to do it for them.Most, not all, are eligible for government assistance due to a funeral-march of bad choices.REALITY: you are trust trading one set of problems for another.You can succeed with S8, but you need to understand the challenges and plan accordingly.

So, tell a story of how you (or a fellow wholesaler) helped a seller out with their challenge(s).

Challenges?