I have found similar challenges in Utah with the housing market being very expensive so that many of the traditional rules of thumb don't work really well. 

Always wise to engage with other members of the community to get a feel for the best course of action.

After some research, it seems, there is nothing illegal about it, as long as there is not active knocking/engaging with the home owner, as well as staying away from communities whos HOA has a no trespassing signI get them all the time at my house, but they are usually for restaurants, which isn't offensive at all, which is why people probably won't complain and much as "I would like to help you sell your house if your house, etc"If anyone has any advice or knowledge about possible fines associated with this it would be much appreciated. 

Plus, managing 1-2 properties from afar can become a hassle.Not discouraging but trying to present you the set of challenges you will encounter when buying single-family or smaller real estate properties.

I’d tell you to try and partner with someone else but that too is a challenge if you don’t have several years of experience.Try and save $5000 up and get a few good friends to save $5000.

I live and work in Northern Virginia area and I’m looking to purchase my first multifamily property to engage in a house hack.

Having engaged in reading about rental properties, I proposed to my brothers that we each save $1,000/month from our jobs and invest in two multi-family homes in a year, and save the cash flow from those homes to buy more homes in the coming years.My older brother's preference is to take over his client's buildings.

Feeling really inspired to pursue financial freedom and I'm looking forward to getting engaged on the site!

But to everyone's point above you really have to work on finding the deals that aren't on the MLS which can be much more challenging but obviously that is where the 'homerun' deals are going to lie. 

Wholesaling is about the most challenging profession unless you have been successful in selling used cars.