So to stay or expand either way is going to depend on your risk tolerance and the movement of the market.One thing 1031 wise that struck a chord was your statement about resetting the depreciation clock with a 1031. 

It also has some of the lowest barriers to entry, lowest risk, highest error/learning tolerance, and best returns on your investment of any real estate investing strategy out there.That being said, if you're living with your parents and currently paying $0/mo for rent, the numbers on a househack may not look as appealing while you're living there since you wouldn't really be "saving" any money on rent. 

With that being said, it's always important to do your own research on the rental market in a specific area, such as looking at vacancy rates, rental prices, and population growth.It is important to consider your own investment goals and risk tolerance when deciding whether to invest in short-term or long-term rentals.

There is absolutely zero tolerance for personal feelings/emotions in making business decisions which translates directly to also managing a business.

But every situation is different and some lawyers might have a different tolerance for practical risks, so your mileage may vary.

To figure out what area of investing you want to explore, find within yourself your strengths and weaknesses and find out which one can be tolerated the most when dealing with money.

It is a beautiful, vast area and there will always be demand to live and invest here.In terms of strategy, this depends on your risk tolerance, and capital.

Each person has their own risk tolerance and tolerance for tenant types.

High appreciation markets are generally for investors who would have a higher risk tolerance and do not need cash flow now, whereas high cashflow markets are for people who need immediate money and  ready to put higher effort to realize that (compare buying and managing twenty 50k per door houses in low priced market for cashflow vs buying one house for 1MM and managing one tenant  in a high priced market for appreciation). 

Get your feet wet and reevaluate the level of risk you are willing to tolerate.