The goal is to slowly build a real estate portfolio and get to a point that I can eventually sale my business. 

I like that your goals are realistic and not insane like some new investors.

Your goals sound awesome.

People are not choosing the cheapest housing available.

If someone would choose a new, small 2/1 for 250K or a 3/1 1950s build for 250K they would choose the bigger one all day long.

If you do have to move because of a job, you would be safest (in my opinion, i am not giving legal advice or financial advice), i would sell that property to ensure that you did not just purchase with the goal of moving out early and taking advantage of lower rates and lower down payments for purchasing your home as a primary residence. 

Whether you choose to run screening before you show the unit to them is a personal choice. 

Is your goal to use being an agent for your own personal investments or actively try and grow your agent business to eventually leave your W2?

Long term goals in mind that I need a track record and capital for! 

@Eric Miller Choosing between one $600k property at 70% LTV and four $300k properties at 95% LTV depends on your goals, risk tolerance, and management capacity.