Buying at the peak and watching things get closer to underwater over the coming months of a recession would be painful. 

Quote from @Robert McCormick: Hi Robert,I am not a Broker, but if you are an introvert, pushing yourself to go out of that shelter bubble will be painful, but do-able.Maybe get hypnosis to make you more extroverted and less introverted.Maybe look into attending a live Tony Robbins business event vs personal.Maybe go to Dental School (in San Antonio), it's a good job for an introverted person that pays well.Do other brokers out there think that making 1 sale per month is a realistic achievable goal for a new guy.How long would someone have to be in the business to make 1 sale a month?

Either way, sounds like a pain in the rear end.

Then, in theory you can operate out of and brand your mgt LLC.Yes, having lots of bank accounts can be a pain. 

I'd like overpay on systems at the beginning so that theres not a ton of pain to "make things right" down the road. 

I currently own a portfolio of 6 SFH, of which there is one that I bought a year ago and it's been a pain to deal with.After my rehab it had squatters which took around 5 months to evict, then it had to go another smaller rehab and it's still vacant despite lowering the price to the min I can live with.I do have equity in the deal but with the prepayment penalty on its mortgage it won't be enough and I'll end up with a loss (around 5k) if I sell now, on the other hand I have a loan to pay so it's costing me money each month to hold it.Would you take the loss to get rid of the headache or grind through a couple of years to be able to sell it without a loss?

Find out what pain points they have and see where you can come up with a solution.

I grind my teeth, sometimes my hair falls out, back of neck is tense and I need massaging often from stress.   

So far just looking at Realtor.com, redfin, movoto, and Craigslist(which is a major pain, maybe im not doing it right). 

The pain is heating up, however, as our kids grow and expenses balloon.