This will then allow me to do a sewer scope if/when the inspector finds a sign of a potential backup.

Your property definitely has the potential to benefit from a cost segregation study.

Throughout my career as a real estate investor and CEO, I have learned valuable lessons on maximizing the potential of each unit in a property.

I have a pretty large emergency fund in place for those properties, but I wonder if that capital could be better employed elsewhere (potentially acquire another property).  

I would put it in your listing details and also potentially house rules. 

So someone who is looking purely to maximize potential return (and has unlimited time) is unlikely to find this a good fit.Here are some good websites for seeing the variety of deals that are available for hands-off investing/passive.1) CrowdStreet.com2) 1031Crowdfunding.com3) Ark7.com4) Finresi.comGood luck!

Also makes it look professional when a potential renter comes to look at it.

I will be living in the guest house, while renting out the main.Both units are without washer and dryer units, my question is, do I supply them in the main house; or let potential tenants figure that one out?

A second STR in a market with year-round cash flow potential might balance out your portfolio and give you more consistent income.

Joining investor meetups in your area can also help you build relationships with experienced investors who may offer mentorship or even potential partnerships.Finally, don’t underestimate the power of letting people know your plans.