Specifically, the amount invested is wrong, then that wrong amount is used to calculate the ROI, and so gets that answer wrong.

Buying better cashflowing properties typically means Class B or C properties, which means more tenant & maintenance issues.

Most of the challenges of having sec 8 props are related to the specific org running them so not sure how a course would help.

And to answer your question, yes, DTI issues are usually why investors start using DSCR loans. 

Unless either of you are in construction, why are you thinking conversion or build instead of renovating an existing multifamily to get the increased equity that way.Very few areas are pro going from one to two units and zoning is the major issue.

self-managing one STR from afar is super easy. with the proper systems and automation it should not take up more than 2h of your time per week, and that's with you never going there. i don't think it's wise to do turnovers/cleans yourself even if you're trying to save money, because you're not a professional cleaner (i'm assuming) so guaranteed you wouldn't do it quite as well as a professional + would run into issues accordingly. 

there is so much support and insight on this platform. also, there are a bunch of meet ups in and around the Nashville area should you want to meet people face to face. this could give you an opportunity to meet people with little to no experience to other investors doing major deals in our area. 

I think I have the insights that you're looking for =)I'm going to rapid fire some of my thoughts but I'm happy to answer more specific questions.- Hire a VA for handling all guest/tenant communications- Get referrals for service providers, then have your new VA contact them and schedule service needed.

I'm in the Nashville area - let me know if you have any specific questions about the local market. 

It seems most of the HOA's have figured out the insurance issues from the past couple of years and have leveled out their HOA fees and insurance assessments.