Does anyone have any suggestions for doing this without the it being structured and feeling forced or like a speed dating event?

Plumbing, drywall, flooring, (we actually hired an electrician), finding high quality discounted appliances, a plug for countertops etc.

I have used "rental arbitrage" to improve my brother's quality of life and to let him live a real life "house hack" scenario.

@Antonio Daniels 1-there are no different standards for screening...what you will find is that they will likely not meet your earning requirements (like 3x rent)...so you have to make exceptions...they also have very colorful backgrounds for the most part...after screening hundreds of section 8 tenants, definite patterns will appear...if you have a credit score requirement, odds are they will not meet there either (but there are fantastic voucher tenants out there as well...I've rented to nurses and other professionals with a voucher do to having a disabled child that needs a lot of services)...the one thing to be aware of is not treating them differently because they have voucher...2-The inspection depends on local authority, but the standards are the same...this is a federal program...so Housing Quality Standards (HQS) is the guiding document...how an inspector interprets that is another story...https://www.hud.gov/sites/dfil...3-Usually you will only have recertification annually, or possibly at an income change or a request or complaint...4-100%, it's one of the best sources of long-term steady income out there...I'll take a section 8 tenant over a white collar A-class tenant any day...plus you are helping to house the most vulnerable and underserved population out there.The bad things you hear about section 8 are from folks that do not understand the system and how it works, or want to be slumlords and not take care of their properties...or are ill prepared to deal with people in general.

Speed and efficiency.

Get some exact numbers for the well- the number of feet you need to go down, the soil type and quality of water all matter

I feel having one would allow me to greatly increase the speed at which I can jump into investing and I can possibly be beneficial through my work ethic and willingness to take on more risk, but I'm not sure how I would go about finding someone, or if this is even realistic to attempt for someone in my position.Thank you if you read this far and for any advice people are able to offer.

Better quality guests and fewer of them.

Most REIAs stopped having in person meetings and many are just now getting back up to speed. 

If I had a variable speed blower that could be synced to the registers like dampers in a zoning system, it would be a no-brainer way of putting zoning in.