@Michael Tucker this is a good question - I've seen a lot of success with local reentry services that often operate as a non-profit. In my local area there is an organization called Peaceprints of WNY and I'm very impressed with their work. The recidivism rate is extremely low when someone is receiving good guidance.
So to answer your question, the criteria I'd consider for reentering citizens is -
1. the nature of the past offense
2. time since the offense and subsequent offenses (hopefully none)
3. are they working with an advocacy group like Peaceprints that helps them through their transformation
4. a solid source of income (be aware that some states consider housing assistance as a source of income)
I commend you on being open to the idea of considering former offenders. I personally know several landlords who have found success in this niche, from a business point of view.
Now, I hope I'm not out of line, but I'll offer my personal point of view for the sake of healthy debate with @James Wise. I'll start by saying I completely understand your position James and you're not wrong necessarily. I wouldn't recommend that every landlord go out and rent to former felons, but it's not based on the risks or what you might think. I'd say that it depends more on the individual landlord and their objective.
If you're a landlord or an investor who is only looking at growing your number of doors and scaling your business with the least amount of friction possible, you might not have the stomach to tolerate the idea of increased risk or effort. However, if you want to use your time/energy as an opportunity to change someone's life or make a considerable impact in your community by taking on what others might turn away, there is plenty of reward beyond business benefits.
I realize this is not going to be a popular perspective in a forum full of people trying to make their pockets bigger (pun intended) but I'd consider how many successful people you know who are miserable. I was certainly one of these people and have a sizable therapy bill to prove it. The lesson I learned was that I needed a bigger purpose beyond just making more money. My bigger purpose is not specifically renting to former felons, but this is only because I have a purpose that's more personal to me. And when it comes to my bigger purpose, I'll put in the extra effort where others may not because I can, and I want to. Selfishly, what I get in return on something I feel aligned with far outweighs anything I can measure in cashflow or margin.
Again, I realize not everybody has this perspective or hears the call of a bigger purpose, and I begrudgingly accept the title of Hippy or Tree-hugger if you see fit. But everyone's path leads them in different directions and I appreciate the Michael Tuckers of the world who might be trying to make a difference beyond himself and willing to give the effort needed to offset that additional risk. After all, if not him then who? Who steps up to give someone a second chance that might genuinely deserve it? Who takes the extra steps to ensure a successful reentry that contributes to the community instead of disrupting it? Who is willing to look beyond the business benefits and accept a job that includes more than collecting as much rent as possible?