There are so many ways to make a mistake during the process and so many ways to leave money you’re owed on the table, especially with loss of income claims.

For example, there's an Employment Verification Form, Forwarding Address Form for Deposit Refund, and so forth, that you can request your tenant to fill out.I want to make sure I'm not missing anything (as well as protecting myself) but also don't want to over-burden the tenant. 

Yes, most are one line or links, not super helpful which is why you have so few upvotes versus the posts you make.

The lease makes no mention of smoking either way.

Or a young couple, with sweat equity, who want to make it their forever home.

Or a young couple, with sweat equity, who want to make it their forever home.

The main thing I want to make sure is that this is legal.

I'm not aware of software that automates this since a lot of the numbers being input are assumptions made by the analyzer.I will tell you you can dial in your processes around analyzing deals and hire someone to run your processes within your buy box.

Any thoughts on if this might be a smart decision or if I should just rent equipment and write-off the costs?

I am able to make an educated guess based on the original offer from owner to myself before the wholesaler scooped it up and the price agreed upon myself and wholesaler.