another reason to move to a service like cozy.co for rent collection; both sides can see/print/etc rental payment historyOtherwise, like others noted, it should take under 3 minutes to type/sign/send via email a receipt. 

It would likely be a hassle scanning all of your receipts and records to an online service, if you can find one.

For cleaning and painting, I use Brandy Randall with All Services Cleaning.

I have already used up my "trial" look ups and am at the point that I would need to subscribe in order to continue using the service, so I am trying to justify if it is worth the cost.  

Do you bill the client (me), or do you allow for rollover if you continue to be engaged for the service until consummation?

Friends, I am foreign service, not military, but a quick shout out to my DOD brethren - especially those with whom I had a chance to work so closely during SG17 this summer!

John T. from @brandon hall, his BARRRR strategy suggests that you should advertise the rental before purchasing so that the property is considered ready and available for rent, ie in service, to take deductions rather than having to cap and depreciate then.

Most lenders have a 2 year minimum seasoning on BKs.Honestly, IMO, his best bet is to contact the lender (NOT the servicer, but the LENDER), and throw himself at their mercy for a loan modification. 

So many times when you call your lender, you find out that they are just the servicer. 

I also belong to an Angel investor group that "syndicates" investments in early stage companies.Not sure what an investor would be willing to pay for a service such as this, but I am sure the return would be higher if we can participate as equity partners in the deal.