He is trained to determine if it's my expense or a tenant expense, get it done, email me back when done, either with a bill or confirmation that the tenant has taken care of it.

Figure and NYFTY are easy automated HELOC programs with super quick closings (I did one for a client that funded in like 72 hours from loan app). 

Many DSCR programs require an investor to have a mortgage history- there are some DSCR mortgage programs that will work with investors who are renting- some refer to them as first time home buyers (FTHBs)- DSCR loans are only for investment properties where the owner isn't living there. 

What would be considered the easiest program for small hard money lenders to use to track loans and history and sending out 1098 's?

That's what the program is for isn't it.

How CIPS Has Helped Me So FarAccess to a Global Network: Through my CIPS connections, I can collaborate with real estate professionals in key markets such as Dubai, Portugal, and the Caribbean, where I see strong investment potential.Understanding Foreign Markets: CIPS training provides insights into market trends, regulations, and transaction structures that differ from domestic deals.Opportunities for Investors & Buyers: Many international buyers are interested in New York and Long Island properties, while U.S. investors are exploring opportunities abroad. 

This criteria is for 1-4 and 5-8 unit programs.

We cut that cost in half by training and certifying people on our team and it created a better experience overall. 

This investment was a failure for our family but due to the training from biggerpockets and community the outcome was mitigated.

If you're planning to buy in the US, there are programs for those that aren't US citizens.