Also, instead of logging in to a ton of different software, everything is right through the Jurny platform and most of it is included in the price.

Aloha Ashni -  I own a Software Development Company in Hawaii as well as a Real Estate Investment and Development Company. 

I am using the RentRedi software, and it suggested that we receive rents using a business checking account and not a personal bank account.

I don't want to get rid of my low-confidence aspect, as I use that to over achieve on things (e.g. my Software Engineering Manager 9-5).

.- Improve Property Management Efficiency: Since you handle management yourself, consider investing in property management software or hiring a part-time assistant, even a VA.

The barrier is the additional complexity - now you are operating two sets of books, and filing two tax returns, and have more operating agreements, more state registrations, etc, need to manage cash better, need to keep in constant mind that your rents need to be a supportable FMV, which may require getting third party certification on your rents so that in the event of an IRS audit, what you have done is supported.In short...the size of the project, and the taxable income, need to be of enough scope to make all the additional costs and annoyances worth it. 

Ideally, we want a solution where someone at our physical office can scan the checks to their computer and send them to our accountant then he could deposit them with this "software"We cannot be the only ones with this dilemma.

Then figure out what software they're using, find out what insurance & licensing you'd need, how much in-house our outsourced staff costs, and try to come up with some figures for revenue and expenses at different stages.

Have you tried using skip tracing software to find contact info for the owner and the local fiduciary in order to get in touch with them?

Does anyone have a few affordable skip tracing software's to start out with?