The safe harbor applies to amounts paid during the tax year to acquire or produce what the regs call a “unit of property” (UOP), you must meet these requirements: (1) at the beginning of the tax year, the taxpayer has written accounting procedures treating as an expense for non-tax purposes amounts paid for property costing less than a specified dollar amount (which will be 2500 for you), or with an economic useful life of 12 months or less;.(2) the taxpayer treats the amount paid for the property as an expense on its books and records in accordance with its accounting procedures. ( do this on your bookkeeping software or whatever you utilize)(3) the amount paid for the UOP doesn't exceed $2,500. as substantiated by invoice.Note: The cost for the Unit of Property includes additional costs (for example, delivery fees, installation services, or similar costs) if these additional costs are included on the same invoice with the tangible property.Eg:A purchases 100 printers at $500 each for a total cost of $500,000 as indicated by the invoice.

As mentioned above, QuickBooks online is the go-to software for expense tracking.

LLC works well with my real estate software company and my investment company.

Here is a bay area software company laying off 1150 people http://www.sfchronicle.com/business/article/Autode...Brick and mortar retail looks to be suffering too as more people shop online. 

is it a software program?

Do you use a particular software/app?

What method do you use, (or tools/software), to "archive" market trends to ultimately have your own "database" to draw market insight from. 

This would be my first experience in a true investment property and I plan on managing the properties using Buildium as my software platform (company I work for).

Is there a particular program/software/template you use?

Several third-party software developers make such add-on/plug-in packages for Excel.EDIT: Be wary of any potential analyst doing this without using some type of Monte Carlo simulation or similar technique.