[RightWingRabble]

> Now I realize that software is the wrong tool for the job.

tl;dr: most productivity apps are marketed to disorganized people. I say target the already organized and make their lives easier by automating all the things.

For getting lazy or disorganized people organized, yes, that's going to take more than software. But, there may still be a market for taking the result of the manual process (like the one your grandfather uses with ledger books) and digitizing it. For example, "whitelines link" are notebooks that make it easier to digitize written data cleanly by taking a picture of it. Evernote (or any competent OCR program) could then turn that clean digitized version into text. From there, all the data could be organized, broken down by category, etc. You could automatically generate any number of reports based on that information and, most importantly, it's all backed up in case something unfortunate happens to the physical ledger.