Being quite meticulous myself, on my forth house I decided to have it done the "right way" .

You need to craft a plan more specific than "make money in RE."

I found a really good home inspector that I trust out here and is more meticulous than me in general.

Be detailed in describing your home and make sure you use double-digit list of words, phrases and word families that you and your listing agent can use to craft a vivid listing description of your home - and the lifestyle you want buyers to visualize living in it.

I use a different bank for business and personal, just because I am --ahem-- sometimes less than 100% meticulous with my record keeping.

The upper price buys you a beautiful Arts and Crafts duplex in a great area.

You would do this by working with a firm that specializes in crafting such custom plans.  

Understanding the seller's motivation can help you craft a deal they are more likely to accept.

After meticulously tracking every little thing all year, reporting is kind of deflating.

I think you'd benefit from getting a few professionals on board with you to help you craft the strategy that puts you where you want to be.