At what point should someone hire a CPA or Advisor?

[Ross Kline]

I know hiring a CPA or advisor is a good idea at any point, but at what point in an investor's progression does it become a necessity?

I imagine it depends on focus, like LTR vs STR vs development... Curious to know your thoughts and experience!

Also, at what point did you hire a professional, and what did you hire them to do?

[Nathan Grabau]

You want your taxes to be done professionally from the beginning and you want someone you can ask about the tax implications of your investing before making those investment decisions. 

Beyond that, with regards to book keeping, I would wait until your time deems or budget allows for a book keeper.