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Updated almost 3 years ago on . Most recent reply

How to handle finances and bookkeeping w/ a growing STR business
My wife and I are under contract for our second STR and I'm wondering how to handle the financials and bookkeeping as we go forward here (and hopefully continue to grow). We currently have an LLC, a business cc and bank account, and a quickbooks account for our first STR - it's been fairly smooth. I hired a CPA for the first time last year to help with the taxes, but I pretty much do all my own accounting. We self manage our current STR and intend to continue to do so.
I see a few options as we grow. We can obviously just create a new business entity and duplicate everything for each new STR (new LLC, cc/bank account and QB business). This seems like it's going to get complicated, but I feel like you have to have two separate businesses in quickbooks to keep everything separate, right? I've heard of some people creating a parent LLC and then having separate LLCs (one for each STR) underneath - that seems a little unnecessary and complicated as well. It seems like it's probably worth it to hire accounting help at some point here - I do have a QB expert to rely on for consultation as needed but I don't use anyone on a regular basis.
I'd love to hear how people have handled everything when they've grown beyond a single STR.
Thanks!
Most Popular Reply

@Erich Wolff as both a STR investor and CPA firm owner, I can tell you this is a common question.
Many try to DIY the books as long as possible to save cash flow but at a point, your ROI may come from time savings and turning over to an accountant to handle. The accounting and tax strategy of the properties should also work hand in hand.
Re Multi Entity - yes, your CPA should chime in here but there are cases where a holding structure is warranted and you can set the financials up to streamline things a bit. It is not as complex as it may appear once you get the system in place!
- Greg O'Brien