We have an accountant with a chart of accounts to manage everything but I do not see why you need one for operating expenses vs. income.

Operators tell me that the objection to the costs are from the children of the elder who don’t want mom to spend down her savings, fearing that she will run out of money and that there will not be any left to pass down to the kids.

If the sale of stock will be considered a capital gain, you can offset it with the sale of capital stock that is operating at a loss.

If you operate as a separate business entity - S-corp, C-corp or a partnership - you may be required to have formal compensation for yourself: either a W-2 salary or so-called guaranteed payments.

An entity that operates hundreds or thousands of apartment units has far less concentration risk than an owner of a few rental homes, whose tenants may all be impacted by COVID-19.Do you think Portland’s ten-year trend of positive economic growth for landlords will continue, or will it flatten out, possibly even declining in the wake of COVID-19?

This will give you an idea of traveler's budgets and what's in demand in your area.As far as design and photo recs, connect with those in your market to get referrals from other MTR (and STR) operators.

As for strategies, do you have any other skill set that you can bring to an experienced operator?

Been getting nowhere with zoning laws found online and in the local library for Yonkers (in westchester county) as to whether any permits are needed in order to operate such a business. 

I started my OOS HML  career in Detroit and that was 2002 and WOW coming from our area what an education I got.. my clients that were doing turnkey at the time and all the buyers were out of state ( basically LA based) the local on the ground operator was very good he had all sorts of tricks to try to keep the houses safe.. the one i really liked was painting the copper pipes grey so thieves would not steal them..

Thanks for replyingDo you operate a STR?