A rent heavy market, with a shortage, I am receiving regular requests for rentals in these markets.  

Hello, Wondering who folks use in the southwest suburbs for waste hauling/dumpster service, regular pickup. 

My questions are;Do I have to take expenses as a deduction in a year in which they occurred even if I do not get income until the following year  I have other rental property, but my taxable income on them after expenses is only gonna be about $5000 So is there anyway to roll over expenses to the next year since I cannot deduct the remaining 15,000 and expenses against my W-2 income?

The participation must be regular, continuous, and substantial as defined by the IRS.

@Jay Fayz Do you have a source of regular income? 

DSCR loans are not that low and regular hard money loans will be in the double digits.

If it's beyond the regular duties, then yeah, a fee for his time is valid.

I plan to manage the properties myself until it conflicts with my regular job.I would appreciate any advice on these markets to ensure success and connect with local investors.

If you do not regularly file for evictions, you'd best retain an attorney. 

By all means give them a note on how to use all of the appliances (eg clean out the lint trap on the drier after each load, do not use dish soap in a dishwasher, change the furnace filter regularly, etc).