We have renters there now and they cover the mortgage with a bit of cash flow ($100/month), but the property is going to need some more major updates (windows, roof, HVAC, siding) within the next 5 years as they are starting to be at the end of their useful lives.We would like to pay off our primary residence as quickly as possible to “free us” from mortgage payments on our primary residence.My questions are below:1.

I'll start with the largest learning curve. 

I also have a hard money loan that has had a "freeze" on payments that were supposed to start a year ago. 

.--- Tenants can still lose their keys outside their home:(

Quote from @Chris Seveney: @Mike BatorMight be interested but would need to have audited financials on the current rentals to even have our investment team consider it.Fair enough, I will get started on that. 

So all of the gain and depreciation recapture are initially still tax deferred.However, like Joe said, the down side is later when sold  you lose the 1031 option. the client will pay tax on all gain and depreciation recaptured from before the 1031 also. 

I've been going about as long as you have and things are starting to come together and happen for me here in Sacramento.

How do you find one that hasn't started equity growth and now stagnated? 

Used to keep small loses into becoming lawsuits.Normally offered up to $5,000 but check to see if higher limits are available.7.

Nobody plans to lose their property.