I'm interested in hearing what others are planning because I'm at a total loss because we're in uncharted waters.I have a digital marketing business that focuses on realtors and last week I had no problem selling leads and appointments.

We could end homelessness tomorrow with this, all the while ensuring you don't lose your own properties do to a sudden loss of rental income from the main house.  

I pay a minimal amount of every commission, no matter how big the sale.

Since you are looking for an investment property for cash flow, you need to minimize your fixed costs and one of your major fixed costs is property taxes.

I intended to rent the property, however; we are about to sell a home in Virginia, which will be a capital loss, and it has me thinking that this would be the year to pit another sale against that for considerations of capital gains tax.

How do you avoid being accused discrimination when screening and turning down applicants for your rental? What are the best practices and methods to protect yourself as a landlord? Specifically in upstate New York.

Make sure to have a least 1 million in liability, loss of rents, water damage coverage, vacancy coverage, replacement cost if possible, and an affordable deductible.

Short term rentals have been around a long time and for people with smaller portfolios, it usually makes more sense to get the right personal policy that permits short term rentals, especially for a condo because there are coverages like loss assessment coverage that is needed to dovetail your coverage with the associations policy.  

However, if the rental property goes from showing a profit as it does now to generate a net loss due to the interest deduction, your losses may be limited to passive losses. 

- What is your most memorable loss or hardest lesson you had to learn?