So I would lose about $500 a month in possible profit, but I would gain in the security that no matter what I would not be stressed to have to make a mortgage payment  Thought?

Unfortunately, they lose 2/3 of the visitors in the first seconds of the site due to slow loading.

After waiting in hope for the tenants to be removed, once we knew it wasnt possible or we will lose the deal, I assumed the risk and asked for a 10,000$ credit towards the property (which i got).

Most business cards do not report to your personal credit (capital one and discover do though).But of course rule number one of investment is don't lose money.

@Ety Benichou you are looking to buy a property to lose a $1000 per month. 

Several traditional banks have turned me down because my tax returns show loses on my other businesses. 

I am not a QI, nor do I claim to be one - but as a general rule you cannot 1031 a flip.Regarding this property, what do you stand to lose by digging deeper into it, vs what you may stand to gain?

If you try to find a "one size fits all" strategy, you will lose out on so many opportunities that it will take you longer to get on that ship around the world. 

So with all that information I guide them to the best property to make sure that they buy a property that can earn them money day one and one that doesn't have the potential for them to LOSE money on their first investment.

@Mark VesuA couple of things missing1) If you sell the property, you lose about 10% in value right away6% in realtor commissions and 4% in other costs(Title work, stamps, etc)2) Rental income is likely sheltered by depreciation(no taxes) while the dividend income will be taxed.3) You are less likely to cash-flow when the per-property unit cost is above $150,000.In your case, the cost per unit is $275,000($550,000 / 2).4) You may want to consider doing a 1031 exchange and get into better appreciation / better cash-flowing properties.Best of luck