@Emeka Okeke, the biggest thing is actually doing it.  

Do number, size, or area of investments owned play the biggest role in that decision? 

Finally, the insurance provider repeated their answer, and this hurdle too was crossed.Very early in the process, we sent over leases for our rental properties.

The biggest employer shut down about a year ago and 3  hurricanes (2 major) hit directly in the last year.

Once you know what specifically is stopping you, you can address it directly—whether that means learning more, asking specific questions, or just taking a smaller step forward.Sometimes the biggest hurdle is just narrowing down that fear and facing it head-on.

@Cole Bossert I think @Sarah Kensinger and others have touched on the biggest qualities, especially communication.

We keep making those lists for the biggest rent decreases, highest vacancy, etc.

But letting minor issues slide was my biggest mistake.

And finally regarding the interest, yes doing these 10 yrs-loan the biggest goal was save some money from the interest.

You hit on a tough reality.. inheriting tenants who aren’t prepared to pay on time can be one of the biggest curveballs for a landlord.