@Wiley D'Spain Get your real estate license (about 2 weeks), then get a job making as much money as possible, not in real estate (this will help you get approved for a multi-family home in the near future).

It allows you to customize the rent payment schedule if you have a specific agreement with your tenants. 

The reason for the 90 days is that the Association does not have a benefit to hold off holding the hearing as it is normally the next scheduled regular Board Meeting. 

The guy spends large chunks of time away from the home for his job.

As for images - a real estate photographer should be able to do the job for a couple hundred bucks at most. 

It was difficult structuring our lives around the cleaning schedule that we needed to accommodate to make that venture a success, but it was fun getting to know travelers and help them discover new and interesting things to do while on vacation.

We look for markets that are experiencing 2% or higher job growth.

That’s exactly how you’ll know if you’re done a good job or not.

How will lenders interpret using my current job to qualify for the loan but having to leave that job to occupy the house?

If it was listed as contributing I would turn the job down due to lack of experinece with historic property.