Maybe I misread, but unless you are physically moving to Tampa I don't think you can use your VA loan for an investment property. 

Good suggestion and there is virtual staging that can be done to cut down the cost of physically having the property staged, which can be expensive. 

Usually pretty close, not across any large roads/physical dividers between "neighborhoods" but every property is different. 

I don't like the idea of foisting the work onto tenants for that, especially since some may be physically unable to do it, and I don't mind paying (I'd just prefer not to have to pay $150 per snowfall!).

"Maximum size is 500 square feet, however, an additional 150 square foot expansion beyond the physical dimensions of the existing structure is permitted strictly to accommodate ingress and egress to JADU."

Then the do the above exercise, and realize they are not 50% of the deal. 

@AJ H.Sorry.No way for me to answer without knowing the property - its physical condition, current financials, the business plan, the market, the tenant demographics, and what you would have to pay for a competent maintenance person who has all the skills you need.And even if I knew all of the above, I would still have to analyze all the numbers and make a decision.I think at the end of the day, you will just need to make your best decision, implement whatever plan you choose, and wait to see the results.

As purchasing power decreases, known as inflation, physical items appear to be becoming more expensive or given in small quantities for same price. 

It's increasingly common for Tenants to move in and then refuse to pay rent, abide by the agreement, or refuse to move out. They know how to take advantage of our weak legal system that is all-too-slow to deal justice...

So we recoup that money eventually if the tenant buyer exercises the option.