Is this something I should be proactive about and contacting someone or will I be OK for an extra week or so?

Also, if the first girl does not have good credit (she told us this from the beginning due to medical bills), should we make her pay an extra deposit, if so how much more is normal?

Under most office leases, you are going to be charged extra for all the operating expenses of the building, from taxes and insurance to security to cleaning the restrooms.If you need any work done in your office, you have to go through the building management and use their contractors.

Aside from the extra income and net worth real estate will provide I think the biggest thing my wife and I are excited about is getting into something we can both take part in.

I will be purchasing from overseas so it seems like an easier solution plus the low interest rates we have could make the extra cost less of an issue.

If a landlord has a lot of short-term tenants for only 3-6 months as a time, there may be extra clean up and repair costs associated with get the unit ready for new tenants. 

Spending  $75,000 extra to get $200 more rent a month isn't too appealing.  

That may be considered "umbrella coverage" but sounds like extra coverage to me.

Are they worth the extra due diligence if the initial numbers add up?

I make sure I dive deep into there motivation while I try to listen to their true concerns.The main thing I would suggest is to remember that most people will give you a cookie cutter concern, based on something they've heard or read, however if you ask a few extra open ended questions you should get the real concerns.