Does your sister have some deep seated opinions about renting to a family with a teenager and some fears to overcome?

Sure you could, there are only two hudles to overcome. 

I suggest you get written information from a loan servicer, show what services they provide, it makes life easier for a seller and can overcome objections of a listing agent who is not familiar with loan servicing (and they won't be usually).Show your aces, that is your strengths in your ability to cover the debt, manage the property, you should be the expert in the room on the topic and if you can't be, get someone with you that can be.

Its really hard to overcome that much in HOA fees, which is similarly why Vacation Properties in Beach Areas really stink for cash flow.

I have always known that many wealthy people lost much and took great risk to follow their dreams and have overcome defeat, some even many defeats, in spite of the nay Sayers who only know defeat. 

Take a listen to the podcasts, they have been a good source to get the creative juices flowing to overcome hurdles.  

Ive been on the site for a few months now reading and researching different things.  Ive been working with a realtor the last couple weeks to finally nail down my first deal.  I bought about 3 years ago, in an ok neig...

Digging them up and replacing them entirely is the only way to overcome that.What you are asking for is the equivalent of telling your roofer that the roof hasn't leaked for 60 years, so why can't he just tar patch it!  

Your job as a candidate is to overcome and eliminate any doubts, not to raise more.

This is the reason, to overcome misunderstanding leased were signed in between landlords and tenants.