If he’s “financing” the purchase that means you’re buying sub2 or on a wrap, the loan stays in his name so he probably won’t qualify for another loan.

I rent to people that normally would stay in a motel for a month or two. 

Those who remain interested and are willing to fight for your business or at minimum stay engaged, are the type of people you want to work with.In terms choosing an agent, explain to the others that you've connected with someone else who you feel is able to help with your needs (if they even follow up). 

@Cassandra Staffieri this is the latest news on the Nola STR climate. https://www.google.com/amp/s/www.theadvocate.com/gambit/new_orleans/news/article_9cbb3e40-c75e-11e8-82fc-dfda324cdedd.amp.htmlI would be patient and stay tuned if I were you.

The other investor would like to stay off any type of loan. 

Still would stay owner occupied....Thus removing the PMI and giving the experience qualifications?

If you do run across those, stay away!

I live in southern Md now and would like to stay relatively close.

Start with BiggerPockets Ultimate Beginners Guide (free).

Please click on the links, give them a read, and share your thoughts in the comments.First is a post that I feel will help not get overwhelmed with the amount of info that is here on BP:https://www.biggerpockets.com/blogs/5868/52761-the-simple-guide-to-getting-started-on-bp The second is a post that will help get you focused with your real estate investing goals:https://www.biggerpockets.com/blogs/5868/52743-im-new-to-bp-any-advice-would-be-appriciatedThe last one is a post that will help you choose an “investor friendly” real estate agent.