Your family must be so proud of you & your confidence must be through the roof! 

We are looking into engaging with a seller that is know to the family.

I have read the maryland and Columbia landlord tenant laws but I want to be confident that a lease I write up is solid to protect me and the tenants.

That might be a big enough deterrent, unless you're confident in the numbers until 2029.Another point to consider is that lenders might be squeamish about those liens, and either unwilling to lend to you (or to your theoretical future buyer) or require some additional protection, through some personal guarantee or addition to their title insurance policy.You could try to keep seller on the hook for any costs related to those liens, but not sure she/he would be willing to do so.Good luck!

I'd narrow down to 1-2 teams who can help you buy/manage in each market, interview them, and then move forward with a market based on the team you feel most confident in and comfortable with.Happy to answer any questions you have about Oklahoma City.

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Part of the strategy would be to purchase a home in which you are confident has a high demand as a rental.

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Without the details it is tough to say with confidence what would be perceived as better.  

I'm reading and listening to videos and feel confident to do it on my own, but nervous because it will be my first...