2 Different Loans within 2 Months

[Aaron Daniel]

What's up BP??

I am looking to buy my first absentee landlord rental property with a conventional loan by early June. I currently live in an apartment and my lease is up in August. My Fiancé and I have also been talking about moving into our first primary "home" in August. 

My question is: 

All capital aside needed to secure the down payments, is it likely I can secure 2 loans within 2 months even though I have never purchased a home? I would intend to purchase the rental property in June with a 20%-30% down conventional loan, then the property in August (hopefully small multi-family) with an FHA loan and 3.5% down. Thoughts on plausibility I can obtain these loans?

Thank you!

Aaron