I am in the process of purchasing my first rental property and am looking for any advice on what to anticipate as a new Landlord.

I'm working to get my personal finances well established/understood, which I think will help me determine my best path forward.

Medical/physician programs are typically best for primary or investment purchases..check in with @Joseph Chiofalo he is a national lender and refinance savant that's worked closely with me for over two decades.

Did you purchase your current home with a VA loan?

We will put that $95,000 into the emergency fund and continue to save money until our next purchase.

I purchased the policy through an insurance broker, Moody Insurance Worldwide (301 417-0001).Hope this is helpful.

Or, do I have to stick with 1 (standard or actual) for the whole year, regardless of a new car purchase?

I'm not overly interested in purchasing properties and having to deal with tenants, broken toilets, etc. - my day job keeps me pretty busy.  

Your gain is sales price less sales expenses less adjusted basis.Your adjusted basis is purchase price plus improvements less depreciation.Also factor in any passive loss carryforwards when calculating your gain.Your CPA should be able to discuss with you what tax implications would be upon sale.

As a younger professional with zero debt, I'm interested in learning more about the analysis and purchasing process of multifamily properties with the intent of executing an owner-occupied strategy.