The first 11 properties that I bought were all 100% financed in one way or another. 

Ive certainly purchased properties at serious discounts to the listing price....but it wasnt just random shotgunning of the offers.What I usually start with when trying to see if a lowball offer is appropriate is having a conversation with the listing agent first.

I'm not sure the steps to take to purchase the property from the executor who does want to sell the property. 

Have you self-managed before?

Quote from @Yemisi Dinkins: As a property owner, I would never sign a Master Lease because I would give up control of the property so someone else could profit from it.

Quote from @Roy Jenkins: I want to start flipping properties my last year in the military but I'm not quite sure what the best type of loan would be for a beginner flipper.

The property is unique so you would do well with families who also need to WFH so insurance displacement would be ideal.

Cold called this property owner who wants $150K for this 2 bedroom, 1 bathroom 928 square foot home. 

Would you recommend hiring CPA for planning right off the bat for first property?

One LLC holds a self-storage facility, one has my property management business, one has residential rentals, and one has commercial rentals.