Will depend on several factors like the type of property, type of tenants, your risk tolerance, other assets you own, your estate planning, laws where the property is located, etc.

The advisor is saying that I have a lot of debt and wants me to focus on paying off some other properties with the next 10 years, I plan on retiring at 65.  

For planning, i've found the following to be decent planning factors:  10% property management fees, 10% potential repair and maintenance expenses, plus any excise taxes your area imposes and condo/association fees. 

We have all of our plans and have begun applying for permits (though that is taking much longer than expected due to Ian backup). 

Great to buy homes for $50K if they cash flow but just keep in mind your setting yourself up for a difficult path if you plan to take any cash out down the road based on minimum loan size/Max 75% LTV guide lines.  

Hello everyone, We are planning to sell our house in San Diego, CA.

It's great to see your detailed plan for investing.

You don't necessarily need a CPA licensed in those states to provide you with tax planning, tax advice or to help prepare your return.licensure for CPA's by states are normally important when you want to provide assurance / auditing related assurance

If you have a good business plan for the next property it could make a LOT of sense. 

It also depends on how many properties you plan on holding, renting,etc.