Insurance, property taxes, which are very easy to look up on your own. 

When all is said and done: We will have four properties in our LLC,We will have a new cash-flowing rental property,The three mortgages on the existing properties in my husband’s name will be paid off, My husband will be able to borrow more mortgages in his name,We will have about $2300/month in cash flow from the four properties (rents minus blanket mortgage P&I + taxes + insurance),We will have about $10k in our pocket after all closing costs and expenses are paid.

Correction - $153 in mortgage insurance

You might not need it but it's like insurance - you wish you had it, when you needed it.  

In addition to have a loan officer, or broker, you will need to add to your team at a minimum such experts as GC's, insurance brokers, home inspectors, CPA, attorney. 

On the flip side, you're going to have to ask yourself if you have any attractive alternates in which to invest your money and, preferably, are you willing to live in the in the new investment (i.e. house hack a multi-family property) or significant downgrade your standard of living accommodation.

So based off this calculation I determined that my portfolio is strong enough to move on with my expansion plan into a new market.Business expenses as % of total expenses : 70%   1) Fixed Expenses:        a)Monthly Mortgages: 45% b)Property Taxes: 18.7%c)Utilities Expenses: 14.8% d)Licenses & Insurance:  5.4% 2) Variable expense - Water bills + repair expense : 16%  Personal Expense as % of total expenses: 30% My monthly living expensesa)Housing: 39.7% b)Child Care: 25.4%c)Living expense: 22.2% d) Food: 7.9 %e) Insurance: 4.8Income 1) Total Income - 100%  A) Rental Income: 42%  B) Wage income (W-2) : 26 %  C) House Flipping Revenue: 23%  D) Property Management Revenue: 5%  E) Stocks/Dividends: 4% Please let me know if you would like help walking through this process as it has been super helpful to understand my financial situation or send you the spread sheet I used.  

Do you oversee large insurance claims, dealing with temporary housing for tenants when the house is unlivable?

I recently got into an accident with a driver that has no insurance, and I only have liability coverage.

Using very attainable #s, like projected rent, projected vacancy, etc. will go a long ways with insuring you make solid decisions.