Will I be able to get property insurance with this tenant in place?  

If they have E&O insurance AND your can prove either negligence or fraud you might have a case.

If I'm not mistaken, here in the city you cannot start eviction proceedings until the tenant is 30+ days late.

I've got a curve ball in insurance on a property that was built 100+ years ago.  

Good Evening,I am wondering please, if I will have any trouble in Purchasing a Property listed on the HUD website as my Primary as my Primary Residence, IF the Property shows that it is " Insured " ?

Lucky I was in a bull REI market and was able to sell at a substantial profit.This was a very very hard lesson to learn, and like @James Wise stated above, your best course of action now is to file eviction notices for these tenants ASAP, and wish for the best with the proceedings. 

I have reached out to life insurance companies but they do not touch deals this small (at least the ones I spoke with do not) they like to be at $5-10,000,000 minimum. 

nope, these two actually have the documented ability to make the payments at a reasonable debt-to-income ratio.I'm coming up with ballpark $345k/mo PITI (my homeowner's insurance assumption might not be accurate, I didn't pull the actual property tax bill, and I don't know if there is an HOA so I left it at $0).

After 3-4 months, I think you'll start to get the hang of it by reading here a lot.Later you can buy a new porsche like me and laugh at all the college snobs who think theyre better than everyone else and doubted you, yet they make as much as 1-2 burger king workers after accumulating $50,000+ in student loans (my favorite tactic was to post pictures of it online with me in it and then proceed to give them facebook pokes to force them to look at my profile, and then ask them what their experience with V12 engines have been like because im planning to purchase a new ferrari next year)

Purchase Price: $374,900.00 Purchase Closing Costs: $0.00 Estimated Repair Costs: $0.00 Total Cost of Project: $374,900.00 After Repair Value $374,900.00Vacancy $420.00 (10%) Repairs $210.00 (5%) CapEx $210.00 (5%) Water & Sewer $300.00 (7%) Insurance $200.00 (5%) P&I $1,509.41 (36%) Property Taxes $347.25 (8%) Total $3,196.66 (76%)Monthly Income: $4,200.00Monthly Expenses: $3,196.66Monthly Cash Flow: $1,003.34Pro Forma Cap Rate:    8.04% NOI $30,153.00Total Cash Needed $93,725.00Cash on Cash ROI 12.85% Purchase Cap Rate  8.04%