If it does what ours does then you can make a decision. our two houses are about 1.5mm together - maybe with a $2mm house you will have a little more responsible guests but I doubt it as there is always one person that screws it for everyone.fortunately for us, the dip in income didn't impact us because we bought with cash but if they have that pressure it may make a difference 

Purchase price: $410,000 Cash invested: $150,000 Sale price: $665,000 This asset was purchased along with a multifamily community as it was on the neighboring parcel.

Secondly, does the "cash for keys" apply in this case? 

Planning to use HELOC to buy cash for a property.

Are you cash flowing the property?

They only get reversed when the bank attempts to cash it and discovers the account was closed or has insufficient funds.This is real easy.

It has been hard finding a place that 1) Doesn't get bid up by cash buyers that we can't compete with 2) Doesn't have 10's of thousands of capex out the gate3) Is in an area that I'd grade as C+ or better.

Is it worth the risk to purchase a property that will not cash flow immediately?

If I pay $70,000 above but can make $400,000 more in both cash flow and value appreciation it's a great deal.1. 

Yes, we have a few different accounts 1. operating expenses for the business 2. one account where all rents and cash reserves for maintenance are held 3. security deposits 4. company taxes 5. company savings 6. company salaries, etc..