If the Seller is unwilling to grant an extended due diligence period then the price should be lowered to reflect the risk your taking. 

Unfortunately that lender was unwilling to give a loan out for half of a duplex.

We gave two weeks concessions to the contractor due to weather and a few unforeseen additional tasks that held him up.The contractor is fighting our stance and unwilling to meet in the middle and accept any responsibility for the delay.

but then during the replacement they have un-bid water damage to fix.You want to know if they have a pattern of special assessment which will tell you they set the hoa fees too low and/or do not get realistic bids for work and/or are unwilling or unable to budget appropriately.You also want to go over the HOA financials with a fine tooth comb in order to identify anything unacceptable. 

As a lawyer myself, I can’t tell you how many times clients have come to me in need of very costly litigation services because they were unwilling to spend a few hundred bucks for a proper consult BEFORE they do something.  

The maximum guarantee was increase to $424,100 this year (2017). http://www.military.com/money/va-loans/home-purchase/va-loan-limits-for-high-cost-counties.html many lenders are unwilling to lend to income generating property (especially a VA loan).

In our case he wasn't a terrible tenant, a little messy/dirty, but the big issue was his rent was under market and he was unwilling to pay more (he was in a month to month situation.) 

If it has less than 50k, then I would be worried that they would kick the can on road repairs or be forced to replace and then take out a loan and use special assessment against owners to pay for what the old board was unwilling to save up for.

If you aren't able or unwilling to track expenses, you end up not knowing if you are making or losing money.

You have an international renter with no income being sponsored by a church that is unwilling to cosign but someone else is.