How a venture capitalist knows your deal is weak
It is an industry accepted standard that venture capitalists will fund one of 100 deals. Some entrepreneurs will not be given more than a few minutes to pitch, others will get a longer meeting, while a lucky few will move into a process of successive interviews and discussions.
But, in the end, only one deal will get funded.
The venture capitalist is actually attempting to find the reason not to invest in your company as quickly as possible in order to turn his attention back to other prospects, current portfolio companies and to raising his next fund.
Most entrepreneurs will, after successfully raising capital, tell you that it was a difficult process. Of course there are the some stories out there of single meeting financings and over-subscriptions for hot offerings. But these are not the norm.