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What causes an engine to be hard to start?



I have a new holland 675e backhoe, and it runs fine when it starts, but can be very hard to start, in warm weather. Any weather really. Weather has zero to do with this. 

I just replaced the fuel filter, and I will see if that helps at all, but usually we have to shoot starting fluid into it to make it start. 

How do I bleed the air out of the system? Why is there a drain on the bottom of the fuel filter? 
How do I attach images from my hard drive  and also few videos on M2M support videos, if its possible that will really be great.



Any help will be appreciated.

Thank you.