Don't be discouraged!
Remember that your dealer is an expert, who has done this many times, so he will make it look easy.  If you typically trailer your boat, this process will become routine.  I keep my H260 in a marina, so I get to step the mast and lower it only once a year.  If the mast-raising goes wrong, it can cause some expensive and possibly painful results.  One thing I found with my H260 is, with a roller-furling jib, there is more weight to deal with, so I have to use a winch.  This means that I am in the cockpit while this is all happening.  Not the safest place to be.  Keep an eye on the mast-raising pole (it is not made of the strongest material) and look out for the inevitable snags as things go up. SO: Take your time, go slowly and make safety a first priority.  If you have any questions or problems, call your dealer or Hunter.  They WILL help you.  I have stood on the cabin top with my cell phone in one hand and a bent mast-raising pole in the other and my dealer was there to help me!Ralph C. RegarS/V Shambala