Dirigo,
I would definitely do as much work as possible on ground or stable surface. I pre-mounted the anemometer to PVC on ground first, then used u-bolts to mount to T brackets mounted near attic gable vent. I'm not crazy about heights myself, but I worked with step ladder on roof of my 1 story attached garage with ladder leaning against second story of house so it was pretty safe. I also had my brother help me to make sure ladder didn't move.
bcrawfo2,
Sounds like you did a good job with your set-up. As far as noticing a jump in graphs, answer is definitely yes. Averages and peak gusts are higher and direction does not fluctuate wildly like it did with west wind in my previous location where house was causing problem. I used to see leaves rustling and trees slightly swaying with either no reading or much lower than actual wind speed readings. Now it is picking up the slighest wind coming through the 'hood! Well worth trying to put your set up in the best spot on your site you can safely access.