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I think I finally figured it out!

So I think I finally (after 15 years) figured it out. My past 5 shaves have been perfect.
These were my tools...
Cetaphil Gentle Moisturizer with added tea tree oil
Homemade pre-shave oil (3 parts grapeseed, 2 parts olive, 1 part jojoba, couple drops of lavender and eucalyptus)
Proraso White
Boar Hair Brush

This was my strategy...
Two passes completely with the grain. I actually had to hold the razor with my right hand for the right side of my neck in a pulling motion towards the back of my head and my left hand for the left side of my neck. This finally did the trick! The irritation has almost completely disappeared and while I wouldn't shave every day, I could most likely shave every other day if I wanted to, which is a first.
 
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