It is a common issue on IH axles. The wedge system they used was not the best in the world. I started using Loctite on them 20 years ago. The type of Loctite that is for splines and sleeves. I never have had one move since then.
The problem is worse on the IH 1066 and smaller as they just have a single bolt. The 14 and 15 have two bolts.
Like the others have told you. The outer hub for the dual will have to come off so you can get to the inside one.
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Today's Featured Article - A Lifetime of Farm Machinery - by Joe Michaels. I am a mechanical engineer by profession, specializing in powerplant work. I worked as a machinist and engine erector, with time spent overseas. I have always had a love for machinery, and an appreciation for farming and farm machinery. I was born and raised in Brooklyn, New York. Not a place one would associate with farms or farm machinery. I credit my parents for instilling a lot of good values, a respect for learning, a knowledge of various skills and a little knowledge of farming in me, amo
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