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I've got an issue with mine that's cause it to similarly be difficult, but haven't had the time to look into to see the problem.The sidestand has been slowly disappearing to under the bike when stowed making it difficult to connect with my boot and deploy. On my last trip I had to attach a piece of fuel hose to the post so I could deploy the sidestand.
I took the sidestand off and inspected it and its mounting boss. The mounting boss was very worn in the lower-right quadrant causing the drift. I took Hidalgo to a welder who built up the area and smoothed it out. Now I can deploy the sidestand as easily as I could when she was younger.
https://bikerbillsvulcan500rebuild.shutterfly.com/997
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