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Its something I struggle with as well and I think the only response is diligent persistence. Our group often stops mid-ride to cover braids or other changes. The same goes for the occasional unsanctioned line where the builder wants people to walk in.
Entitlement is also evident with those who feel they deserve to ride in and can't deal with carrying their bike for ten seconds. Spikes can also come in handy to make a more permanent barricade. Sometimes a friendly note in a ziplock bag can be helpful. Entitlement doesn't always respond to counterpoint, but you can hope a little education eventually makes a difference.
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