The gun is going to the gunsmith for sure. I have never had a bolt action do this before. I found some gunsmith info about Remingtons. Maybe the extractor ring is causing this.
Bolt Binds
The Model 700 bolt is jeweled for smoothness. When the bolt does not operate smooth-ly, dirt is often the only problem. Remove and check the bolt and mating surfaces on the action for powder residue and dirt. Clean as necessary using powder solvent and a toothbrush. Dry the parts using a clean patch wrapped around a flat piece of brass or wood. Don’t use a screwdriver, as it could scratch and burr the metal of the receiver. When dry, oil lightly.
If the action is clean, check the mating surfaces for burrs. Also check for burrs on the ejector hole on the bolt, and check for sharp corners on the bolt lugs. If burrs or sharp corners are found, a small amount of filing, followed by honing and polishing with crocus cloth will remove them.
The extractor ring may be high, causing the bolt to be tight, or the extractor rivet may be loose. To correct this, remove the extractor ring and eliminate any high

American Gunsmith, Gunsmithing the Rifle
Above Right: For best accuracy, the muzzle of a Model 700 should be crowned. Any damage to the muzzle will adversely affect accuracy.
spots in the ring channel. Refit the ring and tighten the rivet, checking for smoothness. If this doesn’t solve the problem, replace the ring, using a new rivet.
Failures to Extract
Assuming the rifle is clean, check for a tight or rough chamber, using an unloaded, sized case. This should slide in and out of the chamber with little resistance. If the chamber is tight or rough, ream and repolish. If there is no problem in the chamber, fit a new extractor to the bolt.
http://www.gunreports.com/special_re...ion1777-1.html