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I don't currently own this Lee but, the standard 1911 "Railed holster" will fit/work just fine. I have not come across any reviews of this firearm that has mentioned any cycling issues with a wide range of 9mm ammunition including HP's.

None of my 1911's are 100% reliable (I put more rounds through them in a year than most people will in a lifetime). That's why we practice remediation drills. I carry CZs because I've had the least trouble with them of any pistol I've owned.

I can't comment on Remington 1911 quality, but a holster for a railed 1911 should work, however double stack 1911/2011s tend to have slightly wider frames, so take that into consideration..

Yes it is

The Remington double stacks are really the old Para ordnance double stacks and they are very good guns I suggest alien gear for the holster link to article on Remington/para http://www.thetruthaboutguns.com/2015/02/foghorn/breaking-remington-kills-para-usa-brand/