[Disclaimer: I don't know anything about reprepro.]

* Dmitry Bogatov <[email protected]>, 2016-08-30, 17:38:
$ dpkg-source -b . # fine
$ debsign -m [email protected] ../*.dsc # fine
$ sbuild -d pure -c jessie # fine
$ debsign --no-re-sign ../*.changes # fine, signed with my key
$ dput local ../*.changes # fine, local -> my reprepro instance
$ rm ../*.changes # time to prepare for i386
$ sbuild -d pure -c jessie --build i386 --arch i386 # fine

You don't need "--build i386" here.

$ debsign --no-re-sign ../*.changes # fine
$ dput local ../*.changes
        File "pool/main/s/sudo/sudo_1.8.10p3-1+deb8u3pure1.dsc" is already 
registered with different checksums!
        md5 expected: 6844ffcf32db1c64eb4106161d0d3551, got: 
c75e41a14c4c2d860b6d715f22aa9f58

Is your sbuild configured to build source package by default ("$build_source = 1" in /etc/sbuild/sbuild.conf)? If yes, I guess you'll need to turn it off (--no-source) for the second build.

--
Jakub Wilk

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