diff --git a/ObsoleteFiles.inc b/ObsoleteFiles.inc
index 8dd33475fe44..8f56ef29dad5 100644
--- a/ObsoleteFiles.inc
+++ b/ObsoleteFiles.inc
@@ -1237,11 +1237,19 @@ OLD_DIRS+=usr/lib/clang/10.0.0/lib/freebsd
 OLD_DIRS+=usr/lib/clang/10.0.0/lib
 OLD_DIRS+=usr/lib/clang/10.0.0
 
+# 20200520: xform_userland.h removed
+OLD_FILES+=usr/include/crypto/xform_userland.h
+
 # 20200515: libalias cuseeme protocol support retired
 OLD_LIBS+=lib/libalias_cuseeme.so
 OLD_FILES+=usr/lib/libalias_cuseeme.a
 OLD_FILES+=usr/lib/libalias_cuseeme_p.a
 
+# 20200511: Remove deprecated crypto algorithms
+OLD_FILES+=usr/include/crypto/cast.h
+OLD_FILES+=usr/include/crypto/castsb.h
+OLD_FILES+=usr/include/crypto/skipjack.h
+
 # 20200511: Remove ubsec(4)
 OLD_FILES+=usr/share/man/man4/ubsec.4.gz
 
@@ -1277,6 +1285,7 @@ OLD_FILES+=usr/share/man/man1/gdbserver.1.gz
 OLD_FILES+=usr/share/man/man1/kgdb.1.gz
 
 # 20200327: OCF refactoring
+OLD_FILES+=usr/include/crypto/cryptosoft.h
 OLD_FILES+=usr/share/man/man9/crypto_find_driver.9.gz
 OLD_FILES+=usr/share/man/man9/crypto_register.9.gz
 OLD_FILES+=usr/share/man/man9/crypto_unregister.9.gz