diff --git a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/Manifest b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/Manifest
index 08f98f36a3..784ad614d2 100644
--- a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/Manifest
+++ b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/Manifest
@@ -1,6 +1,6 @@
 DIST shadow-4.14.8.tar.xz 1806352 BLAKE2B a6ed45e44560c68baec97072399c106060be859a0f9514da2e5b0ec373e5b9c9f54b402132f39c20401496a5b3faeaa0bc90e1b9f02dd2e3b3ffc7389d0745bb SHA512 6f98ef412874f91cfa3f08877f3fe058d725636705b07d473aa1ea44cb6864059701bd11513caf692d270a7ed8ab1956e04421e53dfb8c74e925b8ec12ab8634
 DIST shadow-4.14.8.tar.xz.asc 833 BLAKE2B 1b8b8f3f36e06c1dda0a4e0d1508b1ad0ef85f0fa993a92a583831687076ba22d05f47109d56c1e740b60632c3bbeeb6c8cc001e41f46b1a2f9177ce62854f8c SHA512 1db2647babe3f434204c93e7700ff6a0ece078f6c5adb96ae0c0ac9d82a862835c4ab8afb37b0ffc80cf62e9a59f1ba33a92ff454e7ae0ca2aa535b19627615e
-DIST shadow-4.19.2.tar.xz 2339472 BLAKE2B f2fc64f071e8fe09ed76545abe64e30cff780d7d1c276ebdb05e04ebc36dddb3db86b2537808755049d342e2101247bd76d01c8861b53246f5c81b780952a1e5 SHA512 b03b2fca7bc65dc6b78d465f0b2ab170bb799cbfbdd588b8ae239c1ec99045864302cbd17d27beb1ea0c63ea33370aa28c0231dfb8864e007de21220de8c2f48
-DIST shadow-4.19.2.tar.xz.asc 488 BLAKE2B f2d76a47b5a8d97ce6528bfa0a4f4b0f3b23c434cc4bd8db9dff186e2b014063907c53d358e59c2c8dd4fbaebccfd6b5063150ed79b0b20b0fe719cf6917b7e0 SHA512 2c434fd939a0a2faca76e48ab3dd1c0afac763fa6b5bfc73c859f552335590d60506fe7649b5ff045692fcc7f378f6ba97dfe798c8682286fd4a9a0eaa4c1f81
 DIST shadow-4.19.3.tar.xz 2347720 BLAKE2B 8c9f6faa37bba130364086635c91562bfc786740a0276366d9771aaa289dcbba5cd7550437596e43f91348ab29bab77e9894232feffc8498c4cc1bbd48bec3d3 SHA512 f2b41f8186681eb98dae0da87ed1a1f03327c5005c9d4bf9500801352e318de6f5954dc5b8f30ab9aece728b1efb74b4ff8fb2720acc4c2aaef701331a4a5a05
 DIST shadow-4.19.3.tar.xz.asc 833 BLAKE2B 936a9103b65c3564b1d5f00259965921e7aa1615714b04e783441f2fa79e78c386cf9056758cba4f8c36f740490dedb8acd68d88979cc153bb78d2a800d01156 SHA512 295a6bffefd333a9ea84fa59b368f5c48d0ac5224199624b768087098110b0f0c19bef37f5c474c45277980758dcb6728e8bb17eb7ab1a57603cad41f1dd00ab
+DIST shadow-4.19.4.tar.xz 2332684 BLAKE2B 4acebcf93be2b6700b33f466e8ada8799ae479a9db0892c2c3d9279acda539ecbce7d0f0c940fc22ae44f6ae9ee9aa91a3bf6e5f22ce2132a464fb13f3c61987 SHA512 6be382087e85566c5c14023decd6edd3b9f0c768a6b00c8389b31cb73fecaaa1b8b9b105374d582c8054e60e158fa3e34acf616a64dca04613bdf06cb08ab664
+DIST shadow-4.19.4.tar.xz.asc 833 BLAKE2B 4daf863f4187819adb9bb9c7c6c6939451c0a341c9aa4d63161d8090120b58d3a094939be7788c1c362a2b74ec411b1cc7dd2a208cf9cb49e0dbea529f2ddd84 SHA512 accd3755d15f8b37f0140b6c09a06368570ec88bd1bf590c9a01bd7e9497c52af4d71ff93717208aedb24229667d72cf65a5ba4f924e1b1fd65783904601fbdb
diff --git a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r1.ebuild b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r1.ebuild
index 79887e7b0d..7ca5fc933c 100644
--- a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r1.ebuild
+++ b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r1.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2025 Gentoo Authors
+# Copyright 1999-2026 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=8
@@ -42,7 +42,7 @@ COMMON_DEPEND="
 "
 DEPEND="
 	${COMMON_DEPEND}
-	>=sys-kernel/linux-headers-4.14
+	kernel_linux? ( >=sys-kernel/linux-headers-4.14 )
 "
 RDEPEND="
 	${COMMON_DEPEND}
diff --git a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r2.ebuild b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r2.ebuild
index b623295477..5bfde451c7 100644
--- a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r2.ebuild
+++ b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8-r2.ebuild
@@ -1,4 +1,4 @@
-# Copyright 1999-2025 Gentoo Authors
+# Copyright 1999-2026 Gentoo Authors
 # Distributed under the terms of the GNU General Public License v2
 
 EAPI=8
@@ -42,7 +42,7 @@ COMMON_DEPEND="
 "
 DEPEND="
 	${COMMON_DEPEND}
-	>=sys-kernel/linux-headers-4.14
+	kernel_linux? ( >=sys-kernel/linux-headers-4.14 )
 "
 RDEPEND="
 	${COMMON_DEPEND}
diff --git a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8.ebuild b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8.ebuild
deleted file mode 100644
index 582d2920ae..0000000000
--- a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.14.8.ebuild
+++ /dev/null
@@ -1,271 +0,0 @@
-# Copyright 1999-2025 Gentoo Authors
-# Distributed under the terms of the GNU General Public License v2
-
-EAPI=8
-
-# Upstream sometimes pushes releases as pre-releases before marking them
-# official. Don't keyword the pre-releases!
-# Check https://github.com/shadow-maint/shadow/releases.
-
-inherit libtool pam verify-sig
-
-DESCRIPTION="Utilities to deal with user accounts"
-HOMEPAGE="https://github.com/shadow-maint/shadow"
-SRC_URI="https://github.com/shadow-maint/shadow/releases/download/${PV}/${P}.tar.xz"
-SRC_URI+=" verify-sig? ( https://github.com/shadow-maint/shadow/releases/download/${PV}/${P}.tar.xz.asc )"
-
-LICENSE="BSD GPL-2"
-# Subslot is for libsubid's SONAME.
-SLOT="0/4"
-KEYWORDS="~alpha amd64 arm arm64 ~hppa ~loong ~m68k ~mips ppc ppc64 ~riscv ~s390 ~sparc x86"
-IUSE="acl audit cracklib nls pam selinux skey split-usr su systemd xattr"
-# Taken from the man/Makefile.am file.
-LANGS=( cs da de es fi fr hu id it ja ko pl pt_BR ru sv tr zh_CN zh_TW )
-
-REQUIRED_USE="?? ( cracklib pam )"
-
-COMMON_DEPEND="
-	virtual/libcrypt:=
-	acl? ( sys-apps/acl:= )
-	audit? ( >=sys-process/audit-2.6:= )
-	cracklib? ( >=sys-libs/cracklib-2.7-r3:= )
-	nls? ( virtual/libintl )
-	pam? ( sys-libs/pam:= )
-	skey? ( sys-auth/skey:= )
-	selinux? (
-		>=sys-libs/libselinux-1.28:=
-		sys-libs/libsemanage:=
-	)
-	systemd? ( sys-apps/systemd:= )
-	xattr? ( sys-apps/attr:= )
-	!<sys-libs/glibc-2.38
-"
-DEPEND="
-	${COMMON_DEPEND}
-	>=sys-kernel/linux-headers-4.14
-"
-RDEPEND="
-	${COMMON_DEPEND}
-	pam? ( >=sys-auth/pambase-20150213 )
-	su? ( !sys-apps/util-linux[su(-)] )
-"
-BDEPEND="
-	app-arch/xz-utils
-	sys-devel/gettext
-"
-
-if [[ ${PV} == *.0 ]]; then
-	BDEPEND+=" verify-sig? ( sec-keys/openpgp-keys-sergehallyn )"
-	VERIFY_SIG_OPENPGP_KEY_PATH=/usr/share/openpgp-keys/sergehallyn.asc
-else
-	BDEPEND+=" verify-sig? ( sec-keys/openpgp-keys-alejandro-colomar )"
-	VERIFY_SIG_OPENPGP_KEY_PATH=/usr/share/openpgp-keys/alejandro-colomar.asc
-fi
-
-src_prepare() {
-	default
-	elibtoolize
-}
-
-src_configure() {
-	local myeconfargs=(
-		# Negate new upstream default of disabling for now
-		--enable-lastlog
-		--disable-account-tools-setuid
-		--disable-static
-		--with-btrfs
-		# Use bundled replacements for readpassphrase and freezero
-		--without-libbsd
-		--without-group-name-max-length
-		--without-tcb
-		--with-bcrypt
-		--with-yescrypt
-		$(use_enable nls)
-		# TODO: wire up upstream for elogind too (bug #931119)
-		$(use_enable systemd logind)
-		$(use_with acl)
-		$(use_with audit)
-		$(use_with cracklib libcrack)
-		$(use_with elibc_glibc nscd)
-		$(use_with pam libpam)
-		$(use_with selinux)
-		$(use_with skey)
-		$(use_with su)
-		$(use_with xattr attr)
-	)
-
-	econf "${myeconfargs[@]}"
-
-	if use nls ; then
-		local l langs="po" # These are the pot files.
-		for l in ${LANGS[*]} ; do
-			has ${l} ${LINGUAS-${l}} && langs+=" ${l}"
-		done
-		sed -i "/^SUBDIRS = /s:=.*:= ${langs}:" man/Makefile || die
-	fi
-}
-
-set_login_opt() {
-	local comment="" opt=${1} val=${2}
-	if [[ -z ${val} ]]; then
-		comment="#"
-		sed -i \
-			-e "/^${opt}\>/s:^:#:" \
-			"${ED}"/etc/login.defs || die
-	else
-		sed -i -r \
-			-e "/^#?${opt}\>/s:.*:${opt} ${val}:" \
-			"${ED}"/etc/login.defs
-	fi
-	local res=$(grep "^${comment}${opt}\>" "${ED}"/etc/login.defs)
-	einfo "${res:-Unable to find ${opt} in /etc/login.defs}"
-}
-
-src_install() {
-	emake DESTDIR="${D}" suidperms=4755 install
-
-	# 4.9 regression: https://github.com/shadow-maint/shadow/issues/389
-	emake DESTDIR="${D}" -C man install
-
-	find "${ED}" -name '*.la' -type f -delete || die
-
-	insinto /etc
-	if ! use pam ; then
-		insopts -m0600
-		doins etc/login.access etc/limits
-	fi
-
-	# needed for 'useradd -D'
-	insinto /etc/default
-	insopts -m0600
-	doins "${FILESDIR}"/default/useradd
-
-	if use split-usr ; then
-		# move passwd to / to help recover broke systems #64441
-		# We cannot simply remove this or else net-misc/scponly
-		# and other tools will break because of hardcoded passwd
-		# location
-		dodir /bin
-		mv "${ED}"/usr/bin/passwd "${ED}"/bin/ || die
-		dosym ../../bin/passwd /usr/bin/passwd
-	fi
-
-	cd "${S}" || die
-	insinto /etc
-	insopts -m0644
-	newins etc/login.defs login.defs
-
-	set_login_opt CREATE_HOME yes
-	if ! use pam ; then
-		set_login_opt MAIL_CHECK_ENAB no
-		set_login_opt SU_WHEEL_ONLY yes
-		set_login_opt CRACKLIB_DICTPATH /usr/lib/cracklib_dict
-		set_login_opt LOGIN_RETRIES 3
-		set_login_opt ENCRYPT_METHOD SHA512
-		set_login_opt CONSOLE
-	else
-		dopamd "${FILESDIR}"/pam.d-include/shadow
-
-		for x in chsh chfn ; do
-			newpamd "${FILESDIR}"/pam.d-include/passwd ${x}
-		done
-
-		for x in chpasswd newusers ; do
-			newpamd "${FILESDIR}"/pam.d-include/chpasswd ${x}
-		done
-
-		newpamd "${FILESDIR}"/pam.d-include/shadow-r1 groupmems
-
-		# Comment out login.defs options that pam hates
-		local opt sed_args=()
-		for opt in \
-			CHFN_AUTH \
-			CONSOLE \
-			CRACKLIB_DICTPATH \
-			ENV_HZ \
-			ENVIRON_FILE \
-			FAILLOG_ENAB \
-			FTMP_FILE \
-			LASTLOG_ENAB \
-			MAIL_CHECK_ENAB \
-			MOTD_FILE \
-			NOLOGINS_FILE \
-			OBSCURE_CHECKS_ENAB \
-			PASS_ALWAYS_WARN \
-			PASS_CHANGE_TRIES \
-			PASS_MIN_LEN \
-			PORTTIME_CHECKS_ENAB \
-			QUOTAS_ENAB \
-			SU_WHEEL_ONLY
-		do
-			set_login_opt ${opt}
-			sed_args+=( -e "/^#${opt}\>/b pamnote" )
-		done
-		sed -i "${sed_args[@]}" \
-			-e 'b exit' \
-			-e ': pamnote; i# NOTE: This setting should be configured via /etc/pam.d/ and not in this file.' \
-			-e ': exit' \
-			"${ED}"/etc/login.defs || die
-
-		# Remove manpages that pam will install for us
-		# and/or don't apply when using pam
-		find "${ED}"/usr/share/man -type f \
-			'(' -name 'limits.5*' -o -name 'suauth.5*' ')' \
-			-delete
-
-		# Remove pam.d files provided by pambase.
-		rm "${ED}"/etc/pam.d/{login,passwd} || die
-		if use su ; then
-			rm "${ED}"/etc/pam.d/su || die
-		fi
-	fi
-
-	# Remove manpages that are handled by other packages
-	find "${ED}"/usr/share/man -type f \
-		'(' -name id.1 -o -name getspnam.3 ')' \
-		-delete || die
-
-	if ! use su ; then
-		find "${ED}"/usr/share/man -type f -name su.1 -delete || die
-	fi
-
-	cd "${S}" || die
-	dodoc ChangeLog NEWS TODO
-	newdoc README README.download
-	cd doc || die
-	dodoc HOWTO README* WISHLIST *.txt
-
-	if use elibc_musl; then
-		QA_CONFIG_IMPL_DECL_SKIP+=( sgetsgent )
-	fi
-}
-
-pkg_preinst() {
-	rm -f "${EROOT}"/etc/pam.d/system-auth.new \
-		"${EROOT}/etc/login.defs.new"
-}
-
-pkg_postinst() {
-	# Missing entries from /etc/passwd can cause odd system blips.
-	# See bug #829872.
-	if ! pwck -r -q -R "${EROOT:-/}" &>/dev/null ; then
-		ewarn "Running 'pwck' returned errors. Please run it manually to fix any errors."
-	fi
-
-	# Enable shadow groups.
-	if [[ ! -f "${EROOT}"/etc/gshadow ]] ; then
-		if grpck -r -R "${EROOT:-/}" 2>/dev/null ; then
-			grpconv -R "${EROOT:-/}"
-		else
-			ewarn "Running 'grpck' returned errors. Please run it by hand, and then"
-			ewarn "run 'grpconv' afterwards!"
-		fi
-	fi
-
-	[[ ! -f "${EROOT}"/etc/subgid ]] &&
-		touch "${EROOT}"/etc/subgid
-	[[ ! -f "${EROOT}"/etc/subuid ]] &&
-		touch "${EROOT}"/etc/subuid
-
-	einfo "The 'adduser' symlink to 'useradd' has been dropped."
-}
diff --git a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.3.ebuild b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.3.ebuild
index 6116aa4a8d..0783a8679c 100644
--- a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.3.ebuild
+++ b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.3.ebuild
@@ -20,7 +20,7 @@ S="${WORKDIR}/${MY_P}"
 LICENSE="BSD GPL-2"
 # Subslot is for libsubid's SONAME.
 SLOT="0/5"
-KEYWORDS="~alpha ~amd64 ~arm ~arm64 ~hppa ~loong ~m68k ~mips ~ppc ~ppc64 ~riscv ~s390 ~sparc ~x86"
+KEYWORDS="~alpha amd64 arm arm64 ~hppa ~loong ~m68k ~mips ppc ppc64 ~riscv ~s390 ~sparc x86"
 IUSE="acl audit nls pam selinux skey split-usr su systemd test xattr"
 RESTRICT="!test? ( test )"
 
@@ -41,7 +41,7 @@ COMMON_DEPEND="
 "
 DEPEND="
 	${COMMON_DEPEND}
-	>=sys-kernel/linux-headers-4.14
+	kernel_linux? ( >=sys-kernel/linux-headers-4.14 )
 "
 RDEPEND="
 	${COMMON_DEPEND}
@@ -86,7 +86,7 @@ src_configure() {
 		--enable-lastlog
 		--disable-account-tools-setuid
 		--disable-static
-		--with-btrfs
+		$(use_with kernel_linux btrfs)
 		# Use bundled replacements for readpassphrase and freezero
 		--without-libbsd
 		--without-group-name-max-length
@@ -221,6 +221,11 @@ src_install() {
 	if use elibc_musl; then
 		QA_CONFIG_IMPL_DECL_SKIP+=( sgetsgent )
 	fi
+
+	if use kernel_Hurd ; then
+		# sys-kernel/hurd provides this instead
+		rm "${ED}"/bin/login || die
+	fi
 }
 
 pkg_postinst() {
diff --git a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.2.ebuild b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.4.ebuild
similarity index 94%
rename from sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.2.ebuild
rename to sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.4.ebuild
index 48c0584841..910a15e164 100644
--- a/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.2.ebuild
+++ b/sdk_container/src/third_party/portage-stable/sys-apps/shadow/shadow-4.19.4.ebuild
@@ -41,7 +41,7 @@ COMMON_DEPEND="
 "
 DEPEND="
 	${COMMON_DEPEND}
-	>=sys-kernel/linux-headers-4.14
+	kernel_linux? ( >=sys-kernel/linux-headers-4.14 )
 "
 RDEPEND="
 	${COMMON_DEPEND}
@@ -56,8 +56,8 @@ BDEPEND="
 	test? ( dev-util/cmocka )
 "
 
-BDEPEND+=" verify-sig? ( sec-keys/openpgp-keys-sergehallyn )"
-VERIFY_SIG_OPENPGP_KEY_PATH=/usr/share/openpgp-keys/sergehallyn.asc
+BDEPEND+=" verify-sig? ( >=sec-keys/openpgp-keys-alejandro-colomar-20260122 )"
+VERIFY_SIG_OPENPGP_KEY_PATH=/usr/share/openpgp-keys/alejandro-colomar.asc
 
 src_prepare() {
 	default
@@ -86,7 +86,7 @@ src_configure() {
 		--enable-lastlog
 		--disable-account-tools-setuid
 		--disable-static
-		--with-btrfs
+		$(use_with kernel_linux btrfs)
 		# Use bundled replacements for readpassphrase and freezero
 		--without-libbsd
 		--without-group-name-max-length
@@ -221,6 +221,11 @@ src_install() {
 	if use elibc_musl; then
 		QA_CONFIG_IMPL_DECL_SKIP+=( sgetsgent )
 	fi
+
+	if use kernel_Hurd ; then
+		# sys-kernel/hurd provides this instead
+		rm "${ED}"/bin/login || die
+	fi
 }
 
 pkg_postinst() {