diff --git a/mail/sendmail/Makefile b/mail/sendmail/Makefile
index 0cbd01b918eb..0d373ee63e59 100644
--- a/mail/sendmail/Makefile
+++ b/mail/sendmail/Makefile
@@ -1,374 +1,374 @@
 PORTNAME=	sendmail
-PORTVERSION=	8.17.1
-PORTREVISION=	7
+PORTVERSION=	8.17.2
+PORTREVISION=	0
 CATEGORIES=	mail
 MASTER_SITES=	ftp://ftp.sendmail.org/pub/sendmail/
 DISTNAME=	${PORTNAME}.${PORTVERSION}
 
 MAINTAINER=	dinoex@FreeBSD.org
 COMMENT=	Reliable, highly configurable mail transfer agent with utilities
 WWW=		https://www.sendmail.org/
 
 LICENSE=	Sendmail
 LICENSE_NAME=	Sendmail License
 LICENSE_FILE=	${WRKSRC}/LICENSE
 LICENSE_PERMS=	dist-mirror dist-sell pkg-mirror pkg-sell auto-accept
 
 CONFLICTS?=	courier-0.* postfix-1.* postfix-2.* smail-3.* zmailer-2.* opensmtpd
 
 USERS=		smmsp
 GROUPS=		smmsp
 
 USES=		cpe uidfix groff
 MAKE_ARGS=	UBINOWN=${UID} UBINGRP=${GID} \
 		SBINOWN=${UID} SBINGRP=${GID} \
 		GBINOWN=${UID} GBINGRP=${GID} \
 		MANOWN=${UID} MANGRP=${GID} \
 		CFOWN=${UID} CFGRP=${GID} \
 		MSPQOWN=${UID} \
 		LIBMODE=0644 UBINMODE=0755 GBINMODE=2755
 WRKSRC=		${WRKDIR}/${PORTNAME}-${PORTVERSION}
 DOCS=		KNOWNBUGS LICENSE PGPKEYS README RELEASE_NOTES \
 		sendmail/TRACEFLAGS sendmail/SECURITY sendmail/TUNING
 PLIST_SUB+=	PREFIX=${PREFIX:S=${PREFIX}/==} \
 		MANPREFIX=${MANPREFIX:S=$=/=:S=${PREFIX}==:S=^/==}
 SUB_FILES=	pkg-message
 
 WCONF=		${WRKSRC}/devtools/Site
 SITE=		${FILESDIR}/site.config.m4.pre4
 PLIST=		${WRKDIR}/.PLIST.more
 LMAN1=		mailq.1 newaliases.1 vacation.1
 LMAN5=		aliases.5
 LMAN8=		sendmail.8 mailstats.8 makemap.8 praliases.8 smrsh.8 \
 		mail.local.8 rmail.8 editmap.8
 SENDMAIL=	${PREFIX}/sbin/sendmail
 BASEMAIL=	/usr/libexec/sendmail/sendmail
 MILTER_SOVER?=	6
 
 OPTIONS_DEFINE?=	SHMEM SEM LA NIS IPV6 TLS DANE SASL SASLAUTHD LDAP \
 			BDB GDBM SOCKETMAP CYRUSLOOKUP BLACKLISTD SMTPUTF8 \
 			PICKY_HELO_CHECK MILTER MTA_STS TLS_CERT_CHAIN DOCS
 OPTIONS_DEFAULT?=	SHMEM SEM LA NIS TLS DANE SASL SASLAUTHD BDB1 \
 			BLACKLISTD PICKY_HELO_CHECK MILTER
 NO_OPTIONS_SORT=yes
 SHMEM_DESC=		System V shared memory support
 LA_DESC=		load averages support
 TLS_DESC=		SMTP-TLS and SMTPS support
 DANE_DESC=		Enable DANE support
 SASLAUTHD_DESC=		SASLAUTHD support
 BDB_DESC=		Berkeley DB version 4+ support
 GDBM_DESC=		GNU dbm library support (option COMPAT needed)
 SOCKETMAP_DESC=		Enable socketmap feature
 BLACKLISTD_DESC=	Enable blacklistd support
 CYRUSLOOKUP_DESC=	Enable cyruslookup feature
 PICKY_HELO_CHECK_DESC=	Enable picky HELO check
 MILTER_DESC=		Enable milter support
 SMTPUTF8_DESC=		Enable unicode address support
 MTA_STS_DESC=		Enable MTA-STS support (option SOCKETMAP and TLS needed)
 TLS_CERT_CHAIN_DESC=	Enable certificate chain file support (incompatibility)
 
 TLS_USES=	ssl
 SASL_LIB_DEPENDS=	libsasl2.so:security/cyrus-sasl2
 SASLAUTHD_RUN_DEPENDS=	saslauthd:security/cyrus-sasl2-saslauthd
 DANE_IMPLIES=	TLS
 LDAP_USES=	ldap
 LDAP_IMPLIES=	DANE
 BDB_USES=	bdb
 GDBM_LIB_DEPENDS=	libgdbm.so:databases/gdbm
 GDBM_CONFIGURE_WITH=	compat
 CYRUSLOOKUP_IMPLIES=	SOCKETMAP
 SMTPUTF8_LIB_DEPENDS=	libidn2.so:dns/libidn2 libicui18n.so:devel/icu
 MTA_STS_IMPLIES=	SOCKETMAP TLS
 TLS_CERT_CHAIN_IMPLIES=	TLS
 
 .include <bsd.port.options.mk>
 
 .if ${PORT_OPTIONS:MSHMEM} && !defined(BUILDING_INDEX)
 IPCCHECK!=	ipcrm -q 0 2>&1 || true
 .if ${IPCCHECK:Mimplemented}
 IGNORE=		your system does not support sysvipc
 .endif
 .endif
 
 .if ${PORT_OPTIONS:MBDB}
 BDB_SUFFIX=	+${BDB_INCLUDE_DIR:S,^${LOCALBASE}/include/,,}
 CONFLICTS+=	sendmail-ldap-8.* sendmail-sasl2-8.* sendmail-tls-8.*
 .endif
 .if ${PORT_OPTIONS:MLDAP}
 LDAP_SUFFIX?=	+ldap
 CONFLICTS+=	sendmail-sasl2-8.* sendmail-tls-8.*
 .endif
 .if ${PORT_OPTIONS:MSASL}
 SASL_SUFFIX?=	+sasl2
 CONFLICTS+=	sendmail-ldap-8.* sendmail-tls-8.*
 .endif
 .if ${PORT_OPTIONS:MCYRUSLOOKUP}
 EXTRA_PATCHES+=	${FILESDIR}/cyruslookup.patch
 .endif
 .if ${PORT_OPTIONS:MTLS}
 TLS_SUFFIX?=	+tls
 CONFLICTS+=	sendmail-ldap-8.* sendmail-sasl2-8.*
 .endif
 
 MAKE_PKGNAMES=	for i in "" +tls; do \
 	for j in "" +sasl2; do \
 	for k in "" +ldap; do \
 	for l in "" +db48 +db5 +db6; do \
 	echo "sendmail$${i}$${j}$${k}$${l}-8.*" ;\
 	done done done done
 
 ALL_PKGNAMES!=	${MAKE_PKGNAMES}
 CONFLICTS2!=	${MAKE_PKGNAMES} | ${GREP} -v "${PORTNAME}${PKGNAMESUFFIX:S|${PKGNAMESUFFIX2}||}-8."
 CONFLICTS+=	${CONFLICTS2}
 
 # Build site.config.m4
 SITE+=	${FILESDIR}/site.config.m4
 .if ${PORT_OPTIONS:MIPV6}
 SITE+=	${FILESDIR}/site.config.m4.ipv6
 .endif
 .if ${PORT_OPTIONS:MDANE}
 SITE+=	${FILESDIR}/site.config.m4.dane
 .endif
 .if ${PORT_OPTIONS:MSASL}
 SITE+=	${FILESDIR}/site.config.m4.sasl2
 .endif
 .if ${PORT_OPTIONS:MLDAP}
 SITE+=	${FILESDIR}/site.config.m4.ldap
 .endif
 .if ${PORT_OPTIONS:MBLACKLISTD}
 SITE+=	${FILESDIR}/site.config.m4.blacklistd
 .endif
 .if ${PORT_OPTIONS:MSMTPUTF8}
 SITE+=	${FILESDIR}/site.config.m4.smtputf8
 .endif
 .if ${PORT_OPTIONS:MMILTER}
 SITE+=	${FILESDIR}/site.config.m4.milter
 .endif
 .if ${PORT_OPTIONS:MGDBM}
 LICENSE_PERMS=	dist-mirror dist-sell no-pkg-mirror no-pkg-sell auto-accept
 SITE+=	${FILESDIR}/site.config.m4.gdbm
 .endif
 .if ${PORT_OPTIONS:MMTA_STS}
 SITE+=	${FILESDIR}/site.config.m4.mta-sts
 .endif
 
 SED_SCRIPT=	-e "s|\`-O'|\`${CFLAGS}'|" \
 		-e 's|%%CC%%|${CC}|' -e 's|%%LD%%|${LD}|'
 
 .if ! ${PORT_OPTIONS:MNIS}
 SED_SCRIPT+=	-e "s;-DNIS ;;"
 .endif
 
 post-patch:
 	@cd ${WRKSRC} && ${FIND} cf -type f -name "*.orig" -print0 | ${XARGS} -0 ${RM}
 
 do-configure:
 .if ${PORT_OPTIONS:MGDBM}
 	@(if [ ! -e "${LOCALBASE}/lib/libgdbm_compat.so" ] ; then \
 	  ${ECHO_MSG} "===> option COMPAT is missing in databases/gdbm."; \
 	  ${FALSE}; \
 	  fi)
 .endif
 	${REINPLACE_CMD} ${SED_SCRIPT} ${WRKSRC}/devtools/OS/FreeBSD
 	${SED} -e "s=%%PREFIX%%=${PREFIX}=g" \
 		-e "s=%%LOCALBASE%%=${LOCALBASE}=g" \
 		${SITE} > ${WCONF}/site.config.m4
 .if ${PORT_OPTIONS:MBDB}
 	${ECHO_CMD} \
 	 'APPENDDEF(`confENVDEF'\'', `-I${BDB_INCLUDE_DIR}'\'')' \
 		>> ${WCONF}/site.config.m4
 	${ECHO_CMD} \
 	 'APPENDDEF(`confLIBDIRS'\'', `-L${LOCALBASE}/lib'\'')' \
 		>> ${WCONF}/site.config.m4
 .for i in sendmail editmap makemap praliases vacation
 	${ECHO_CMD} \
 	 'APPENDDEF(`conf_${i}_LIBS'\'', `-l${BDB_LIB_NAME}'\'')' \
 		>> ${WCONF}/site.config.m4
 .endfor
 .endif
 .if ${PORT_OPTIONS:MSOCKETMAP}
 	${ECHO_CMD} \
 	 'APPENDDEF(`conf_sendmail_ENVDEF'\'', `-DSOCKETMAP'\'')' \
 		>> ${WCONF}/site.config.m4
 .endif
 .if ${PORT_OPTIONS:MPICKY_HELO_CHECK}
 	${ECHO_CMD} \
 	 'APPENDDEF(`conf_sendmail_ENVDEF'\'', `-DPICKY_HELO_CHECK'\'')' \
 		>> ${WCONF}/site.config.m4
 .endif
 .if ! ${PORT_OPTIONS:MSHMEM}
 	${ECHO_CMD} \
 	 'APPENDDEF(`confENVDEF'\'', `-DSM_CONF_SHM=0'\'')' \
 		>> ${WCONF}/site.config.m4
 .endif
 .if ! ${PORT_OPTIONS:MSEM}
 	${ECHO_CMD} \
 	'APPENDDEF(`confENVDEF'\'', `-DSM_CONF_SEM=0'\'')' \
 		>> ${WCONF}/site.config.m4
 .endif
 .if ! ${PORT_OPTIONS:MLA}
 	${ECHO_CMD} \
 	'APPENDDEF(`confENVDEF'\'', `-DLA_TYPE=LA_ZERO'\'')' \
 		>> ${WCONF}/site.config.m4
 .endif
 
 post-build:
 	(cd ${WRKSRC}/doc/op && \
 	 ${SETENV} ${MAKE_ENV} ${MAKE} ${MAKE_FLAGS} ${MAKEFILE} op.txt)
 
 pre-install:
 	${MKDIR} ${STAGEDIR}/etc/mail
 	@${CAT} ${PKGDIR}/pkg-plist >${PLIST}
 	@cd ${WRKSRC} && ${FIND} cf -type f | \
 	${AWK} '{print "share/sendmail/" $$1}' >>${PLIST}
 .if ${PORT_OPTIONS:MDOCS}
 .for i in ${DOCS}
 	@${ECHO_CMD} `${BASENAME} ${i}` | \
 	${AWK} '{print "%%DOCSDIR%%/" $$1}' >>${PLIST}
 .endfor
 .if ${PORT_OPTIONS:MCYRUSLOOKUP}
 	@${ECHO_CMD} "share/doc/sendmail/CYRUS_LOOKUP" >>${PLIST}
 .endif
 .endif
 	${MKDIR} ${STAGEDIR}${PREFIX}/etc/mail
 	@${SED} \
 	 -e "s=\([ 	]\)/.*$$=\\1${SENDMAIL}=" \
 	 ${FILESDIR}/mailer.conf \
 	 > ${STAGEDIR}${PREFIX}/etc/mail/mailer.conf.sendmail
 
 # We want mail.local and rmail for our system.
 # the build install catmans only, we have to fix this.
 post-install:
 	(cd ${WRKSRC}/mail.local && \
 	 ${SETENV} ${MAKE_ENV} ${MAKE} ${MAKE_FLAGS} ${MAKEFILE} ${MAKE_ARGS} force-install)
 	(cd ${WRKSRC}/rmail && \
 	 ${SETENV} ${MAKE_ENV} ${MAKE} ${MAKE_FLAGS} ${MAKEFILE} ${MAKE_ARGS} force-install)
 .for i in ${LMAN8}
 	${INSTALL_MAN} ${WRKSRC}/*/${i} ${STAGEDIR}${MANPREFIX}/man/man8/
 .endfor
 .for i in ${LMAN5}
 	${INSTALL_MAN} ${WRKSRC}/*/${i} ${STAGEDIR}${MANPREFIX}/man/man5/
 .endfor
 .for i in ${LMAN1}
 	${INSTALL_MAN} ${WRKSRC}/*/${i} ${STAGEDIR}${MANPREFIX}/man/man1/
 .endfor
 	${MKDIR} ${STAGEDIR}${PREFIX}/share/sendmail
 	${TAR} -C ${WRKSRC} -cf - cf | \
 		${TAR} -C ${STAGEDIR}${PREFIX}/share/sendmail -xf -
 	${RM} ${STAGEDIR}${PREFIX}/man/cat*/*
 # final perm of sendmail is 2555 (see plist), needed for strip cmd
 	${CHMOD} 755 ${STAGEDIR}${PREFIX}/sbin/sendmail
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/bin/vacation
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/bin/rmail
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/sbin/*
 	${STRIP_CMD} ${STAGEDIR}${PREFIX}/libexec/*
 
 post-install-DOCS-on:
 	${MKDIR} ${STAGEDIR}${DOCSDIR}
 	cd ${WRKSRC} && ${INSTALL_DATA} ${DOCS} ${STAGEDIR}${DOCSDIR}/
 	${INSTALL_DATA} ${WRKSRC}/doc/op/op.ps ${STAGEDIR}${DOCSDIR}/op.ps
 	${INSTALL_DATA} ${WRKSRC}/doc/op/op.txt ${STAGEDIR}${DOCSDIR}/op.txt
 	${INSTALL_DATA} ${WRKSRC}/devtools/README ${STAGEDIR}${DOCSDIR}/DEVTOOLS
 	${INSTALL_DATA} ${WRKSRC}/sendmail/README ${STAGEDIR}${DOCSDIR}/SENDMAIL
 	${INSTALL_DATA} ${WRKSRC}/mail.local/README ${STAGEDIR}${DOCSDIR}/MAIL.LOCAL
 	${INSTALL_DATA} ${WRKSRC}/smrsh/README ${STAGEDIR}${DOCSDIR}/SMRSH
 .if ${PORT_OPTIONS:MCYRUSLOOKUP}
 	${INSTALL_DATA} ${FILESDIR}/CYRUS_LOOKUP ${STAGEDIR}${DOCSDIR}/CYRUS_LOOKUP
 .endif
 
 mailer.base:
 	@${SED} \
 	 -e "s=\([ 	]\)/.*$$=\\1${BASEMAIL}=" \
 	 ${FILESDIR}/mailer.conf > ${DESTDIR}/etc/mail/mailer.conf.new
 	${MV} ${DESTDIR}/etc/mail/mailer.conf.new \
 		${DESTDIR}/etc/mail/mailer.conf
 
 mailer.conf:
 .if exists(${DESTDIR}${PREFIX}/etc/mail/mailer.conf.sendmail)
 	@${CP} -v ${DESTDIR}${PREFIX}/etc/mail/mailer.conf.sendmail \
 		${DESTDIR}${PREFIX}/etc/mail/mailer.conf
 .else
 	@${MKDIR} ${DESTDIR}${PREFIX}/etc/mail
 	@${SED} \
 	 -e "s=\([ 	]\)/.*$$=\\1${SENDMAIL}=" \
 	 ${FILESDIR}/mailer.conf \
 	 > ${DESTDIR}${PREFIX}/etc/mail/mailer.conf
 .endif
 
 # create sumbit.cf on older systems
 #
 submit.cf:	${DESTDIR}/etc/mail/submit.cf
 
 ${DESTDIR}/etc/mail/submit.mc:
 	${INSTALL_DATA} ${PREFIX}/share/sendmail/cf/cf/submit.mc \
 		${DESTDIR}/etc/mail/submit.mc
 
 ${DESTDIR}/etc/mail/submit.cf:	${DESTDIR}/etc/mail/submit.mc
 	@( cd ${DESTDIR}/etc/mail && ${MAKE} \
 		SENDMAIL_CF_DIR=${PREFIX}/share/sendmail/cf \
 		SENDMAIL_MC=submit )
 
 # create basics for smtp-auth
 #
 howto-sasldb:
 	@${ECHO_CMD} "# Links:"
 	@${ECHO_CMD} "#"
 	@${ECHO_CMD} "# http://www.sendmail.org/~gshapiro/"
 	@${ECHO_CMD} "# http://www.sendmail.org/~ca/email/auth.html"
 	@${ECHO_CMD} "# http://www.bme.ogi.edu/~pchytil/linux/sendmail/"
 	@${ECHO_CMD} "# http://blue-labs.org/software/sm-pgsql/"
 	@${ECHO_CMD} "# http://www.falkotimme.com/howtos/sendmail_smtp_auth_tls/"
 	@${ECHO_CMD} "#"
 
 # create certificates for TLS/SSL
 #
 tls-install:
 	${SETENV} DESTDIR=${DESTDIR} FILESDIR=${FILESDIR} \
 		${SH} ${FILESDIR}/tls-install.sh
 
 help:
 	@${ECHO_CMD} "# additional targets:"
 	@${ECHO_CMD} "#"
 	@${ECHO_CMD} "# configure ${DESTDIR}/etc/mail/mailer.conf"
 	@${ECHO_CMD} "# for sendmail from ports"
 	@${ECHO_CMD} "make mailer.conf"
 	@${ECHO_CMD} "# for sendmail in the base"
 	@${ECHO_CMD} "make mailer.base"
 	@${ECHO_CMD} "#"
 	@${ECHO_CMD} "# show howto for configuring sasldb"
 	@${ECHO_CMD} "make howto-sasldb"
 	@${ECHO_CMD} "#"
 	@${ECHO_CMD} "# create a self-signed certificate"
 	@${ECHO_CMD} "make tls-install"
 	@${ECHO_CMD} "#"
 
 .include <bsd.port.pre.mk>
 
 .if ${PORT_OPTIONS:MTLS}
 .if ${SSL_DEFAULT} != base
 SITE+=	${FILESDIR}/site.config.m4.ssl
 .endif
 SITE+=	${FILESDIR}/site.config.m4.tls
 .if ${PORT_OPTIONS:MTLS_CERT_CHAIN}
 SITE+=	${FILESDIR}/site.config.m4.tls-cert-chain
 .endif
 .endif
 
 .if exists(${FILESDIR}/site.config.m4.local)
 SITE+=	${FILESDIR}/site.config.m4.local
 .endif
 
 .if ${PREFIX} == "/usr"
 pre-everything::
 	@${ECHO_CMD} "#"
 	@${ECHO_CMD} "# You can't override the base sendmail this way."
 	@${ECHO_CMD} "# your version FreeBSD use mailwrapper."
 	@${ECHO_CMD} "#"
 	@${ECHO_CMD} "# Please install with normal PREFIX"
 	@${ECHO_CMD} "# and activate the port version with"
 	@${ECHO_CMD} "# cd /usr/local/etc/mail && cp mailer.conf.sendmail mailer.conf"
 	@${ECHO_CMD} "#"
 	@${FALSE}
 .endif
 
 .include <bsd.port.post.mk>
diff --git a/mail/sendmail/distinfo b/mail/sendmail/distinfo
index cc56819d26a9..712e3b995c2e 100644
--- a/mail/sendmail/distinfo
+++ b/mail/sendmail/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1629273011
-SHA256 (sendmail.8.17.1.tar.gz) = 04bc76b6c886e6d111be7fd8daa32b8ce00128a288b6b52e067bc29f3854a6e6
-SIZE (sendmail.8.17.1.tar.gz) = 2284027
+TIMESTAMP = 1685791197
+SHA256 (sendmail.8.17.2.tar.gz) = 90f5ae74c35a84808861933ba094201b901b70c6b2903684dcf39bdae8a5a1a2
+SIZE (sendmail.8.17.2.tar.gz) = 2313458
diff --git a/mail/sendmail/files/patch-Makefile.m4 b/mail/sendmail/files/patch-Makefile.m4
index 7f14fa5534f9..e0fe7f6b64da 100644
--- a/mail/sendmail/files/patch-Makefile.m4
+++ b/mail/sendmail/files/patch-Makefile.m4
@@ -1,19 +1,19 @@
---- sendmail/Makefile.m4.orig	2020-06-08 08:35:03 UTC
+--- sendmail/Makefile.m4.orig	2023-02-09 18:24:38 UTC
 +++ sendmail/Makefile.m4
 @@ -7,14 +7,14 @@ bldPRODUCT_START(`executable', `sendmail')
  define(`bldBIN_TYPE', `G')
  define(`bldINSTALL_DIR', `')
- define(`bldSOURCES', `main.c alias.c arpadate.c bf.c collect.c conf.c control.c convtime.c daemon.c deliver.c domain.c envelope.c err.c headers.c macro.c map.c mci.c milter.c mime.c parseaddr.c queue.c ratectrl.c readcf.c recipient.c sasl.c savemail.c sfsasl.c shmticklib.c sm_resolve.c srvrsmtp.c stab.c stats.c sysexits.c timers.c tlsh.c tls.c trace.c udb.c usersmtp.c util.c version.c ')
+ define(`bldSOURCES', `main.c alias.c arpadate.c bf.c collect.c conf.c control.c convtime.c daemon.c deliver.c domain.c envelope.c err.c headers.c macro.c map.c mci.c milter.c mime.c parseaddr.c queue.c ratectrl.c readcf.c recipient.c sasl.c savemail.c sched.c sfsasl.c shmticklib.c sm_resolve.c srvrsmtp.c stab.c stats.c sysexits.c timers.c tlsh.c tls.c trace.c udb.c usersmtp.c util.c version.c ')
 +APPENDDEF(`bldSOURCES',`blacklist.c ')
  PREPENDDEF(`confENVDEF', `confMAPDEF')
  bldPUSH_SMLIB(`sm')
  bldPUSH_SMLIB(`smutil')
  
  
  dnl hack: /etc/mail is not defined as "location of .cf" in the build system
 -define(`bldTARGET_INST_DEP', ifdef(`confINST_DEP', `confINST_DEP',
 -`${DESTDIR}/etc/mail/submit.cf ${DESTDIR}${MSPQ}'))dnl
 +define(`bldTARGET_INST_DEP', ifdef(`confINST_DEP', `confINST_DEP'))
  define(`bldTARGET_LINKS', ifdef(`confLINKS', `confLINKS',
  `${DESTDIR}${UBINDIR}/newaliases ${DESTDIR}${UBINDIR}/mailq ${DESTDIR}${UBINDIR}/hoststat ${DESTDIR}${UBINDIR}/purgestat')
  )dnl
diff --git a/mail/sendmail/files/patch-alias.c b/mail/sendmail/files/patch-alias.c
deleted file mode 100644
index 7f4a9a1f3dfd..000000000000
--- a/mail/sendmail/files/patch-alias.c
+++ /dev/null
@@ -1,17 +0,0 @@
---- sendmail/alias.c.orig	2021-06-09 08:27:53 UTC
-+++ sendmail/alias.c
-@@ -817,10 +817,13 @@ readaliases(map, af, announcestats, logstats)
- 				(void) sm_io_ungetc(af, SM_TIME_DEFAULT, c);
- 			if (c != ' ' && c != '\t')
- 				break;
-+#if _FFR_8BITENVADDR
-+			syserr("554 5.3.5 Continuation line currently not supported for USE_EAI nor _FFR_EIGHT_BIT_ADDR_OK");
-+#endif
- 
- 			/* read continuation line */
- 			if (sm_io_fgets(af, SM_TIME_DEFAULT, p,
--					sizeof(line) - (p-line)) < 0)
-+					sizeof(lbuf) - (p-line)) < 0)
- 				break;
- 			LineNumber++;
- 
diff --git a/mail/sendmail/files/patch-doc-op-Makefile b/mail/sendmail/files/patch-doc-op-Makefile
index 1e75f91c0c09..0bbc747360eb 100644
--- a/mail/sendmail/files/patch-doc-op-Makefile
+++ b/mail/sendmail/files/patch-doc-op-Makefile
@@ -1,11 +1,11 @@
---- doc/op/Makefile.orig	2014-03-05 00:59:45 UTC
+--- doc/op/Makefile.orig	2023-02-09 18:24:38 UTC
 +++ doc/op/Makefile
 @@ -12,7 +12,7 @@ PS2PDF_CMD=	ps2pdf
  PIC=		${PIC_CMD} -C
  EQNASCII=	${EQN_CMD} -C -Tascii
  EQNPS=		${EQN_CMD} -C -Tps
 -ROFFASCII=	${ROFF_CMD} -Tascii ${MACROS}
 +ROFFASCII=	${ROFF_CMD} -P-c -Tascii ${MACROS}
+ ROFFNOSGR=	GROFF_NO_SGR=1 ${ROFFASCII}
  ROFFPS=		${ROFF_CMD} -Tps -mps ${MACROS}
  ULASCII=	${UL_CMD} -t dumb
- PS2PDF=		${PS2PDF_CMD}
diff --git a/mail/sendmail/files/patch-tls.c b/mail/sendmail/files/patch-tls.c
deleted file mode 100644
index a69a34e004f8..000000000000
--- a/mail/sendmail/files/patch-tls.c
+++ /dev/null
@@ -1,11 +0,0 @@
---- sendmail/tls.c.orig	2021-07-14 05:34:51 UTC
-+++ sendmail/tls.c
-@@ -35,7 +35,7 @@ SM_RCSID("@(#)$Id: tls.c,v 8.127 2013-11-27 02:51:11 g
- **  LibreSSL 2.0 (0x20000000L - part of "These will never change")
- */
- 
--# if (OPENSSL_VERSION_NUMBER >= 0x10100000L && OPENSSL_VERSION_NUMBER < 0x20000000L) || OPENSSL_VERSION_NUMBER >= 0x30000000L
-+# if (OPENSSL_VERSION_NUMBER >= 0x10100000L && OPENSSL_VERSION_NUMBER < 0x20000000L) || OPENSSL_VERSION_NUMBER >= 0x30000000L || (defined(LIBRESSL_VERSION_NUMBER) && LIBRESSL_VERSION_NUMBER >= 0x2070000fL)
- #  define MTA_HAVE_DH_set0_pqg 1
- #  define MTA_HAVE_DSA_GENERATE_EX	1
- 
diff --git a/mail/sendmail/files/patch-zsasl2 b/mail/sendmail/files/patch-zsasl2
deleted file mode 100644
index 2701fc3499cd..000000000000
--- a/mail/sendmail/files/patch-zsasl2
+++ /dev/null
@@ -1,21 +0,0 @@
---- sendmail/sendmail.h.orig	2022-04-19 21:07:42 UTC
-+++ sendmail/sendmail.h
-@@ -760,7 +760,7 @@ extern bool	filesys_free __P((long));
- # define SASL_IS_AUTH	2		/* authenticated */
- 
- /* SASL options */
--# define SASL_AUTH_AUTH	0x1000		/* use auth= only if authenticated */
-+# define SASL_AUTH_AUTH	0x10000		/* use auth= only if authenticated */
- # if SASL >= 20101
- #  define SASL_SEC_MASK	SASL_SEC_MAXIMUM /* mask for SASL_SEC_* values: sasl.h */
- # else /* SASL >= 20101 */
-@@ -775,6 +775,9 @@ extern bool	filesys_free __P((long));
- #  endif /* SASL_SEC_NOPLAINTEXT & SASL_SEC_MASK) == 0 ... */
- # endif /* SASL >= 20101 */
- # define MAXOUTLEN 8192	/* length of output buffer, should be 2^n */
-+# if (SASL_AUTH_AUTH & SASL_SEC_MASK) != 0
-+#  ERROR "change SASL_AUTH_AUTH notify sendmail.org!"
-+# endif
- 
- /* functions */
- extern char	*intersect __P((char *, char *, SM_RPOOL_T *));