diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index 420b20c88b4b..6e8948aa6c13 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,30 +1,30 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.38.1
+PORTVERSION=	1.38.2
 DISTVERSIONPREFIX=	v
 CATEGORIES=	security net-vpn
 
 MAINTAINER=	ashish@FreeBSD.org
 COMMENT=	Mesh VPN that makes it easy to connect your devices
 WWW=		https://tailscale.com/
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	ca_root_nss>0:security/ca_root_nss
 
 USES=		go:modules
 
 GO_MODULE=	github.com/tailscale/tailscale
 
 USE_RC_SUBR=	tailscaled
 
 GO_TARGET=	./cmd/tailscale \
 		./cmd/tailscaled
 GO_BUILDFLAGS=	-tags xversion -ldflags "\
 		-X tailscale.com/version.longStamp=${PORTVERSION} \
 		-X tailscale.com/version.shortStamp=${PORTVERSION}"
 
 PLIST_FILES=	bin/tailscale  \
 		bin/tailscaled
 
 .include <bsd.port.mk>
diff --git a/security/tailscale/distinfo b/security/tailscale/distinfo
index 8a50dfd32699..328bc34def0e 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1678860949
-SHA256 (go/security_tailscale/tailscale-v1.38.1/v1.38.1.mod) = 168dd90195ac5cb69746285d7e681e6d92142cba7254dd573291b6b83c1f2834
-SIZE (go/security_tailscale/tailscale-v1.38.1/v1.38.1.mod) = 16974
-SHA256 (go/security_tailscale/tailscale-v1.38.1/v1.38.1.zip) = 90fcbf25ad2601c625ea5db8510cdaccf9b4b758a651199b4b3502401fbfae85
-SIZE (go/security_tailscale/tailscale-v1.38.1/v1.38.1.zip) = 2147957
+TIMESTAMP = 1679566469
+SHA256 (go/security_tailscale/tailscale-v1.38.2/v1.38.2.mod) = 168dd90195ac5cb69746285d7e681e6d92142cba7254dd573291b6b83c1f2834
+SIZE (go/security_tailscale/tailscale-v1.38.2/v1.38.2.mod) = 16974
+SHA256 (go/security_tailscale/tailscale-v1.38.2/v1.38.2.zip) = 5f268883febfe650007ce2b8b05acba9440d6a60eb082b81354d969c16003e69
+SIZE (go/security_tailscale/tailscale-v1.38.2/v1.38.2.zip) = 2151847