diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index ab43585c688c..4231488a7a9f 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,29 +1,29 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.14.3
+PORTVERSION=	1.14.4
 DISTVERSIONPREFIX=	v
 CATEGORIES=	security
 
 MAINTAINER=	mikael@FreeBSD.org
 COMMENT=	Mesh VPN that makes it easy to connect your devices
 
 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.Long=${PORTVERSION} \
 		-X tailscale.com/version.Short=${PORTVERSION}"
 
 PLIST_FILES=	bin/tailscale  \
 		bin/tailscaled
 
 .include <bsd.port.mk>
diff --git a/security/tailscale/distinfo b/security/tailscale/distinfo
index 14b6893a8d8e..222f7d26e9c2 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1631864722
-SHA256 (go/security_tailscale/tailscale-v1.14.3/v1.14.3.mod) = 51680d032f668192ccbd82bf9bcee923e489d22bf089a63f41dfc04d3c1653d3
-SIZE (go/security_tailscale/tailscale-v1.14.3/v1.14.3.mod) = 2294
-SHA256 (go/security_tailscale/tailscale-v1.14.3/v1.14.3.zip) = 55f5e620477e50d89a4e0a404cbc5f8299662aed8049fbf091ac371e1592d436
-SIZE (go/security_tailscale/tailscale-v1.14.3/v1.14.3.zip) = 1105845
+TIMESTAMP = 1632646217
+SHA256 (go/security_tailscale/tailscale-v1.14.4/v1.14.4.mod) = 51680d032f668192ccbd82bf9bcee923e489d22bf089a63f41dfc04d3c1653d3
+SIZE (go/security_tailscale/tailscale-v1.14.4/v1.14.4.mod) = 2294
+SHA256 (go/security_tailscale/tailscale-v1.14.4/v1.14.4.zip) = 39e3fcf121c8dead3e23cf07eb6b9ebadbefdf5230eb89950ef879f8ffb57d9e
+SIZE (go/security_tailscale/tailscale-v1.14.4/v1.14.4.zip) = 1110397