diff --git a/security/openssl-devel/Makefile b/security/openssl-devel/Makefile
index 1cd759db2a82..dced05e20e55 100644
--- a/security/openssl-devel/Makefile
+++ b/security/openssl-devel/Makefile
@@ -2,7 +2,7 @@
 # $FreeBSD$
 
 PORTNAME=	openssl
-DISTVERSION=	3.0.0-alpha8
+DISTVERSION=	3.0.0-alpha9
 CATEGORIES=	security devel
 MASTER_SITES=	https://www.openssl.org/source/ \
 		ftp://ftp.cert.dfn.de/pub/tools/net/openssl/source/
diff --git a/security/openssl-devel/distinfo b/security/openssl-devel/distinfo
index 529020da3c84..ed86d7d6fe53 100644
--- a/security/openssl-devel/distinfo
+++ b/security/openssl-devel/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1604660167
-SHA256 (openssl-3.0.0-alpha8.tar.gz) = a6c7b618a6a37cf0cebbc583b49e6d22d86e2d777e60173433eada074c32eea4
-SIZE (openssl-3.0.0-alpha8.tar.gz) = 14011376
+TIMESTAMP = 1606502502
+SHA256 (openssl-3.0.0-alpha9.tar.gz) = 5762545c972d5e48783c751d3188ac19f6f9154ee4899433ba15f01c56b3eee6
+SIZE (openssl-3.0.0-alpha9.tar.gz) = 14058484
diff --git a/security/openssl-devel/pkg-plist b/security/openssl-devel/pkg-plist
index d8abb1e06dce..93efc4cb0fa9 100644
--- a/security/openssl-devel/pkg-plist
+++ b/security/openssl-devel/pkg-plist
@@ -36,6 +36,7 @@ include/openssl/crmf.h
 include/openssl/crmferr.h
 include/openssl/crypto.h
 include/openssl/cryptoerr.h
+include/openssl/cryptoerr_legacy.h
 include/openssl/ct.h
 include/openssl/cterr.h
 include/openssl/decoder.h
@@ -112,6 +113,7 @@ include/openssl/ssl.h
 include/openssl/ssl2.h
 include/openssl/ssl3.h
 include/openssl/sslerr.h
+include/openssl/sslerr_legacy.h
 include/openssl/stack.h
 include/openssl/store.h
 include/openssl/storeerr.h
@@ -360,6 +362,7 @@ man/man1/tsget.1.gz
 %%MAN3%%man/man3/EVP_MAC.3.gz
 %%MAN3%%man/man3/EVP_MD_meth_new.3.gz
 %%MAN3%%man/man3/EVP_OpenInit.3.gz
+%%MAN3%%man/man3/EVP_PKEY2PKCS8.3.gz
 %%MAN3%%man/man3/EVP_PKEY_ASN1_METHOD.3.gz
 %%MAN3%%man/man3/EVP_PKEY_CTX_ctrl.3.gz
 %%MAN3%%man/man3/EVP_PKEY_CTX_get0_libctx.3.gz
@@ -752,6 +755,7 @@ man/man1/tsget.1.gz
 %%MAN3%%man/man3/d2i_DHparams.3.gz
 %%MAN3%%man/man3/d2i_PKCS8PrivateKey_bio.3.gz
 %%MAN3%%man/man3/d2i_PrivateKey.3.gz
+%%MAN3%%man/man3/d2i_RSAPrivateKey.3.gz
 %%MAN3%%man/man3/d2i_SSL_SESSION.3.gz
 %%MAN3%%man/man3/d2i_X509.3.gz
 %%MAN3%%man/man3/i2d_CMS_bio_stream.3.gz
@@ -844,6 +848,7 @@ man/man5/x509v3_config.5.gz
 %%MAN3%%man/man7/provider-cipher.7.gz
 %%MAN3%%man/man7/provider-digest.7.gz
 %%MAN3%%man/man7/provider-encoder.7.gz
+%%MAN3%%man/man7/provider-kdf.7.gz
 %%MAN3%%man/man7/provider-kem.7.gz
 %%MAN3%%man/man7/provider-keyexch.7.gz
 %%MAN3%%man/man7/provider-keymgmt.7.gz