diff --git a/PCbuild/get_externals.bat b/PCbuild/get_externals.bat
index e9987be3dd8..a1d5225028a 100644
--- a/PCbuild/get_externals.bat
+++ b/PCbuild/get_externals.bat
@@ -54,7 +54,7 @@ echo.Fetching external libraries...
 for %%e in (
             bzip2-1.0.6
             nasm-2.11.06
-            openssl-1.0.1l
+            openssl-1.0.2a
             tcl-core-8.6.3.1
             tk-8.6.3.1
             tix-8.4.3.4
diff --git a/PCbuild/libeay.vcxproj b/PCbuild/libeay.vcxproj
index dff5e71a982..9662cd4b715 100644
--- a/PCbuild/libeay.vcxproj
+++ b/PCbuild/libeay.vcxproj
@@ -181,9 +181,7 @@
     <ClCompile Include="$(opensslDir)crypto\bf\bf_skey.c" />
     <ClCompile Include="$(opensslDir)crypto\bio\b_dump.c" />
     <ClCompile Include="$(opensslDir)crypto\bio\b_print.c" />
-    <!--
     <ClCompile Include="$(opensslDir)crypto\bio\b_sock.c" />
-    -->
     <ClCompile Include="$(opensslDir)crypto\bio\bf_buff.c" />
     <!--
     <ClCompile Include="$(opensslDir)crypto\bio\bf_nbio.c" />
@@ -195,7 +193,9 @@
     <!--
     <ClCompile Include="$(opensslDir)crypto\bio\bss_acpt.c" />
     <ClCompile Include="$(opensslDir)crypto\bio\bss_bio.c" />
+    -->
     <ClCompile Include="$(opensslDir)crypto\bio\bss_conn.c" />
+    <!--
     <ClCompile Include="$(opensslDir)crypto\bio\bss_dgram.c" />
     <ClCompile Include="$(opensslDir)crypto\bio\bss_fd.c" />
     -->
@@ -271,6 +271,7 @@
     <ClCompile Include="$(opensslDir)crypto\cms\cms_ess.c" />
     -->
     <ClCompile Include="$(opensslDir)crypto\cms\cms_io.c" />
+    <ClCompile Include="$(opensslDir)crypto\cms\cms_kari.c" />
     <ClCompile Include="$(opensslDir)crypto\cms\cms_lib.c" />
     <ClCompile Include="$(opensslDir)crypto\cms\cms_pwri.c" />
     <ClCompile Include="$(opensslDir)crypto\cms\cms_sd.c" />
@@ -334,12 +335,14 @@
     -->
     <ClCompile Include="$(opensslDir)crypto\dh\dh_err.c" />
     <ClCompile Include="$(opensslDir)crypto\dh\dh_gen.c" />
+    <ClCompile Include="$(opensslDir)crypto\dh\dh_kdf.c" />
     <ClCompile Include="$(opensslDir)crypto\dh\dh_key.c" />
     <ClCompile Include="$(opensslDir)crypto\dh\dh_lib.c" />
     <ClCompile Include="$(opensslDir)crypto\dh\dh_pmeth.c" />
     <!--
     <ClCompile Include="$(opensslDir)crypto\dh\dh_prn.c" />
     -->
+    <ClCompile Include="$(opensslDir)crypto\dh\dh_rfc5114.c" />
     <ClCompile Include="$(opensslDir)crypto\dsa\dsa_ameth.c" />
     <ClCompile Include="$(opensslDir)crypto\dsa\dsa_asn1.c" />
     <!--
@@ -403,6 +406,7 @@
     <ClCompile Include="$(opensslDir)crypto\ec\ecp_oct.c" />
     <ClCompile Include="$(opensslDir)crypto\ec\ecp_smpl.c" />
     <ClCompile Include="$(opensslDir)crypto\ecdh\ech_err.c" />
+    <ClCompile Include="$(opensslDir)crypto\ecdh\ech_kdf.c" />
     <ClCompile Include="$(opensslDir)crypto\ecdh\ech_key.c" />
     <ClCompile Include="$(opensslDir)crypto\ecdh\ech_lib.c" />
     <ClCompile Include="$(opensslDir)crypto\ecdh\ech_ossl.c" />
@@ -461,6 +465,7 @@
     <ClCompile Include="$(opensslDir)crypto\evp\digest.c" />
     <ClCompile Include="$(opensslDir)crypto\evp\e_aes.c" />
     <ClCompile Include="$(opensslDir)crypto\evp\e_aes_cbc_hmac_sha1.c" />
+    <ClCompile Include="$(opensslDir)crypto\evp\e_aes_cbc_hmac_sha256.c" />
     <ClCompile Include="$(opensslDir)crypto\evp\e_bf.c" />
     <ClCompile Include="$(opensslDir)crypto\evp\e_camellia.c" />
     <ClCompile Include="$(opensslDir)crypto\evp\e_cast.c" />
@@ -553,6 +558,7 @@
     <ClCompile Include="$(opensslDir)crypto\modes\cts128.c" />
     <ClCompile Include="$(opensslDir)crypto\modes\gcm128.c" />
     <ClCompile Include="$(opensslDir)crypto\modes\ofb128.c" />
+    <ClCompile Include="$(opensslDir)crypto\modes\wrap128.c" />
     <ClCompile Include="$(opensslDir)crypto\modes\xts128.c" />
     <ClCompile Include="$(opensslDir)crypto\o_dir.c" />
     <!--
@@ -575,8 +581,10 @@
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_err.c" />
     <!--
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_ext.c" />
+    -->
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_ht.c" />
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_lib.c" />
+    <!--
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_prn.c" />
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_srv.c" />
     <ClCompile Include="$(opensslDir)crypto\ocsp\ocsp_vfy.c" />
@@ -740,15 +748,11 @@
     <ClCompile Include="$(opensslDir)crypto\x509\x509_set.c" />
     -->
     <ClCompile Include="$(opensslDir)crypto\x509\x509_trs.c" />
-    <!--
     <ClCompile Include="$(opensslDir)crypto\x509\x509_txt.c" />
-    -->
     <ClCompile Include="$(opensslDir)crypto\x509\x509_v3.c" />
     <ClCompile Include="$(opensslDir)crypto\x509\x509_vfy.c" />
     <ClCompile Include="$(opensslDir)crypto\x509\x509_vpm.c" />
-    <!--
     <ClCompile Include="$(opensslDir)crypto\x509\x509cset.c" />
-    -->
     <ClCompile Include="$(opensslDir)crypto\x509\x509name.c" />
     <ClCompile Include="$(opensslDir)crypto\x509\x509rset.c" />
     <!--
@@ -791,6 +795,7 @@
     <ClCompile Include="$(opensslDir)crypto\x509v3\v3_pmaps.c" />
     <ClCompile Include="$(opensslDir)crypto\x509v3\v3_prn.c" />
     <ClCompile Include="$(opensslDir)crypto\x509v3\v3_purp.c" />
+    <ClCompile Include="$(opensslDir)crypto\x509v3\v3_scts.c" />
     <ClCompile Include="$(opensslDir)crypto\x509v3\v3_skey.c" />
     <ClCompile Include="$(opensslDir)crypto\x509v3\v3_sxnet.c" />
     <ClCompile Include="$(opensslDir)crypto\x509v3\v3_utl.c" />
@@ -822,6 +827,14 @@
     <ClCompile Include="$(opensslDir)engines\e_padlock.c" />
     <ClCompile Include="$(opensslDir)engines\e_sureware.c" />
     <ClCompile Include="$(opensslDir)engines\e_ubsec.c" />
+    <ClCompile Include="$(opensslDir)ssl\d1_clnt.c" />
+    <ClCompile Include="$(opensslDir)ssl\d1_meth.c" />
+    <ClCompile Include="$(opensslDir)ssl\d1_lib.c" />
+    <ClCompile Include="$(opensslDir)ssl\d1_srvr.c" />
+    <ClCompile Include="$(opensslDir)ssl\s2_srvr.c" />
+    <ClCompile Include="$(opensslDir)ssl\t1_clnt.c" />
+    <ClCompile Include="$(opensslDir)ssl\t1_ext.c" />
+    <ClCompile Include="$(opensslDir)ssl\t1_srvr.c" />
   </ItemGroup>
   <ItemGroup Condition="$(Platform) == 'Win32'">
     <ClCompile Include="$(opensslDir)crypto\whrlpool\wp_block.c" />
@@ -861,16 +874,20 @@
   <ItemGroup Condition="$(Platform) == 'x64'">
     <NasmCompile Include="$(opensslDir)tmp64\aesni-sha1-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\aesni-sha1-x86_64.asm" />
+    <NasmCompile Include="$(opensslDir)tmp64\aesni-gcm-x86_64.asm" />
+    <NasmCompile Include="$(opensslDir)tmp64\aesni-mb-x86_64.asm" />
+    <NasmCompile Include="$(opensslDir)tmp64\aesni-sha256-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\aesni-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\aes-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\bsaes-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\cmll-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\ghash-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\md5-x86_64.asm" />
-    <NasmCompile Include="$(opensslDir)tmp64\modexp512-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\rc4-md5-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\rc4-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\sha1-x86_64.asm" />
+    <NasmCompile Include="$(opensslDir)tmp64\sha1-mb-x86_64.asm" />
+    <NasmCompile Include="$(opensslDir)tmp64\sha256-mb-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\sha256-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\sha512-x86_64.asm" />
     <NasmCompile Include="$(opensslDir)tmp64\vpaes-x86_64.asm" />
diff --git a/PCbuild/python.props b/PCbuild/python.props
index 51eceb8f594..37740fecd39 100644
--- a/PCbuild/python.props
+++ b/PCbuild/python.props
@@ -34,7 +34,7 @@
     <sqlite3Dir>$(ExternalsDir)sqlite-3.8.3.1\</sqlite3Dir>
     <bz2Dir>$(ExternalsDir)bzip2-1.0.6\</bz2Dir>
     <lzmaDir>$(ExternalsDir)xz-5.0.5\</lzmaDir>
-    <opensslDir>$(ExternalsDir)openssl-1.0.1l\</opensslDir>
+    <opensslDir>$(ExternalsDir)openssl-1.0.2a\</opensslDir>
     <nasmDir>$(ExternalsDir)\nasm-2.11.06\</nasmDir>
     
     <!-- Suffix for all binaries when building for debug -->
diff --git a/PCbuild/ssleay.vcxproj b/PCbuild/ssleay.vcxproj
index fa8c5d364e3..439e3ac6745 100644
--- a/PCbuild/ssleay.vcxproj
+++ b/PCbuild/ssleay.vcxproj
@@ -56,8 +56,8 @@
     <ClCompile Include="$(opensslDir)ssl\d1_both.c" />
     <!--
     <ClCompile Include="$(opensslDir)ssl\d1_clnt.c" />
-    -->
     <ClCompile Include="$(opensslDir)ssl\d1_enc.c" />
+    -->
     <ClCompile Include="$(opensslDir)ssl\d1_lib.c" />
     <!--
     <ClCompile Include="$(opensslDir)ssl\d1_meth.c" />