diff --git a/usr.bin/mandoc/mandoc.ucl b/usr.bin/mandoc/mandoc.ucl
--- a/usr.bin/mandoc/mandoc.ucl
+++ b/usr.bin/mandoc/mandoc.ucl
@@ -1,10 +1,14 @@
-path_glob: "/usr/share/man/*"
+path_glob: [
+	"/usr/share/man/*",
+	"/usr/share/openssl/man/*",
+]
 
 cleanup: {
 	type: lua
 	sandbox: false
 	script: <<EOD
 	os.remove("/usr/share/man/mandoc.db")
+	os.remove("/usr/share/openssl/man/mandoc.db")
 EOD
 }
 
@@ -12,7 +16,17 @@
 	type: lua
 	sandbox: false
 	script: <<EOD
-	print("Generating apropos(1) database...")
-	pkg.exec({"/usr/bin/makewhatis", "/usr/share/man"})
+
+	local dirs = {
+		"/usr/share/man",
+		"/usr/share/openssl/man",
+	}
+
+	for _,dir in ipairs(dirs) do
+		if pkg.stat(dir) then
+			print("Generating apropos(1) database for "..dir.."...")
+			pkg.exec({"/usr/bin/makewhatis", dir})
+		end
+	end
 EOD
 }