diff --git a/.github/workflows/timezone-update.yml b/.github/workflows/timezone-update.yml
index 7846a66d265acd..50f42399a42815 100644
--- a/.github/workflows/timezone-update.yml
+++ b/.github/workflows/timezone-update.yml
@@ -48,7 +48,7 @@ jobs:
           body: |
             This PR was generated by tools/timezone-update.yml.
 
-            Updates the ICU files as per the instructions present in https://github.com/nodejs/node/blob/main/doc/contributing/maintaining-icu.md#time-zone-data
+            Updates the ICU files as per the instructions present in https://github.com/nodejs/node/blob/main/doc/contributing/maintaining/maintaining-icu.md#time-zone-data
 
             To test, build node off this branch & log the version of tz using
             ```js
diff --git a/deps/openssl/README.md b/deps/openssl/README.md
index bc69562b08a041..06f5c71c65d455 100644
--- a/deps/openssl/README.md
+++ b/deps/openssl/README.md
@@ -86,4 +86,4 @@ Also remove the architecture from the list of supported ASM architectures in
 
 ### Upgrading OpenSSL
 
-Please refer to [maintaining-openssl](../../doc/contributing/maintaining-openssl.md).
+Please refer to [maintaining-openssl](../../doc/contributing/maintaining/maintaining-openssl.md).
diff --git a/tools/dep_updaters/README.md b/tools/dep_updaters/README.md
index 7e6e47199cc82b..32f2d5a628a540 100644
--- a/tools/dep_updaters/README.md
+++ b/tools/dep_updaters/README.md
@@ -120,4 +120,4 @@ been created with the changes), do the following:
 3. Create a commit for the update and in the commit message include the
    important/relevant items from the changelog.
    
-[`maintaining-openssl.md`]: https://github.com/nodejs/node/blob/main/doc/contributing/maintaining-openssl.md
+[`maintaining-openssl.md`]: https://github.com/nodejs/node/blob/main/doc/contributing/maintaining/maintaining-openssl.md
diff --git a/tools/dep_updaters/update-openssl.sh b/tools/dep_updaters/update-openssl.sh
index 710bf3219aaf97..a02bf264c523d8 100755
--- a/tools/dep_updaters/update-openssl.sh
+++ b/tools/dep_updaters/update-openssl.sh
@@ -1,7 +1,7 @@
 #!/bin/sh
 set -e
 # Shell script to update OpenSSL in the source tree to a specific version
-# Based on https://github.com/nodejs/node/blob/main/doc/contributing/maintaining-openssl.md
+# Based on https://github.com/nodejs/node/blob/main/doc/contributing/maintaining/maintaining-openssl.md
 
 cleanup() {
   EXIT_CODE=$?
@@ -56,7 +56,7 @@ regenerate() {
 
   make -C "$DEPS_DIR/openssl/config" clean
   # Needed for compatibility with nasm on 32-bit Windows
-  # See https://github.com/nodejs/node/blob/main/doc/contributing/maintaining-openssl.md#2-execute-make-in-depsopensslconfig-directory
+  # See https://github.com/nodejs/node/blob/main/doc/contributing/maintaining/maintaining-openssl.md#2-execute-make-in-depsopensslconfig-directory
   sed -i 's/#ifdef/%ifdef/g' "$DEPS_DIR/openssl/openssl/crypto/perlasm/x86asm.pl"
   sed -i 's/#endif/%endif/g' "$DEPS_DIR/openssl/openssl/crypto/perlasm/x86asm.pl"
   make -C "$DEPS_DIR/openssl/config"
diff --git a/tools/dep_updaters/utils.sh b/tools/dep_updaters/utils.sh
index 21231e9410c6a8..c32d7f5a2a0a49 100644
--- a/tools/dep_updaters/utils.sh
+++ b/tools/dep_updaters/utils.sh
@@ -3,7 +3,8 @@
 # This function logs the archive checksum and, if provided, compares it with
 # the deposited checksum
 #
-# $1 is the package name e.g. 'acorn', 'ada', 'base64' etc. See that file
+# $1 is the package name e.g. 'acorn', 'ada', 'base64' etc. See the file
+# https://github.com/nodejs/node/blob/main/doc/contributing/maintaining/maintaining-dependencies.md
 # for a complete list of package name
 # $2 is the downloaded archive
 # $3 (optional) is the deposited sha256 cheksum. When provided, it is checked