diff --git a/package.json b/package.json
index 7d4ca513bd920..252b7d1973a91 100644
--- a/package.json
+++ b/package.json
@@ -122,7 +122,7 @@
 		"he": "1.2.0",
 		"html-loader": "0.5.5",
 		"html-to-react": "1.3.4",
-		"html-webpack-plugin": "3.2.0",
+		"html-webpack-plugin": "5.5.0",
 		"i18n-calypso": "file:./packages/i18n-calypso",
 		"ignore-loader": "0.1.2",
 		"immutability-helper": "3.0.1",
@@ -134,7 +134,7 @@
 		"jquery": "1.12.3",
 		"json-stable-stringify": "1.0.1",
 		"keymaster": "1.6.2",
-		"lerna": "3.16.4",
+		"lerna": "3.18.0",
 		"loader-utils": "1.2.3",
 		"lodash": "4.17.14",
 		"lodash-es": "4.17.14",
@@ -153,7 +153,7 @@
 		"percentage-regex": "3.0.0",
 		"phone": "git+https://github.com/Automattic/node-phone.git#v2.4.0-pre-1",
 		"photon": "file:./packages/photon",
-		"postcss-cli": "6.1.2",
+		"postcss-cli": "7.0.0",
 		"prismjs": "1.16.0",
 		"prop-types": "15.7.2",
 		"qrcode.react": "0.9.3",
@@ -202,7 +202,7 @@
 		"wpcom-proxy-request": "5.0.2",
 		"wpcom-xhr-request": "1.1.3",
 		"yamlparser": "0.0.2",
-		"yargs": "13.2.2"
+		"yargs": "13.2.4"
 	},
 	"engines": {
 		"node": "^10.16.3",