diff --git a/build.ps1 b/build.ps1
index 145fa9d959b2..2ba5c42c875d 100644
--- a/build.ps1
+++ b/build.ps1
@@ -3,6 +3,7 @@ $ErrorActionPreference = 'Stop'
 
 # See https://github.com/lukesampson/scoop/issues/3859
 Set-Strictmode -Off
+.\dev-env\windows\bin\dadew.ps1 uninstall
 .\dev-env\windows\bin\dadew.ps1 install
 Set-StrictMode -Version latest
 .\dev-env\windows\bin\dadew.ps1 sync
diff --git a/dev-env/windows/manifests/msys2.json b/dev-env/windows/manifests/msys2.json
index 3ee76a2a9075..bdf4738117b7 100644
--- a/dev-env/windows/manifests/msys2.json
+++ b/dev-env/windows/manifests/msys2.json
@@ -1,8 +1,8 @@
 {
     "homepage": "http://msys2.github.io",
-    "version": "20200903",
+    "version": "20220118",
     "url": [
-        "https://repo.msys2.org/distrib/x86_64/msys2-base-x86_64-20210228.tar.xz",
+        "https://github.com/msys2/msys2-installer/releases/download/2022-01-18/msys2-base-x86_64-20220118.tar.xz",
         "https://repo.msys2.org/mingw/x86_64/mingw-w64-x86_64-jq-1.6-4-any.pkg.tar.zst#/jq.msys2",
         "https://repo.msys2.org/msys/x86_64/gnu-netcat-0.7.1-1-x86_64.pkg.tar.xz#/netcat.msys2",
         "https://repo.msys2.org/msys/x86_64/patch-2.7.6-1-x86_64.pkg.tar.xz#/patch.msys2",
@@ -11,7 +11,7 @@
         "https://repo.msys2.org/mingw/x86_64/mingw-w64-x86_64-postgresql-12.4-1-any.pkg.tar.zst#/pgsql.msys2"
     ],
     "hash": [
-        "3f2ceb097a081789d9d497e0d3df8d99c16a1591b9984b0469440cd5bfa65092",
+        "2ec6fe9c3e01ecba10b9ffa708ea13bf1f8c9739e5ce9da853b77f1f3e270034",
         "c9903f4bf07402dbecf250d531e6d07748c62560d8d67de487ae56692c14aab0",
         "32fa739d26fd49a3f8c22717ae338472d71d4798844cbc0db5e7780131fe69aa",
         "5c18ce8979e9019d24abd2aee7ddcdf8824e31c4c7e162a204d4dc39b3b73776",