diff --git a/automatic/dropbox/dropbox.json b/automatic/dropbox/dropbox.json
index 37d3a506526..be0a83e5d94 100644
--- a/automatic/dropbox/dropbox.json
+++ b/automatic/dropbox/dropbox.json
@@ -1,4 +1,4 @@
 {
-    "beta":  "61.3.87-beta",
+    "beta":  "61.3.90-beta",
     "stable":  "60.4.107"
 }
diff --git a/automatic/dropbox/dropbox.nuspec b/automatic/dropbox/dropbox.nuspec
index 6ebbbe20d64..462a0fa6ac6 100644
--- a/automatic/dropbox/dropbox.nuspec
+++ b/automatic/dropbox/dropbox.nuspec
@@ -2,7 +2,7 @@
 <package xmlns="http://schemas.microsoft.com/packaging/2010/07/nuspec.xsd">
   <metadata>
     <id>dropbox</id>
-    <version>60.4.107</version>
+    <version>61.3.90-beta</version>
     <title>Dropbox</title>
     <authors>Dropbox</authors>
     <owners>chocolatey,ferventcoder,the-running-dev</owners>
diff --git a/automatic/dropbox/tools/chocolateyinstall.ps1 b/automatic/dropbox/tools/chocolateyinstall.ps1
index 619c764107d..7b43c76137c 100644
--- a/automatic/dropbox/tools/chocolateyinstall.ps1
+++ b/automatic/dropbox/tools/chocolateyinstall.ps1
@@ -3,8 +3,8 @@
 $packageArgs        = @{
     packageName     = $env:ChocolateyPackageName
     softwareName    = "Dropbox*"
-    url             = 'https://clientupdates.dropboxstatic.com/dbx-releng/client/Dropbox%2060.4.107%20Offline%20Installer.exe'
-    checksum        = '20e2d1434492cd50cfbfddb4caa6a76f58a36601aa02e0068a068dfc4af7222a'
+    url             = 'https://clientupdates.dropboxstatic.com/dbx-releng/client/Dropbox%2061.3.90%20Offline%20Installer.exe'
+    checksum        = '645808172babf0426ae29927b9ec3ce7dd76f3f5bcf84661d25e2203bdcf1bb3'
     fileType        = 'exe'
     checksumType    = 'sha256'
     silentArgs      = '/s'
diff --git a/automatic/skype/skype.nuspec b/automatic/skype/skype.nuspec
index 6f0a5991ada..26445a62797 100644
--- a/automatic/skype/skype.nuspec
+++ b/automatic/skype/skype.nuspec
@@ -3,7 +3,7 @@
   <metadata>
     <id>skype</id>
     <title>Skype</title>
-    <version>8.33.0.41</version>
+    <version>8.33.0.50</version>
     <authors>Microsoft</authors>
     <owners>chocolatey,Rob Reynolds</owners>
     <summary>Skype - VOIP</summary>
diff --git a/automatic/skype/tools/chocolateyInstall.ps1 b/automatic/skype/tools/chocolateyInstall.ps1
index 9970df823ce..bc37356a6d9 100644
--- a/automatic/skype/tools/chocolateyInstall.ps1
+++ b/automatic/skype/tools/chocolateyInstall.ps1
@@ -3,8 +3,8 @@
 $packageArgs = @{
   packageName    = $env:ChocolateyPackageName
   softwareName   = 'Skype*'
-  url            = 'https://endpoint920510.azureedge.net/s4l/s4l/download/win/Skype-8.33.0.41.exe'
-  checksum       = '60917761db254ef51902ce4f06a654ea6d4f326fc2a40d99624805258b346e80'
+  url            = 'https://endpoint920510.azureedge.net/s4l/s4l/download/win/Skype-8.33.0.50.exe'
+  checksum       = 'aac2ec58243794dd027851fb64b94ce03ebe759fb823dc45975bb1592cbe73e8'
   checksumType   = 'sha256'
   silentArgs     = "/VERYSILENT /SUPPRESSMSGBOXES /NORESTART /SP- /LOG=`"$($env:TEMP)\$($env:chocolateyPackageName).$($env:chocolateyPackageVersion).InnoInstall.log`""
   validExitCodes = @(0)