diff --git a/.gitignore b/.gitignore
index 61e8d90..5a5914a 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,3 +1,4 @@
 .DS_Store
-dist
 covprofile
+dist
+vendor
diff --git a/.goreleaser.yml b/.goreleaser.yml
index 7d5c3b1..7ef92ed 100644
--- a/.goreleaser.yml
+++ b/.goreleaser.yml
@@ -1,8 +1,8 @@
 builds:
   - goos:
-      - linux
-      - darwin
-      - windows
+    - linux
+    - darwin
+    - windows
 
 brews:
   - tap:
diff --git a/CHANGELOG.md b/CHANGELOG.md
index f3e3763..0ed19d6 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -1,5 +1,9 @@
 # CHANGELOG
 
+## v3.2.0 (2022-05-21)
+
+- Adds a `--greedy` CLI flag so casks can be updated even if they have a UI "auto-update" feature (helps keep Homebrew app versions synced better with what they actually are)
+
 ## v3.1.3 (2022-03-23)
 
 - Corrects project namespace by appending `/v3`
diff --git a/README.md b/README.md
index 50a5762..7d476d2 100644
--- a/README.md
+++ b/README.md
@@ -82,6 +82,8 @@ Options:
         Update your Homebrew instance.
     --force
         Forces actions such as backing up even when there are errors. (Brew only)
+    -greedy
+        Force updates to casks that have auto-update capabilities in their respective UIs.
 ```
 
 ## Development
diff --git a/go.mod b/go.mod
index 3928c23..85af98f 100644
--- a/go.mod
+++ b/go.mod
@@ -8,7 +8,7 @@ require (
 )
 
 require (
-	github.com/BurntSushi/toml v1.0.0 // indirect
+	github.com/BurntSushi/toml v1.1.0 // indirect
 	gopkg.in/natefinch/lumberjack.v2 v2.0.0 // indirect
 	gopkg.in/yaml.v2 v2.4.0 // indirect
 )
diff --git a/go.sum b/go.sum
index f84f17b..d2027eb 100644
--- a/go.sum
+++ b/go.sum
@@ -1,5 +1,5 @@
-github.com/BurntSushi/toml v1.0.0 h1:dtDWrepsVPfW9H/4y7dDgFc2MBUSeJhlaDtK13CxFlU=
-github.com/BurntSushi/toml v1.0.0/go.mod h1:CxXYINrC8qIiEnFrOxCa7Jy5BFHlXnUU2pbicEuybxQ=
+github.com/BurntSushi/toml v1.1.0 h1:ksErzDEI1khOiGPgpwuI7x2ebx/uXQNw7xJpn9Eq1+I=
+github.com/BurntSushi/toml v1.1.0/go.mod h1:CxXYINrC8qIiEnFrOxCa7Jy5BFHlXnUU2pbicEuybxQ=
 github.com/justintime50/mockcmd v0.3.0 h1:ifEMnpeUHrnWulgDu3AzfehaWWGCsHj9zbGbabw+Czs=
 github.com/justintime50/mockcmd v0.3.0/go.mod h1:laf0jpehca2YLCiBUZZ508uc6Y1WLzT5Lqspg25KHoI=
 github.com/natefinch/lumberjack v2.0.0+incompatible h1:4QJd3OLAMgj7ph+yZTuX13Ld4UpgHp07nNdFX7mqFfM=
diff --git a/main.go b/main.go
index 0ba27d5..c627a3c 100644
--- a/main.go
+++ b/main.go
@@ -31,10 +31,11 @@ func main() {
 		brewUpdate := flag.Bool("update", false, "Update your Homebrew instance.")
 		brewBackup := flag.Bool("backup", false, "Backup your Homebrew instance.")
 		force := flag.Bool("force", false, "Forces actions such as backing up even when there are errors.")
+		greedy := flag.Bool("greedy", false, "Force updates to casks that have auto-update capabilities in their respective UIs.")
 		flag.Parse()
 
 		if *brewUpdate {
-			brew.Update()
+			brew.Update(*greedy)
 			return
 		} else if *brewBackup {
 			brew.Backup(*force)
diff --git a/src/brew/update.go b/src/brew/update.go
index 42efe6d..266bc8b 100644
--- a/src/brew/update.go
+++ b/src/brew/update.go
@@ -5,12 +5,13 @@ import (
 	"log"
 	"os"
 	"os/exec"
+	"strings"
 
 	"github.com/Justintime50/alchemist/v3/src/general"
 )
 
 // Update updates your Homebrew instance
-func Update() {
+func Update(greedy bool) {
 	action := "update"
 	alchemistUpdateDir := general.SetupDir(action)
 	general.SetupLogging(alchemistUpdateDir, action)
@@ -40,8 +41,13 @@ func Update() {
 	}
 
 	fmt.Println("Alchemist is upgrading brew casks...")
-	upgradeCasks, upgradeCasksErr := general.RunCommand(exec.Command, "brew", []string{"upgrade", "--cask"})
-	if upgradeCasks != nil {
+	upgradeCaskCommand := []string{"upgrade", "--cask"}
+	if greedy {
+		upgradeCaskCommand = []string{"upgrade", "--cask", "--greedy"}
+	}
+	upgradeCasks, upgradeCasksErr := general.RunCommand(exec.Command, "brew", upgradeCaskCommand)
+	// Skip if no errors or if the cask cannot be updated due to having a manual installer
+	if upgradeCasks != nil || strings.Contains(fmt.Sprint(upgradeCasksErr), "installer manual") {
 		fmt.Println("Alchemist upgraded brew casks!")
 		log.Printf("brew upgrade --cask: %s", upgradeCasks)
 	} else {