diff --git a/cli/app/upgrade.go b/cli/app/upgrade.go
index 7083a145..5e6ef87d 100644
--- a/cli/app/upgrade.go
+++ b/cli/app/upgrade.go
@@ -117,7 +117,7 @@ beforehand. See "abra app backup" for more.`,
 		}
 
 		if deployMeta.Version != config.UNKNOWN_DEFAULT && chosenUpgrade == "" {
-			upgradeAvailable, err := ensureUpgradesAvailable(versions, &availableUpgrades, deployMeta)
+			upgradeAvailable, err := ensureUpgradesAvailable(app, versions, &availableUpgrades, deployMeta)
 			if err != nil {
 				log.Fatal(err)
 			}
@@ -314,18 +314,18 @@ func getReleaseNotes(
 ) error {
 	parsedChosenUpgrade, err := tagcmp.Parse(chosenUpgrade)
 	if err != nil {
-		return err
+		return fmt.Errorf("parsing chosen upgrade version failed: %s", err)
 	}
 
 	parsedDeployedVersion, err := tagcmp.Parse(deployMeta.Version)
 	if err != nil {
-		return err
+		return fmt.Errorf("parsing deployment version failed: %s", err)
 	}
 
 	for _, version := range internal.SortVersionsDesc(versions) {
 		parsedVersion, err := tagcmp.Parse(version)
 		if err != nil {
-			return err
+			return fmt.Errorf("parsing recipe version failed: %s", err)
 		}
 
 		if parsedVersion.IsGreaterThan(parsedDeployedVersion) &&
@@ -351,19 +351,20 @@ func getReleaseNotes(
 
 // ensureUpgradesAvailable ensures that there are available upgrades.
 func ensureUpgradesAvailable(
+	app app.App,
 	versions []string,
 	availableUpgrades *[]string,
 	deployMeta stack.DeployMeta,
 ) (bool, error) {
 	parsedDeployedVersion, err := tagcmp.Parse(deployMeta.Version)
 	if err != nil {
-		return false, err
+		return false, fmt.Errorf("parsing deployed version failed: %s", err)
 	}
 
 	for _, version := range versions {
 		parsedVersion, err := tagcmp.Parse(version)
 		if err != nil {
-			return false, err
+			return false, fmt.Errorf("parsing recipe version failed: %s", err)
 		}
 
 		if parsedVersion.IsGreaterThan(parsedDeployedVersion) &&
diff --git a/go.mod b/go.mod
index 4c6bfc38..17689d4e 100644
--- a/go.mod
+++ b/go.mod
@@ -5,7 +5,7 @@ go 1.23.5
 toolchain go1.24.1
 
 require (
-	coopcloud.tech/tagcmp v0.0.0-20250427094623-9ea3bbbde8e5
+	coopcloud.tech/tagcmp v0.0.0-20250818180036-0ec1b205b5ca
 	git.coopcloud.tech/toolshed/godotenv v1.5.2-0.20250103171850-4d0ca41daa5c
 	github.com/AlecAivazis/survey/v2 v2.3.7
 	github.com/charmbracelet/bubbletea v1.3.6
diff --git a/go.sum b/go.sum
index 8db9fdbd..7c621a59 100644
--- a/go.sum
+++ b/go.sum
@@ -26,6 +26,8 @@ coopcloud.tech/tagcmp v0.0.0-20230809071031-eb3e7758d4eb h1:Ws6WEwKXeaYEkfdkX6Aq
 coopcloud.tech/tagcmp v0.0.0-20230809071031-eb3e7758d4eb/go.mod h1:ESVm0wQKcbcFi06jItF3rI7enf4Jt2PvbkWpDDHk1DQ=
 coopcloud.tech/tagcmp v0.0.0-20250427094623-9ea3bbbde8e5 h1:tphJCjFJw9fdjyKnbU0f7f3z5KtYE8VbUcAfu+oHKg8=
 coopcloud.tech/tagcmp v0.0.0-20250427094623-9ea3bbbde8e5/go.mod h1:ESVm0wQKcbcFi06jItF3rI7enf4Jt2PvbkWpDDHk1DQ=
+coopcloud.tech/tagcmp v0.0.0-20250818180036-0ec1b205b5ca h1:gSD53tBAsbIGq4SnFfq+mEep6foekQ2a5ea7b38qkm0=
+coopcloud.tech/tagcmp v0.0.0-20250818180036-0ec1b205b5ca/go.mod h1:ESVm0wQKcbcFi06jItF3rI7enf4Jt2PvbkWpDDHk1DQ=
 dario.cat/mergo v1.0.1 h1:Ra4+bf83h2ztPIQYNP99R6m+Y7KfnARDfID+a+vLl4s=
 dario.cat/mergo v1.0.1/go.mod h1:uNxQE+84aUszobStD9th8a29P2fMDhsBdgRYvZOxGmk=
 dario.cat/mergo v1.0.2 h1:85+piFYR1tMbRrLcDwR18y4UKJ3aH1Tbzi24VRW1TK8=