diff --git a/go.mod b/go.mod
index 4e2db354..19818122 100644
--- a/go.mod
+++ b/go.mod
@@ -3,6 +3,7 @@ module github.com/replicatedhq/replicated-sdk
 go 1.20
 
 require (
+	github.com/blang/semver v3.5.1+incompatible
 	github.com/cenkalti/backoff/v4 v4.2.0
 	github.com/golang/mock v1.6.0
 	github.com/gorilla/mux v1.8.0
diff --git a/go.sum b/go.sum
index 74d16dbf..32026dd9 100644
--- a/go.sum
+++ b/go.sum
@@ -105,6 +105,8 @@ github.com/beorn7/perks v1.0.1/go.mod h1:G2ZrVWU2WbWT9wwq4/hrbKbnv/1ERSJQ0ibhJ6r
 github.com/bgentry/speakeasy v0.1.0/go.mod h1:+zsyZBPWlz7T6j88CTgSN5bM796AkVf0kBD4zp0CCIs=
 github.com/bketelsen/crypt v0.0.3-0.20200106085610-5cbc8cc4026c/go.mod h1:MKsuJmJgSg28kpZDP6UIiPt0e0Oz0kqKNGyRaWEPv84=
 github.com/bketelsen/crypt v0.0.4/go.mod h1:aI6NrJ0pMGgvZKL1iVgXLnfIFJtfV+bKCoqOes/6LfM=
+github.com/blang/semver v3.5.1+incompatible h1:cQNTCjp13qL8KC3Nbxr/y2Bqb63oX6wdnnjpJbkM4JQ=
+github.com/blang/semver v3.5.1+incompatible/go.mod h1:kRBLl5iJ+tD4TcOOxsy/0fnwebNt5EWlYSAyrTnjyyk=
 github.com/blang/semver/v4 v4.0.0/go.mod h1:IbckMUScFkM3pff0VJDNKRiT6TG/YpiHIM2yvyW5YoQ=
 github.com/bshuster-repo/logrus-logstash-hook v1.0.0 h1:e+C0SB5R1pu//O4MQ3f9cFuPGoOVeF2fE4Og9otCc70=
 github.com/buger/jsonparser v1.1.1/go.mod h1:6RYKKt7H4d4+iWqouImQ9R2FZql3VbhNgx27UK13J/0=
diff --git a/pkg/apiserver/bootstrap.go b/pkg/apiserver/bootstrap.go
index bbd86420..b7e8bf3f 100644
--- a/pkg/apiserver/bootstrap.go
+++ b/pkg/apiserver/bootstrap.go
@@ -10,6 +10,7 @@ import (
 	"github.com/replicatedhq/replicated-sdk/pkg/integration"
 	"github.com/replicatedhq/replicated-sdk/pkg/k8sutil"
 	sdklicense "github.com/replicatedhq/replicated-sdk/pkg/license"
+	"github.com/replicatedhq/replicated-sdk/pkg/logger"
 	"github.com/replicatedhq/replicated-sdk/pkg/store"
 	"github.com/replicatedhq/replicated-sdk/pkg/upstream"
 	upstreamtypes "github.com/replicatedhq/replicated-sdk/pkg/upstream/types"
@@ -132,5 +133,14 @@ func bootstrap(params APIServerParams) error {
 		return errors.Wrap(err, "failed to start heartbeat")
 	}
 
+	// this is at the end of the bootstrap function so that it doesn't re-run on retry
+	if !util.IsAirgap() {
+		go func() {
+			if err := util.WarnOnOutdatedSDKVersion(); err != nil {
+				logger.Infof("Failed to check if running an outdated sdk version: %v", err)
+			}
+		}()
+	}
+
 	return nil
 }
diff --git a/pkg/util/replicated.go b/pkg/util/replicated.go
index a7dbe327..0e0c18c6 100644
--- a/pkg/util/replicated.go
+++ b/pkg/util/replicated.go
@@ -2,9 +2,18 @@ package util
 
 import (
 	"context"
+	"encoding/json"
+	"fmt"
+	"io/ioutil"
+	"net/http"
+	"os"
+	"text/tabwriter"
 
+	"github.com/blang/semver"
 	"github.com/pkg/errors"
+	"github.com/replicatedhq/replicated-sdk/pkg/buildversion"
 	"github.com/replicatedhq/replicated-sdk/pkg/k8sutil"
+	"github.com/replicatedhq/replicated-sdk/pkg/logger"
 	"github.com/segmentio/ksuid"
 	corev1 "k8s.io/api/core/v1"
 	kuberneteserrors "k8s.io/apimachinery/pkg/api/errors"
@@ -59,3 +68,72 @@ func GenerateIDs(namespace string) (string, string, error) {
 
 	return replicatedID, appID, nil
 }
+
+func WarnOnOutdatedSDKVersion() error {
+	currSemver, err := semver.ParseTolerant(buildversion.Version())
+	if err != nil {
+		logger.Infof("Not checking for outdated sdk version because the current version (%s) is not a valid semver", buildversion.Version())
+		return nil
+	}
+
+	latestVersion, err := getLatestSDKVersion()
+	if err != nil {
+		return errors.Wrap(err, "failed to get latest sdk version")
+	}
+
+	latestSemver, err := semver.ParseTolerant(latestVersion)
+	if err != nil {
+		return errors.Wrap(err, "failed to parse cli semver")
+	}
+
+	if currSemver.LT(latestSemver) {
+		minWidth := 0
+		tabWidth := 0
+		padding := 0
+		padChar := byte('!')
+
+		w := tabwriter.NewWriter(os.Stderr, minWidth, tabWidth, padding, padChar, tabwriter.TabIndent)
+		defer w.Flush()
+
+		fmtColumns := "%s\t%s\t%s\n"
+		fmt.Fprintf(w, fmtColumns, "", "", "")
+		fmt.Fprintf(w, fmtColumns, "!", "", "!")
+		fmt.Fprintf(w, fmtColumns, "!", fmt.Sprintf(" You are running an outdated version of the Replicated SDK (%s). The latest version is %s. ", buildversion.Version(), latestVersion), "!")
+		fmt.Fprintf(w, fmtColumns, "!", "", "!")
+		fmt.Fprintf(w, fmtColumns, "", "", "")
+	}
+
+	return nil
+}
+
+func getLatestSDKVersion() (string, error) {
+	resp, err := http.Get("https://api.github.com/repos/replicatedhq/replicated-sdk/tags")
+	if err != nil {
+		return "", err
+	}
+	defer resp.Body.Close()
+
+	if resp.StatusCode != http.StatusOK {
+		return "", fmt.Errorf("failed to retrieve tags: %s", resp.Status)
+	}
+
+	body, err := ioutil.ReadAll(resp.Body)
+	if err != nil {
+		return "", errors.Wrap(err, "failed to read response body")
+	}
+
+	type GitHubTag struct {
+		Name string `json:"name"`
+	}
+	var tags []GitHubTag
+	err = json.Unmarshal(body, &tags)
+	if err != nil {
+		return "", errors.Wrap(err, "failed to unmarshal response body")
+	}
+
+	if len(tags) == 0 {
+		return "", fmt.Errorf("no tags found")
+	}
+
+	return tags[0].Name, nil
+}
diff --git a/pkg/util/util.go b/pkg/util/util.go
index 5cdf5cc8..70f7fd05 100644
--- a/pkg/util/util.go
+++ b/pkg/util/util.go
@@ -1,11 +1,9 @@
 package util
 
-import "fmt"
-
 type ActionableError struct {
 	Message string
 }
 
 func (e ActionableError) Error() string {
-	return fmt.Sprintf("%s", e.Message)
+	return e.Message
 }