diff --git a/go.mod b/go.mod
index f6c768c..8430715 100644
--- a/go.mod
+++ b/go.mod
@@ -10,7 +10,7 @@ require (
 	github.com/google/go-containerregistry v0.20.7
 	github.com/gorilla/websocket v1.5.3
 	github.com/itchyny/json2yaml v0.1.4
-	github.com/kernel/hypeman-go v0.9.8
+	github.com/kernel/hypeman-go v0.10.0
 	github.com/muesli/reflow v0.3.0
 	github.com/stretchr/testify v1.11.1
 	github.com/tidwall/gjson v1.18.0
diff --git a/go.sum b/go.sum
index 9ff0435..b924838 100644
--- a/go.sum
+++ b/go.sum
@@ -72,8 +72,8 @@ github.com/grpc-ecosystem/grpc-gateway/v2 v2.27.2 h1:8Tjv8EJ+pM1xP8mK6egEbD1OgnV
 github.com/grpc-ecosystem/grpc-gateway/v2 v2.27.2/go.mod h1:pkJQ2tZHJ0aFOVEEot6oZmaVEZcRme73eIFmhiVuRWs=
 github.com/itchyny/json2yaml v0.1.4 h1:/pErVOXGG5iTyXHi/QKR4y3uzhLjGTEmmJIy97YT+k8=
 github.com/itchyny/json2yaml v0.1.4/go.mod h1:6iudhBZdarpjLFRNj+clWLAkGft+9uCcjAZYXUH9eGI=
-github.com/kernel/hypeman-go v0.9.8 h1:DGx3em3Bzu/MR3mgVgu7sCe8NZxujlEUGVctnrzopXA=
-github.com/kernel/hypeman-go v0.9.8/go.mod h1:guRrhyP9QW/ebUS1UcZ0uZLLJeGAAhDNzSi68U4M9hI=
+github.com/kernel/hypeman-go v0.10.0 h1:terBKYBwHAtDic425oUrb3RZMo0Q0DrXjPiVNmDXblE=
+github.com/kernel/hypeman-go v0.10.0/go.mod h1:guRrhyP9QW/ebUS1UcZ0uZLLJeGAAhDNzSi68U4M9hI=
 github.com/klauspost/compress v1.18.1 h1:bcSGx7UbpBqMChDtsF28Lw6v/G94LPrrbMbdC3JH2co=
 github.com/klauspost/compress v1.18.1/go.mod h1:ZQFFVG+MdnR0P+l6wpXgIL4NTtwiKIdBnrBd8Nrxr+0=
 github.com/kr/pretty v0.3.1 h1:flRD4NNwYAUpkphVc1HcthR4KEIFJ65n8Mw5qdRn3LE=
diff --git a/pkg/cmd/lifecycle.go b/pkg/cmd/lifecycle.go
index 530c466..cc51159 100644
--- a/pkg/cmd/lifecycle.go
+++ b/pkg/cmd/lifecycle.go
@@ -19,9 +19,19 @@ var stopCmd = cli.Command{
 }
 
 var startCmd = cli.Command{
-	Name:            "start",
-	Usage:           "Start a stopped instance",
-	ArgsUsage:       "<instance>",
+	Name:      "start",
+	Usage:     "Start a stopped instance",
+	ArgsUsage: "<instance>",
+	Flags: []cli.Flag{
+		&cli.StringSliceFlag{
+			Name:  "entrypoint",
+			Usage: "Override image entrypoint for this run (can be repeated for multiple args)",
+		},
+		&cli.StringSliceFlag{
+			Name:  "cmd",
+			Usage: "Override image CMD for this run (can be repeated for multiple args)",
+		},
+	},
 	Action:          handleStart,
 	HideHelpCommand: true,
 }
@@ -89,9 +99,18 @@ func handleStart(ctx context.Context, cmd *cli.Command) error {
 		opts = append(opts, debugMiddlewareOption)
 	}
 
+	params := hypeman.InstanceStartParams{}
+
+	if entrypoint := cmd.StringSlice("entrypoint"); len(entrypoint) > 0 {
+		params.Entrypoint = entrypoint
+	}
+	if cmdArgs := cmd.StringSlice("cmd"); len(cmdArgs) > 0 {
+		params.Cmd = cmdArgs
+	}
+
 	fmt.Fprintf(os.Stderr, "Starting %s...\n", args[0])
 
-	instance, err := client.Instances.Start(ctx, instanceID, opts...)
+	instance, err := client.Instances.Start(ctx, instanceID, params, opts...)
 	if err != nil {
 		return err
 	}
diff --git a/pkg/cmd/run.go b/pkg/cmd/run.go
index a58a2c1..771d557 100644
--- a/pkg/cmd/run.go
+++ b/pkg/cmd/run.go
@@ -108,6 +108,21 @@ Examples:
 			Name:  "skip-kernel-headers",
 			Usage: "Skip kernel headers installation during boot for faster startup (DKMS will not work)",
 		},
+		// Entrypoint and CMD overrides
+		&cli.StringSliceFlag{
+			Name:  "entrypoint",
+			Usage: "Override image entrypoint (can be repeated for multiple args)",
+		},
+		&cli.StringSliceFlag{
+			Name:  "cmd",
+			Usage: "Override image CMD (can be repeated for multiple args)",
+		},
+		// Metadata flags
+		&cli.StringSliceFlag{
+			Name:    "metadata",
+			Aliases: []string{"l"},
+			Usage:   "Set metadata key-value pair (KEY=VALUE, can be repeated)",
+		},
 		// Volume mount flags
 		&cli.StringSliceFlag{
 			Name:    "volume",
@@ -244,6 +259,29 @@ func handleRun(ctx context.Context, cmd *cli.Command) error {
 		params.SkipKernelHeaders = hypeman.Opt(cmd.Bool("skip-kernel-headers"))
 	}
 
+	// Entrypoint and CMD overrides
+	if entrypoint := cmd.StringSlice("entrypoint"); len(entrypoint) > 0 {
+		params.Entrypoint = entrypoint
+	}
+	if cmdArgs := cmd.StringSlice("cmd"); len(cmdArgs) > 0 {
+		params.Cmd = cmdArgs
+	}
+
+	// Metadata
+	metadataSpecs := cmd.StringSlice("metadata")
+	if len(metadataSpecs) > 0 {
+		metadata := make(map[string]string)
+		for _, m := range metadataSpecs {
+			parts := strings.SplitN(m, "=", 2)
+			if len(parts) == 2 {
+				metadata[parts[0]] = parts[1]
+			} else {
+				fmt.Fprintf(os.Stderr, "Warning: ignoring malformed metadata: %s\n", m)
+			}
+		}
+		params.Metadata = metadata
+	}
+
 	// Volume mounts
 	volumeSpecs := cmd.StringSlice("volume")
 	if len(volumeSpecs) > 0 {