diff --git a/cmd/kosli/assertArtifact.go b/cmd/kosli/assertArtifact.go
index 4870cfbc5..d0fba70f0 100644
--- a/cmd/kosli/assertArtifact.go
+++ b/cmd/kosli/assertArtifact.go
@@ -5,17 +5,26 @@ import (
 	"fmt"
 	"io"
 	"net/http"
+	"net/url"
 
 	"github.com/kosli-dev/cli/internal/requests"
 	"github.com/spf13/cobra"
 )
 
-const assertArtifactShortDesc = `Assert the compliance status of an artifact in Kosli.  `
+const assertArtifactShortDesc = `Assert the compliance status of an artifact in Kosli (in its flow or against an environment).  `
 
 const assertArtifactLongDesc = assertArtifactShortDesc + `
 Exits with non-zero code if the artifact has a non-compliant status.`
 
 const assertArtifactExample = `
+# assert that an artifact meets all compliance requirements for an environment
+kosli assert artifact \
+	--fingerprint 184c799cd551dd1d8d5c5f9a5d593b2e931f5e36122ee5c793c1d08a19839cc0 \
+	--flow yourFlowName \
+	--against-env prod \
+	--api-token yourAPIToken \
+	--org yourOrgName 
+
 # fail if an artifact has a non-compliant status (using the artifact fingerprint)
 kosli assert artifact \
 	--fingerprint 184c799cd551dd1d8d5c5f9a5d593b2e931f5e36122ee5c793c1d08a19839cc0 \
@@ -35,6 +44,7 @@ type assertArtifactOptions struct {
 	fingerprintOptions *fingerprintOptions
 	fingerprint        string // This is calculated or provided by the user
 	flowName           string
+	envName            string
 }
 
 func newAssertArtifactCmd(out io.Writer) *cobra.Command {
@@ -64,14 +74,10 @@ func newAssertArtifactCmd(out io.Writer) *cobra.Command {
 
 	cmd.Flags().StringVarP(&o.fingerprint, "fingerprint", "F", "", fingerprintFlag)
 	cmd.Flags().StringVarP(&o.flowName, "flow", "f", "", flowNameFlag)
+	cmd.Flags().StringVar(&o.envName, "environment", "", envNameFlag)
 	addFingerprintFlags(cmd, o.fingerprintOptions)
 	addDryRunFlag(cmd)
 
-	err := RequireFlags(cmd, []string{"flow"})
-	if err != nil {
-		logger.Error("failed to configure required flags: %v", err)
-	}
-
 	return cmd
 }
 
@@ -84,11 +90,25 @@ func (o *assertArtifactOptions) run(out io.Writer, args []string) error {
 		}
 	}
 
-	url := fmt.Sprintf("%s/api/v2/artifacts/%s/%s/fingerprint/%s", global.Host, global.Org, o.flowName, o.fingerprint)
+	baseURL := fmt.Sprintf("%s/api/v2/asserts/%s/fingerprint/%s", global.Host, global.Org, o.fingerprint)
+	params := url.Values{}
+
+	if o.flowName != "" {
+		params.Add("flow_name", o.flowName)
+	}
+
+	if o.envName != "" {
+		params.Add("environment_name", o.envName)
+	}
+
+	fullURL := baseURL
+	if len(params) > 0 {
+		fullURL += "?" + params.Encode()
+	}
 
 	reqParams := &requests.RequestParams{
 		Method: http.MethodGet,
-		URL:    url,
+		URL:    fullURL,
 		Token:  global.ApiToken,
 	}
 	response, err := kosliClient.Do(reqParams)
@@ -96,19 +116,30 @@ func (o *assertArtifactOptions) run(out io.Writer, args []string) error {
 		return err
 	}
 
-	var artifactData map[string]interface{}
-	err = json.Unmarshal([]byte(response.Body), &artifactData)
+	var evaluationResult map[string]interface{}
+	err = json.Unmarshal([]byte(response.Body), &evaluationResult)
 	if err != nil {
 		return err
 	}
 
-	if artifactData["state"].(string) == "COMPLIANT" {
+	scope := evaluationResult["scope"].(string)
+
+	if evaluationResult["compliant"].(bool) {
 		logger.Info("COMPLIANT")
-		logger.Info("See more details at %s", artifactData["html_url"].(string))
+		if scope == "flow" {
+			logger.Info("See more details at %s", evaluationResult["html_url"].(string))
+		}
 	} else {
-		return fmt.Errorf("%s: %s\nSee more details at %s", artifactData["state"].(string),
-			artifactData["state_info"].(string),
-			artifactData["html_url"].(string))
+		if scope == "flow" {
+			return fmt.Errorf("not compliant\nSee more details at %s", evaluationResult["html_url"].(string))
+		} else {
+			jsonData, err := json.MarshalIndent(evaluationResult["policy_evaluations"], "", "  ")
+			if err != nil {
+				return fmt.Errorf("error marshalling evaluation result: %v", err)
+			}
+			return fmt.Errorf("not compliant for env [%s]: \n %v", o.envName,
+				string(jsonData))
+		}
 	}
 
 	return nil
diff --git a/cmd/kosli/assertArtifact_test.go b/cmd/kosli/assertArtifact_test.go
index 37de74f2d..efeed98b6 100644
--- a/cmd/kosli/assertArtifact_test.go
+++ b/cmd/kosli/assertArtifact_test.go
@@ -71,18 +71,11 @@ func (suite *AssertArtifactCommandTestSuite) TestAssertArtifactCmd() {
 			cmd:       fmt.Sprintf(`assert artifact --flow %s %s`, suite.flowName, suite.defaultKosliArguments),
 			golden:    "Error: docker image name or file/dir path is required when --fingerprint is not provided\nUsage: kosli assert artifact [IMAGE-NAME | FILE-PATH | DIR-PATH] [flags]\n",
 		},
-		// TODO: this test case does not pass as the validation does not check for it
-		// {
-		// 	wantError: true,
-		// 	name:      "providing both --fingerprint and --artifact-type fails",
-		// 	cmd:       fmt.Sprintf(`assert artifact --artifact-type file --fingerprint %s --flow %s %s`, suite.fingerprint, suite.flowName, suite.defaultKosliArguments),
-		// 	golden:    "COMPLIANT\n",
-		// },
 		{
 			wantError: true,
-			name:      "missing --flow fails",
+			name:      "not providing --flow when the artifact has multiple instances fails with a server error",
 			cmd:       fmt.Sprintf(`assert artifact --fingerprint %s  %s`, suite.fingerprint, suite.defaultKosliArguments),
-			golden:    "Error: required flag(s) \"flow\" not set\n",
+			golden:    fmt.Sprintf("Error: Fingerprint '%s' matched multiple artifacts in org '%s'. Please narrow the search to one flow.\n", suite.fingerprint, global.Org),
 		},
 	}
 
diff --git a/cmd/kosli/root.go b/cmd/kosli/root.go
index 2dab3a72e..82a9e0205 100644
--- a/cmd/kosli/root.go
+++ b/cmd/kosli/root.go
@@ -243,6 +243,7 @@ The ^.kosli_ignore^ will be treated as part of the artifact like any other file,
 	attestationTypeDescriptionFlag       = "[optional] The attestation type description."
 	attestationTypeSchemaFlag            = "[optional] Path to the attestation type schema in JSON Schema format."
 	attestationTypeJqFlag                = "[optional] The attestation type evaluation JQ rules."
+	envNameFlag                          = "The Kosli environment name to assert the artifact against."
 )
 
 var global *GlobalOpts