diff --git a/pkg/auth/common/login_handler.go b/pkg/auth/common/login_handler.go
index 432cf1e3b..8903963bb 100644
--- a/pkg/auth/common/login_handler.go
+++ b/pkg/auth/common/login_handler.go
@@ -432,24 +432,28 @@ func (h *TanzuLoginHandler) promptAndLoginWithAuthCode(ctx context.Context, auth
 // of if persisted cert information associated with the issuer endpoint is found,
 // with the provided information taking precedence over persisted information.
 func (h *TanzuLoginHandler) getTLSConfig() *tls.Config {
+	return GetTLSConfig(h.issuer, h.caCertData, h.tlsSkipVerify)
+}
+
+func GetTLSConfig(endpoint, certData string, skipVerify bool) *tls.Config {
 	var savedCertData string
 	var savedSkipVerify bool
 
-	c, _ := config.GetCert(h.issuer)
+	c, _ := config.GetCert(endpoint)
 
 	if c != nil {
 		savedCertData = c.CACertData
 		savedSkipVerify, _ = strconv.ParseBool(c.SkipCertVerify)
 	}
 
-	if savedSkipVerify || h.tlsSkipVerify {
+	if savedSkipVerify || skipVerify {
 		//nolint:gosec // skipTLSVerify: true is only possible if the user has explicitly enabled it
 		return &tls.Config{InsecureSkipVerify: true, MinVersion: tls.VersionTLS12}
 	}
 
 	caCertData := savedCertData
-	if h.caCertData != "" {
-		caCertData = h.caCertData
+	if certData != "" {
+		caCertData = certData
 	}
 
 	if caCertData != "" {
@@ -458,7 +462,7 @@ func (h *TanzuLoginHandler) getTLSConfig() *tls.Config {
 
 		decodedCACertData, err := base64.StdEncoding.DecodeString(caCertData)
 		if err != nil {
-			log.Infof("unable to use custom cert for '%s' endpoint. Error: %s", h.issuer, err.Error())
+			log.Infof("unable to use custom cert for '%s' endpoint. Error: %s", endpoint, err.Error())
 			return nil
 		}
 
@@ -468,7 +472,7 @@ func (h *TanzuLoginHandler) getTLSConfig() *tls.Config {
 		}
 
 		if ok := pool.AppendCertsFromPEM(decodedCACertData); !ok {
-			log.Infof("unable to use custom cert for %s endpoint", h.issuer)
+			log.Infof("unable to use custom cert for %s endpoint", endpoint)
 			return nil
 		}
 		return &tls.Config{RootCAs: pool, MinVersion: tls.VersionTLS12}
diff --git a/pkg/command/context.go b/pkg/command/context.go
index f02c4829e..7d45b6305 100644
--- a/pkg/command/context.go
+++ b/pkg/command/context.go
@@ -649,31 +649,101 @@ func globalTanzuLogin(c *configtypes.Context, generateContextNameFunc func(orgNa
 	return errors.New(invalidIdpType)
 }
 
-func globalTanzuLoginUAA(c *configtypes.Context, generateContextNameFunc func(orgName, endpoint string, isStaging bool) string) error {
-	uaaEndpoint := c.AdditionalMetadata[config.TanzuAuthEndpointKey].(string)
-	log.V(7).Infof("Login to UAA endpoint: %s", uaaEndpoint)
+type DeploymentMetadata struct {
+	APIEndpoint  string                         `json:"apiEndpoint"`
+	Organization DeploymentMetadataOrganization `json:"organization"`
+}
 
-	claims, err := doInteractiveLoginAndUpdateContext(c, uaaEndpoint)
+type DeploymentMetadataOrganization struct {
+	DisplayName string `json:"displayName"`
+	ID          string `json:"id"`
+	Name        string `json:"name"`
+}
+
+func getOrgFromSelfManagedEndpoint(c *configtypes.Context) (string, string, error) {
+	val, ok := c.AdditionalMetadata[config.TanzuHubEndpointKey]
+	if !ok {
+		return "", "", errors.New("Hub endpoint not set")
+	}
+	hubEndpoint := strings.TrimRight(val.(string), " /")
+	metadataURL := hubEndpoint + "/assets/env-config/env-config.json"
+	req, _ := http.NewRequest("GET", metadataURL, http.NoBody) //nolint:noctx
+
+	tlsConfig := commonauth.GetTLSConfig(hubEndpoint, "", false)
+	client := &http.Client{
+		Transport: &http.Transport{
+			Proxy:           http.ProxyFromEnvironment,
+			TLSClientConfig: tlsConfig,
+		},
+		Timeout: time.Second * 10,
+	}
+
+	response, err := client.Do(req)
 	if err != nil {
-		return err
+		return "", "", errors.Wrap(err, "failed to get tanzu platform deployment metadata")
+	}
+	defer response.Body.Close()
+
+	if response.StatusCode != http.StatusOK {
+		return "", "", errors.New("failed to get tanzu platform deployment metadata")
+	}
+
+	responseBody, err := io.ReadAll(response.Body)
+	if err != nil {
+		return "", "", errors.Wrap(err, "failed to read the response body")
+	}
+
+	var dm DeploymentMetadata
+	err = json.Unmarshal(responseBody, &dm)
+	if err != nil {
+		return "", "", errors.Wrap(err, "error parsing http response body ")
 	}
 
-	// UAA-based authentication does not provide org id or name yet.
-	// Note: org id/name may be discoverable in UAA-based auth in the future.
+	return dm.Organization.ID, dm.Organization.Name, nil
+}
+
+func getSelfManagedOrg(c *configtypes.Context) (string, string) {
+	// UAA-based authentication itself not provide org id or name.
+	// Instead they are retrievable via a predefined location
 	var orgID string
 	orgName := "self-managed"
+
+	retrievedOrgID, retrievedOrgName, err := getOrgFromSelfManagedEndpoint(c)
+	if err == nil && retrievedOrgID != "" {
+		orgID = retrievedOrgID
+		if retrievedOrgName != "" {
+			orgName = retrievedOrgName
+		}
+	}
+
 	uaaOrgIDValue, ok := os.LookupEnv(constants.UAALoginOrgID)
 	if ok {
+		if retrievedOrgID != "" && retrievedOrgID != uaaOrgIDValue {
+			log.Infof("Organization ID %s retrieved from endpoint is being overridden by environment variable value %s\n",
+				retrievedOrgID, uaaOrgIDValue)
+		}
 		orgID = uaaOrgIDValue
 	}
-	claims.OrgID = orgID
 	uaaOrgNameValue, ok := os.LookupEnv(constants.UAALoginOrgName)
 	if ok {
 		orgName = uaaOrgNameValue
-	} else if orgID != "" {
-		orgName = orgID
 	}
 
+	return orgID, orgName
+}
+
+func globalTanzuLoginUAA(c *configtypes.Context, generateContextNameFunc func(orgName, endpoint string, isStaging bool) string) error {
+	uaaEndpoint := c.AdditionalMetadata[config.TanzuAuthEndpointKey].(string)
+	log.V(7).Infof("Login to UAA endpoint: %s", uaaEndpoint)
+
+	claims, err := doInteractiveLoginAndUpdateContext(c, uaaEndpoint)
+	if err != nil {
+		return err
+	}
+
+	orgID, orgName := getSelfManagedOrg(c)
+	claims.OrgID = orgID
+
 	if err := updateContextOnTanzuLogin(c, generateContextNameFunc, claims, orgName); err != nil {
 		return err
 	}
diff --git a/pkg/command/context_test.go b/pkg/command/context_test.go
index 2ce128603..9bb30a419 100644
--- a/pkg/command/context_test.go
+++ b/pkg/command/context_test.go
@@ -6,6 +6,8 @@ import (
 	"bytes"
 	"encoding/json"
 	"fmt"
+	"net/http"
+	"net/http/httptest"
 	"os"
 	"path/filepath"
 	"strings"
@@ -1280,6 +1282,86 @@ var _ = Describe("testing context use", func() {
 	})
 })
 
+var _ = Describe("Test get org information", func() {
+	var (
+		err            error
+		serverGoodData *httptest.Server
+		serverBadData  *httptest.Server
+		tanzuContext   *configtypes.Context
+	)
+	const (
+		fakeContextName = "fake-context"
+		fakeAccessToken = "fake-access-token"
+		fakeEndpoint    = "fake.tanzu.cloud.vmware.com"
+		fakeIssuer      = "https://fake.issuer.come/auth"
+	)
+	BeforeEach(func() {
+		tanzuContext = &configtypes.Context{
+			Name:               fakeContextName,
+			ContextType:        configtypes.ContextTypeTanzu,
+			AdditionalMetadata: map[string]interface{}{},
+			GlobalOpts: &configtypes.GlobalServer{
+				Endpoint: fakeEndpoint,
+				Auth: configtypes.GlobalServerAuth{
+					AccessToken: fakeAccessToken,
+					Issuer:      fakeIssuer,
+					Type:        common.APITokenType,
+				},
+			},
+		}
+
+		serverGoodData = httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			w.Header().Set("Content-Type", "application/json")
+			_, _ = w.Write([]byte(`{"apiEndpoint":"/hub/graphql","apiHost":"","organization":{"displayName":"TPSM","id":"c4558dfb-18ae-480a-af06-8222600b198f","name":"Test Org"}}`))
+		}))
+		serverBadData = httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+			w.Header().Set("Content-Type", "application/json")
+			_, _ = w.Write([]byte(`{"badkey":"badvalue"}`))
+		}))
+	})
+
+	It("should return org information from metadata file if found but env vars if set", func() {
+		tanzuContext.AdditionalMetadata[config.TanzuHubEndpointKey] = serverGoodData.URL
+		err = config.SetContext(tanzuContext, false)
+		Expect(err).To(BeNil())
+
+		orgID, orgName := getSelfManagedOrg(tanzuContext)
+		Expect(orgID).To(Equal("c4558dfb-18ae-480a-af06-8222600b198f"))
+		Expect(orgName).To(Equal("Test Org"))
+
+		os.Setenv(constants.UAALoginOrgID, "11111111-1111-1111-1111-111111111111")
+		os.Setenv(constants.UAALoginOrgName, "OverwrittenOrgName")
+		orgID, orgName = getSelfManagedOrg(tanzuContext)
+		Expect(orgID).To(Equal("11111111-1111-1111-1111-111111111111"))
+		Expect(orgName).To(Equal("OverwrittenOrgName"))
+		defer os.Unsetenv(constants.UAALoginOrgID)
+		defer os.Unsetenv(constants.UAALoginOrgName)
+	})
+
+	It("should return default org information or on invalid metadata or env vars if set", func() {
+		tanzuContext.AdditionalMetadata[config.TanzuHubEndpointKey] = serverBadData.URL
+		err = config.SetContext(tanzuContext, false)
+		Expect(err).To(BeNil())
+
+		orgID, orgName := getSelfManagedOrg(tanzuContext)
+		Expect(orgID).To(Equal(""))
+		Expect(orgName).To(Equal("self-managed"))
+
+		os.Setenv(constants.UAALoginOrgID, "11111111-2222-2222-2222-222222222222")
+		os.Setenv(constants.UAALoginOrgName, "OverwrittenOrgName")
+		orgID, orgName = getSelfManagedOrg(tanzuContext)
+		Expect(orgID).To(Equal("11111111-2222-2222-2222-222222222222"))
+		Expect(orgName).To(Equal("OverwrittenOrgName"))
+		defer os.Unsetenv(constants.UAALoginOrgID)
+		defer os.Unsetenv(constants.UAALoginOrgName)
+	})
+
+	AfterEach(func() {
+		serverGoodData.Close()
+		serverBadData.Close()
+	})
+})
+
 func TestCompletionContext(t *testing.T) {
 	ctxK8s1 := &configtypes.Context{
 		Name:        "tkg1",