diff --git a/cliv2/cmd/cliv2/main.go b/cliv2/cmd/cliv2/main.go
index 9ef7bee4fa..67eca31c9f 100644
--- a/cliv2/cmd/cliv2/main.go
+++ b/cliv2/cmd/cliv2/main.go
@@ -447,7 +447,9 @@ func displayError(err error, userInterface ui.UserInterface, config configuratio
 			}
 
 			uiError := userInterface.OutputError(err)
-			globalLogger.Err(uiError).Msg("ui failed show error")
+			if uiError != nil {
+				globalLogger.Err(uiError).Msg("ui failed to show error")
+			}
 		}
 	}
 }
@@ -573,6 +575,9 @@ func MainWithErrorCode() int {
 		cliAnalytics.GetInstrumentation().SetStatus(analytics.Failure)
 	}
 
+	// cleanup resources in use
+	basic_workflows.Cleanup()
+
 	return exitCode
 }
 
diff --git a/cliv2/internal/cliv2/cliv2.go b/cliv2/internal/cliv2/cliv2.go
index a965acf323..020e9cbddf 100644
--- a/cliv2/internal/cliv2/cliv2.go
+++ b/cliv2/internal/cliv2/cliv2.go
@@ -13,9 +13,12 @@ import (
 	"os"
 	"os/exec"
 	"path"
+	"path/filepath"
 	"regexp"
 	"slices"
+	"strconv"
 	"strings"
+	"syscall"
 	"time"
 
 	"github.com/gofrs/flock"
@@ -135,6 +138,16 @@ func (c *CLI) Init() (err error) {
 }
 
 func (c *CLI) ClearCache() error {
+	err := c.clearVersionFolders()
+	if err != nil {
+		return err
+	}
+
+	err = c.clearTemporaryProcessFolders()
+	return err
+}
+
+func (c *CLI) clearVersionFolders() error {
 	// Get files in directory
 	fileInfo, err := os.ReadDir(c.CacheDirectory)
 	if err != nil {
@@ -163,6 +176,58 @@ func (c *CLI) ClearCache() error {
 	return nil
 }
 
+func (c *CLI) clearTemporaryProcessFolders() error {
+	// clean up the tmp dir of the current version
+	maxConsecutiveDeletes := 5
+	deleteCount := 0
+	tempDir := filepath.Dir(c.GetTempDir())
+	fileInfo, err := os.ReadDir(tempDir)
+	if err != nil {
+		return err
+	}
+
+	// cleanup tmp files related to a non-existing process
+	processTempPattern := regexp.MustCompile("pid([0-9]*)")
+	for _, file := range fileInfo {
+		currentPath := path.Join(tempDir, file.Name())
+		matches := processTempPattern.FindStringSubmatch(file.Name())
+		if len(matches) == 2 {
+			processFound := true
+			pid, localError := strconv.Atoi(matches[1])
+			if localError != nil {
+				continue
+			}
+
+			p, localError := os.FindProcess(pid)
+			if localError != nil {
+				processFound = false
+			}
+
+			if p != nil {
+				localError = p.Signal(syscall.Signal(0))
+				if localError != nil {
+					processFound = false
+				}
+			}
+
+			if !processFound {
+				deleteCount++
+				err = os.RemoveAll(currentPath)
+				if err != nil {
+					c.DebugLogger.Println("Error deleting temporary files: ", currentPath)
+				}
+			}
+		}
+
+		// Stop the loop after 5 deletions to not create too much overhead
+		if deleteCount == maxConsecutiveDeletes {
+			break
+		}
+	}
+
+	return nil
+}
+
 func (c *CLI) AppendEnvironmentVariables(env []string) {
 	c.env = append(c.env, env...)
 }
@@ -210,6 +275,10 @@ func (c *CLI) GetBinaryLocation() string {
 	return c.v1BinaryLocation
 }
 
+func (c *CLI) GetTempDir() string {
+	return local_utils.GetTemporaryDirectory(c.CacheDirectory, cliv1.CLIV1Version())
+}
+
 func (c *CLI) printVersion() {
 	_, _ = fmt.Fprintln(c.stdout, GetFullVersion())
 }
diff --git a/cliv2/internal/cliv2/cliv2_test.go b/cliv2/internal/cliv2/cliv2_test.go
index 875263c10c..fd752b882e 100644
--- a/cliv2/internal/cliv2/cliv2_test.go
+++ b/cliv2/internal/cliv2/cliv2_test.go
@@ -8,6 +8,7 @@ import (
 	"os"
 	"os/exec"
 	"path"
+	"path/filepath"
 	"runtime"
 	"sort"
 	"testing"
@@ -410,11 +411,16 @@ func Test_clearCache(t *testing.T) {
 	lockfile := path.Join(cli.CacheDirectory, "v1.914.0.lock")
 	randomFile := path.Join(versionNoV, "filename")
 	currentVersion := cli.GetBinaryLocation()
+	tempDir := filepath.Dir(cli.GetTempDir())
+	oldProcessTempDir := path.Join(tempDir, "pid123")
+	oldProcessTempDirFile := path.Join(oldProcessTempDir, "bla.txt")
 
-	_ = os.Mkdir(versionWithV, 0755)
-	_ = os.Mkdir(versionNoV, 0755)
-	_ = os.WriteFile(randomFile, []byte("Writing some strings"), 0666)
-	_ = os.WriteFile(lockfile, []byte("Writing some strings"), 0666)
+	assert.NoError(t, os.Mkdir(versionWithV, 0755))
+	assert.NoError(t, os.Mkdir(versionNoV, 0755))
+	assert.NoError(t, os.Mkdir(oldProcessTempDir, 0755))
+	assert.NoError(t, os.WriteFile(randomFile, []byte("Writing some strings"), 0666))
+	assert.NoError(t, os.WriteFile(lockfile, []byte("Writing some strings"), 0666))
+	assert.NoError(t, os.WriteFile(oldProcessTempDirFile, []byte("Writing some strings"), 0666))
 
 	// clear cache
 	err := cli.ClearCache()
@@ -424,9 +430,11 @@ func Test_clearCache(t *testing.T) {
 	assert.NoDirExists(t, versionWithV)
 	assert.NoDirExists(t, versionNoV)
 	assert.NoFileExists(t, randomFile)
+	assert.NoFileExists(t, oldProcessTempDirFile)
 	// check if directories that need to exist still exist
 	assert.FileExists(t, currentVersion)
 	assert.FileExists(t, lockfile)
+	assert.DirExists(t, cli.GetTempDir())
 }
 
 func Test_clearCacheBigCache(t *testing.T) {
diff --git a/cliv2/internal/utils/directories.go b/cliv2/internal/utils/directories.go
index 6764d20735..bc6a5a598c 100644
--- a/cliv2/internal/utils/directories.go
+++ b/cliv2/internal/utils/directories.go
@@ -1,6 +1,7 @@
 package utils
 
 import (
+	"fmt"
 	"os"
 	"path"
 
@@ -15,7 +16,8 @@ const CACHEDIR_PERMISSION = 0755
 // |- Temp directory (example: /Users/username/Library/Caches/snyk/snyk-cli/1.1075.0/tmp/)
 
 func GetTemporaryDirectory(baseCacheDirectory string, versionNumber string) string {
-	return path.Join(GetVersionCacheDirectory(baseCacheDirectory, versionNumber), "tmp")
+	pid := os.Getpid()
+	return path.Join(GetVersionCacheDirectory(baseCacheDirectory, versionNumber), "tmp", fmt.Sprintf("pid%d", pid))
 }
 
 func GetVersionCacheDirectory(baseCacheDirectory string, versionNumber string) string {
diff --git a/cliv2/pkg/basic_workflows/legacycli.go b/cliv2/pkg/basic_workflows/legacycli.go
index 3ed93af28f..dc3b71a440 100644
--- a/cliv2/pkg/basic_workflows/legacycli.go
+++ b/cliv2/pkg/basic_workflows/legacycli.go
@@ -5,8 +5,10 @@ import (
 	"bytes"
 	"net/http"
 	"os"
+	"sync"
 
 	"github.com/pkg/errors"
+	"github.com/rs/zerolog"
 	"github.com/snyk/go-application-framework/pkg/auth"
 	"github.com/snyk/go-application-framework/pkg/configuration"
 	"github.com/snyk/go-application-framework/pkg/logging"
@@ -23,6 +25,9 @@ import (
 var WORKFLOWID_LEGACY_CLI workflow.Identifier = workflow.NewWorkflowIdentifier("legacycli")
 var DATATYPEID_LEGACY_CLI_STDOUT workflow.Identifier = workflow.NewTypeIdentifier(WORKFLOWID_LEGACY_CLI, "stdout")
 
+var proxySingleton *proxy.WrapperProxy
+var proxyMutex sync.Mutex
+
 const (
 	PROXY_NOAUTH string = "proxy-noauth"
 )
@@ -132,12 +137,10 @@ func legacycliWorkflow(
 		cli.SetIoStreams(os.Stdin, os.Stdout, scrubbedStderr)
 	}
 
-	// init proxy object
-	wrapperProxy, err := proxy.NewWrapperProxy(config, cliv2.GetFullVersion(), debugLogger)
+	wrapperProxy, err := getProxyInstance(config, debugLogger)
 	if err != nil {
-		return output, errors.Wrap(err, "Failed to create proxy!")
+		return output, err
 	}
-	defer wrapperProxy.Close()
 
 	wrapperProxy.SetUpstreamProxyAuthentication(proxyAuthenticationMechanism)
 
@@ -175,3 +178,28 @@ func legacycliWorkflow(
 
 	return output, err
 }
+
+func Cleanup() {
+	proxyMutex.Lock()
+	defer proxyMutex.Unlock()
+	if proxySingleton != nil {
+		proxySingleton.Close()
+		proxySingleton = nil
+	}
+}
+
+func getProxyInstance(config configuration.Configuration, debugLogger *zerolog.Logger) (*proxy.WrapperProxy, error) {
+	var err error
+	proxyMutex.Lock()
+	defer proxyMutex.Unlock()
+
+	if proxySingleton == nil {
+		// init proxy object
+		proxySingleton, err = proxy.NewWrapperProxy(config, cliv2.GetFullVersion(), debugLogger)
+		if err != nil {
+			return nil, errors.Wrap(err, "Failed to create proxy!")
+		}
+	}
+
+	return proxySingleton, nil
+}