diff --git a/cliv2/cmd/cliv2/main.go b/cliv2/cmd/cliv2/main.go
index e34fcaa327..d47f86d760 100644
--- a/cliv2/cmd/cliv2/main.go
+++ b/cliv2/cmd/cliv2/main.go
@@ -352,7 +352,7 @@ func logHeaderAuthorizationInfo(
 
 	err := networkAccess.AddHeaders(apiRequest)
 	if err != nil {
-		return authorization, oauthEnabled, userAgent
+		debugLogger.Print(err)
 	}
 
 	authHeader := apiRequest.Header.Get("Authorization")
@@ -370,6 +370,8 @@ func logHeaderAuthorizationInfo(
 		token, err := auth.GetOAuthToken(config)
 		if token != nil && err == nil {
 			tokenDetails = fmt.Sprintf(" (type=oauth; expiry=%v)", token.Expiry.UTC())
+			temp := sha256.Sum256([]byte(token.AccessToken))
+			tokenShaSum = hex.EncodeToString(temp[0:16]) + "[...]"
 		}
 	}
 
diff --git a/cliv2/internal/proxy/proxy.go b/cliv2/internal/proxy/proxy.go
index 45ed797dec..7e6ce81095 100644
--- a/cliv2/internal/proxy/proxy.go
+++ b/cliv2/internal/proxy/proxy.go
@@ -13,11 +13,12 @@ import (
 
 	"github.com/google/uuid"
 
-	"github.com/snyk/cli/cliv2/internal/constants"
-	"github.com/snyk/cli/cliv2/internal/utils"
 	"github.com/snyk/go-application-framework/pkg/networking/certs"
 	"github.com/snyk/go-httpauth/pkg/httpauth"
 
+	"github.com/snyk/cli/cliv2/internal/constants"
+	"github.com/snyk/cli/cliv2/internal/utils"
+
 	"github.com/elazarl/goproxy"
 	"github.com/elazarl/goproxy/ext/auth"
 )
@@ -136,7 +137,7 @@ func (p *WrapperProxy) ProxyInfo() *ProxyInfo {
 func (p *WrapperProxy) replaceVersionHandler(r *http.Request, ctx *goproxy.ProxyCtx) (*http.Request, *http.Response) {
 	err := p.addHeaderFunc(r)
 	if err != nil {
-		p.DebugLogger.Printf("Failed to add header")
+		p.DebugLogger.Printf("Failed to add header: %s", err)
 	}
 
 	return r, nil