diff --git a/lib/datadog/core/telemetry/logging.rb b/lib/datadog/core/telemetry/logging.rb
index 174fc2fe21a..8fadeafb623 100644
--- a/lib/datadog/core/telemetry/logging.rb
+++ b/lib/datadog/core/telemetry/logging.rb
@@ -14,14 +14,20 @@ module Logging
 
         # Extract datadog stack trace from the exception
         module DatadogStackTrace
-          REGEX = %r{datadog-.*?/lib/datadog/}.freeze
+          # Typically, `lib` is under `#{gem_name}-#{version}/`
+          # but not the case when providing a bundler custom path in `Gemfile`
+          REGEX = %r{/lib/datadog/}.freeze
 
           def self.from(exception)
-            return unless exception.backtrace
+            backtrace = exception.backtrace
+
+            return unless backtrace
+            return if backtrace.empty?
 
             stack_trace = +''
-            (exception.backtrace || []).each do |line|
+            backtrace.each do |line|
               stack_trace << if line.match?(REGEX)
+                               # Removing host related information
                                line.sub(/^.*?(#{REGEX})/o, '\1') << ','
                              else
                                'REDACTED,'
diff --git a/spec/datadog/core/telemetry/logging_spec.rb b/spec/datadog/core/telemetry/logging_spec.rb
index ad811d742f6..880c7c90a71 100644
--- a/spec/datadog/core/telemetry/logging_spec.rb
+++ b/spec/datadog/core/telemetry/logging_spec.rb
@@ -144,7 +144,7 @@
 
       expect(result).to eq(
         [
-          'datadog-2.3.0.beta1/lib/datadog/core/telemetry/logging.rb:1 in `report`',
+          '/lib/datadog/core/telemetry/logging.rb:1 in `report`',
           'REDACTED',
           'REDACTED',
           'REDACTED'