diff --git a/dd-smoke-tests/log-injection/src/test/groovy/datadog/smoketest/LogInjectionSmokeTest.groovy b/dd-smoke-tests/log-injection/src/test/groovy/datadog/smoketest/LogInjectionSmokeTest.groovy
index ae1a1de83f7..a490ccc3d26 100644
--- a/dd-smoke-tests/log-injection/src/test/groovy/datadog/smoketest/LogInjectionSmokeTest.groovy
+++ b/dd-smoke-tests/log-injection/src/test/groovy/datadog/smoketest/LogInjectionSmokeTest.groovy
@@ -347,6 +347,54 @@ abstract class LogInjectionSmokeTest extends AbstractSmokeTest {
     return logEvent[key]
   }
 
+  /**
+   * Like {@link AbstractSmokeTest#waitForTraceCount} but checks process liveness on every poll
+   * iteration and dumps diagnostic state on failure, so CI failures produce actionable output
+   * instead of a bare "Condition not satisfied" after a 30s timeout.
+   */
+  int waitForTraceCountAlive(int count) {
+    try {
+      defaultPoll.eventually {
+        if (traceDecodingFailure != null) {
+          throw traceDecodingFailure
+        }
+        if (testedProcess != null && !testedProcess.isAlive()) {
+          def lastLines = tailProcessLog(20)
+          throw new AssertionError(
+            "Process exited with code ${testedProcess.exitValue()} while waiting for ${count} traces " +
+            "(received ${traceCount.get()}, RC polls: ${rcClientMessages.size()}).\n" +
+            "Last process output:\n${lastLines}")
+        }
+        assert traceCount.get() >= count
+      }
+    } catch (Throwable e) {
+      if (e instanceof AssertionError && e.message?.startsWith("Process exited")) {
+        throw e // Already enriched — don't wrap again
+      }
+      // The default error ("Condition not satisfied after 30s") is useless — enrich with diagnostic state
+      def alive = testedProcess?.isAlive()
+      def lastLines = tailProcessLog(30)
+      throw new AssertionError(
+        "Timed out waiting for ${count} traces after ${defaultPoll.timeout}s. " +
+        "traceCount=${traceCount.get()}, process.alive=${alive}, " +
+        "RC polls received: ${rcClientMessages.size()}.\n" +
+        "Last process output:\n${lastLines}", e)
+    }
+    traceCount.get()
+  }
+
+  private String tailProcessLog(int lines) {
+    try {
+      def logFile = new File(logFilePath)
+      if (!logFile.exists()) return "(log file does not exist: ${logFilePath})"
+      def allLines = logFile.readLines()
+      def tail = allLines.size() > lines ? allLines[-lines..-1] : allLines
+      return tail.join("\n")
+    } catch (Exception e) {
+      return "(failed to read log: ${e.message})"
+    }
+  }
+
   def parseTraceFromStdOut( String line ) {
     if (line == null) {
       throw new IllegalArgumentException("Line is null")
@@ -365,7 +413,7 @@ abstract class LogInjectionSmokeTest extends AbstractSmokeTest {
   @Flaky(condition = () -> JavaVirtualMachine.isIbm8() || JavaVirtualMachine.isOracleJDK8())
   def "check raw file injection"() {
     when:
-    def count = waitForTraceCount(2)
+    def count = waitForTraceCountAlive(2)
 
     def newConfig = """
         {"lib_config":
@@ -374,14 +422,15 @@ abstract class LogInjectionSmokeTest extends AbstractSmokeTest {
      """.toString()
     setRemoteConfig("datadog/2/APM_TRACING/config_overrides/config", newConfig)
 
-    count = waitForTraceCount(3)
+    count = waitForTraceCountAlive(3)
 
     setRemoteConfig("datadog/2/APM_TRACING/config_overrides/config", """{"lib_config":{}}""".toString())
 
-    testedProcess.waitFor(TIMEOUT_SECS, SECONDS)
-    def exitValue = testedProcess.exitValue()
+    // Wait for all 4 traces before waiting for process exit to ensure trace delivery is confirmed
+    count = waitForTraceCountAlive(4)
 
-    count = waitForTraceCount(4)
+    assert testedProcess.waitFor(TIMEOUT_SECS, SECONDS) : "Process did not exit within ${TIMEOUT_SECS}s"
+    def exitValue = testedProcess.exitValue()
 
     def logLines = outputLogFile.readLines()
     println "log lines: " + logLines