diff --git a/core/src/main/java/com/amplitude/core/platform/Mediator.kt b/core/src/main/java/com/amplitude/core/platform/Mediator.kt
index 57a6bcf4..5fae5d8a 100644
--- a/core/src/main/java/com/amplitude/core/platform/Mediator.kt
+++ b/core/src/main/java/com/amplitude/core/platform/Mediator.kt
@@ -4,17 +4,18 @@ import com.amplitude.core.events.BaseEvent
 import com.amplitude.core.events.GroupIdentifyEvent
 import com.amplitude.core.events.IdentifyEvent
 import com.amplitude.core.events.RevenueEvent
+import java.util.concurrent.CopyOnWriteArrayList
 
-internal class Mediator(internal val plugins: MutableList<Plugin>) {
-    fun add(plugin: Plugin) = synchronized(plugins) {
+internal class Mediator(
+    private val plugins: CopyOnWriteArrayList<Plugin> = CopyOnWriteArrayList()
+) {
+    fun add(plugin: Plugin) {
         plugins.add(plugin)
     }
 
-    fun remove(plugin: Plugin) = synchronized(plugins) {
-        plugins.removeAll { it === plugin }
-    }
+    fun remove(plugin: Plugin) = plugins.removeAll { it === plugin }
 
-    fun execute(event: BaseEvent): BaseEvent? = synchronized(plugins) {
+    fun execute(event: BaseEvent): BaseEvent? {
         var result: BaseEvent? = event
 
         plugins.forEach { plugin ->
@@ -53,9 +54,14 @@ internal class Mediator(internal val plugins: MutableList<Plugin>) {
         return result
     }
 
-    fun applyClosure(closure: (Plugin) -> Unit) = synchronized(plugins) {
+    fun applyClosure(closure: (Plugin) -> Unit) {
         plugins.forEach {
             closure(it)
         }
     }
+
+    /**
+     * Only visible for testing
+     */
+    internal fun size() = plugins.size
 }
diff --git a/core/src/main/java/com/amplitude/core/platform/Timeline.kt b/core/src/main/java/com/amplitude/core/platform/Timeline.kt
index 2afcce78..b47b19d5 100644
--- a/core/src/main/java/com/amplitude/core/platform/Timeline.kt
+++ b/core/src/main/java/com/amplitude/core/platform/Timeline.kt
@@ -5,10 +5,10 @@ import com.amplitude.core.events.BaseEvent
 
 open class Timeline {
     internal val plugins: Map<Plugin.Type, Mediator> = mapOf(
-        Plugin.Type.Before to Mediator(mutableListOf()),
-        Plugin.Type.Enrichment to Mediator(mutableListOf()),
-        Plugin.Type.Destination to Mediator(mutableListOf()),
-        Plugin.Type.Utility to Mediator(mutableListOf())
+        Plugin.Type.Before to Mediator(),
+        Plugin.Type.Enrichment to Mediator(),
+        Plugin.Type.Destination to Mediator(),
+        Plugin.Type.Utility to Mediator()
     )
     lateinit var amplitude: Amplitude
 
diff --git a/core/src/test/kotlin/com/amplitude/core/AmplitudeTest.kt b/core/src/test/kotlin/com/amplitude/core/AmplitudeTest.kt
index 03f795a5..7f93799d 100644
--- a/core/src/test/kotlin/com/amplitude/core/AmplitudeTest.kt
+++ b/core/src/test/kotlin/com/amplitude/core/AmplitudeTest.kt
@@ -316,10 +316,10 @@ internal class AmplitudeTest {
                 override lateinit var amplitude: Amplitude
             }
             amplitude.add(middleware)
-            amplitude.timeline.plugins[Plugin.Type.Enrichment]?.plugins?.let {
+            amplitude.timeline.plugins[Plugin.Type.Enrichment]?.size()?.let {
                 assertEquals(
                     2,
-                    it.size
+                    it
                 )
             } ?: fail()
         }
@@ -332,10 +332,10 @@ internal class AmplitudeTest {
             }
             amplitude.add(middleware)
             amplitude.remove(middleware)
-            amplitude.timeline.plugins[Plugin.Type.Enrichment]?.plugins?.let {
+            amplitude.timeline.plugins[Plugin.Type.Enrichment]?.size()?.let {
                 assertEquals(
                     1, // SegmentLog is the other added at startup
-                    it.size
+                    it
                 )
             } ?: fail()
         }
diff --git a/core/src/test/kotlin/com/amplitude/core/platform/MediatorTest.kt b/core/src/test/kotlin/com/amplitude/core/platform/MediatorTest.kt
new file mode 100644
index 00000000..0993939f
--- /dev/null
+++ b/core/src/test/kotlin/com/amplitude/core/platform/MediatorTest.kt
@@ -0,0 +1,94 @@
+package com.amplitude.core.platform
+
+import org.junit.jupiter.api.Assertions.assertEquals
+import org.junit.jupiter.api.Test
+import org.junit.jupiter.api.Timeout
+import java.util.concurrent.CopyOnWriteArrayList
+import java.util.concurrent.CountDownLatch
+import java.util.concurrent.TimeUnit
+import java.util.concurrent.atomic.AtomicInteger
+import kotlin.concurrent.thread
+
+class MediatorTest {
+    private val mediator = Mediator(CopyOnWriteArrayList())
+
+    /**
+     * Fake [DestinationPlugin] that does work on [flush] for 1 second
+     */
+    private class FakeDestinationPlugin : DestinationPlugin() {
+        var amountOfWorkDone = AtomicInteger()
+
+        override fun flush() {
+            super.flush()
+            Thread.sleep(1_000)
+            amountOfWorkDone.incrementAndGet()
+        }
+    }
+
+    @Test
+    @Timeout(3, unit = TimeUnit.SECONDS)
+    fun `call flush twice on two destination plugins`() {
+        val fakeDestinationPlugins = List(2) { FakeDestinationPlugin() }
+        fakeDestinationPlugins.forEach {
+            mediator.add(it)
+        }
+
+        // simulate 2 threads executing flush on 2 different DestinationPlugins
+        val work = {
+            mediator.applyClosure {
+                (it as EventPlugin).flush()
+            }
+        }
+        val t1 = thread {
+            work()
+        }
+        val t2 = thread {
+            work()
+        }
+        t1.join()
+        t2.join()
+
+        fakeDestinationPlugins.forEach {
+            assertEquals(2, it.amountOfWorkDone.get())
+        }
+    }
+
+    @Test
+    @Timeout(5, unit = TimeUnit.SECONDS)
+    fun `flush, add a new plugin, and flush again on two destination plugins`() {
+        val fakeDestinationPlugin1 = FakeDestinationPlugin()
+        val fakeDestinationPlugin2 = FakeDestinationPlugin()
+
+        mediator.add(fakeDestinationPlugin1)
+
+        val work = {
+            mediator.applyClosure {
+                (it as EventPlugin).flush()
+            }
+        }
+
+        // flush and add
+        val latch = CountDownLatch(2)
+        val t1 = thread {
+            work()
+            latch.countDown()
+        }
+        val t2 = thread {
+            // add plugin 2, work() should catch up with the newly added plugin
+            mediator.add(fakeDestinationPlugin2)
+            latch.countDown()
+        }
+        latch.await()
+
+        // flush again
+        val t3 = thread {
+            work()
+        }
+        t1.join()
+        t2.join()
+        t3.join()
+
+        assertEquals(2, fakeDestinationPlugin1.amountOfWorkDone.get())
+        assertEquals(2, fakeDestinationPlugin2.amountOfWorkDone.get())
+    }
+}