diff --git a/Sources/NIO/Embedded.swift b/Sources/NIO/Embedded.swift
index 42af3a0d..a0e6c915 100644
--- a/Sources/NIO/Embedded.swift
+++ b/Sources/NIO/Embedded.swift
@@ -57,8 +57,6 @@ public class EmbeddedEventLoop: EventLoop {
         return true
     }
 
-    var tasks = CircularBuffer<() -> Void>(initialRingCapacity: 2)
-
     public init() { }
 
     public func scheduleTask<T>(in: TimeAmount, _ task: @escaping () throws -> T) -> Scheduled<T> {
@@ -83,14 +81,12 @@ public class EmbeddedEventLoop: EventLoop {
     // at which point we run everything that's been submitted. Anything newly submitted
     // either gets on that train if it's still moving or waits until the next call to run().
     public func execute(_ task: @escaping () -> Void) {
-        tasks.append(task)
+        _ = self.scheduleTask(in: .nanoseconds(0), task)
     }
 
     public func run() {
-        // Execute all tasks that are currently enqueued.
-        while !tasks.isEmpty {
-            tasks.removeFirst()()
-        }
+        // Execute all tasks that are currently enqueued to be executed *now*.
+        self.advanceTime(by: .nanoseconds(0))
     }
 
     /// Runs the event loop and moves "time" forward by the given amount, running any scheduled
@@ -98,22 +94,26 @@ public class EmbeddedEventLoop: EventLoop {
     public func advanceTime(by: TimeAmount) {
         let newTime = self.now + UInt64(by.nanoseconds)
 
-        // First, run the event loop to dispatch any current work.
-        self.run()
-
         while let nextTask = self.scheduledTasks.peek() {
             guard nextTask.readyTime <= newTime else {
                 break
             }
 
-            // Set the time correctly before we call into user code, then
-            // call in. Once we've done that, spin the event loop in case any
-            // work was scheduled by the delayed task.
-            _ = self.scheduledTasks.pop()
-            self.now = nextTask.readyTime
-            nextTask.task()
+            // Now we want to grab all tasks that are ready to execute at the same
+            // time as the first.
+            var tasks = Array<EmbeddedScheduledTask>()
+            while let candidateTask = self.scheduledTasks.peek(), candidateTask.readyTime == nextTask.readyTime {
+                tasks.append(candidateTask)
+                _ = self.scheduledTasks.pop()
+            }
 
-            self.run()
+            // Set the time correctly before we call into user code, then
+            // call in for all tasks.
+            self.now = nextTask.readyTime
+
+            for task in tasks {
+                task.task()
+            }
         }
 
         // Finally ensure we got the time right.
@@ -132,7 +132,6 @@ public class EmbeddedEventLoop: EventLoop {
     }
 
     deinit {
-        precondition(tasks.isEmpty, "Embedded event loop freed with unexecuted tasks!")
         precondition(scheduledTasks.isEmpty, "Embedded event loop freed with unexecuted scheduled tasks!")
     }
 }
diff --git a/Tests/NIOTests/EmbeddedEventLoopTest+XCTest.swift b/Tests/NIOTests/EmbeddedEventLoopTest+XCTest.swift
index 0f945778..db6144a9 100644
--- a/Tests/NIOTests/EmbeddedEventLoopTest+XCTest.swift
+++ b/Tests/NIOTests/EmbeddedEventLoopTest+XCTest.swift
@@ -39,6 +39,7 @@ extension EmbeddedEventLoopTest {
                 ("testCancellingScheduledTasks", testCancellingScheduledTasks),
                 ("testScheduledTasksFuturesFire", testScheduledTasksFuturesFire),
                 ("testScheduledTasksFuturesError", testScheduledTasksFuturesError),
+                ("testTaskOrdering", testTaskOrdering),
            ]
    }
 }
diff --git a/Tests/NIOTests/EmbeddedEventLoopTest.swift b/Tests/NIOTests/EmbeddedEventLoopTest.swift
index 989c027a..a161f722 100644
--- a/Tests/NIOTests/EmbeddedEventLoopTest.swift
+++ b/Tests/NIOTests/EmbeddedEventLoopTest.swift
@@ -224,4 +224,91 @@ public class EmbeddedEventLoopTest: XCTestCase {
         loop.advanceTime(by: .nanoseconds(1))
         XCTAssertTrue(fired)
     }
+
+    func testTaskOrdering() {
+        // This test validates that the ordering of task firing on EmbeddedEventLoop via
+        // advanceTime(by:) is the same as on MultiThreadedEventLoopGroup: specifically, that tasks run via
+        // schedule that expire "now" all run at the same time, and that any work they schedule is run
+        // after all such tasks expire.
+        let loop = EmbeddedEventLoop()
+        var firstScheduled: Scheduled<Void>? = nil
+        var secondScheduled: Scheduled<Void>? = nil
+        var orderingCounter = 0
+
+        // Here's the setup. First, we'll set up two scheduled tasks to fire in 5 nanoseconds. Each of these
+        // will attempt to cancel the other, whichever fires first. Additionally, each will execute{} a single
+        // callback. Then we'll execute {} one other callback. Finally we'll schedule a task for 10ns, before
+        // we advance time. The ordering should be as follows:
+        //
+        // 1. The task executed by execute {} from this function.
+        // 2. One of the first scheduled tasks.
+        // 3. The other first scheduled task  (note that the cancellation will fail).
+        // 4. One of the execute {} callbacks from a scheduled task.
+        // 5. The other execute {} callbacks from the scheduled task.
+        // 6. The 10ns task.
+        //
+        // To validate the ordering, we'll use a counter.
+
+        func delayedExecute() {
+            // The acceptable value for the delayed execute callbacks is 3 or 4.
+            XCTAssertTrue(orderingCounter == 3 || orderingCounter == 4, "Invalid counter value \(orderingCounter)")
+            orderingCounter += 1
+        }
+
+        firstScheduled = loop.scheduleTask(in: .nanoseconds(5)) {
+            firstScheduled = nil
+
+            let expected: Int
+            if let partner = secondScheduled {
+                // Ok, this callback fired first. Cancel the other, then set the expected current
+                // counter value to 1.
+                partner.cancel()
+                expected = 1
+            } else {
+                // This callback fired second.
+                expected = 2
+            }
+
+            XCTAssertEqual(orderingCounter, expected)
+            orderingCounter = expected + 1
+            loop.execute(delayedExecute)
+        }
+
+        secondScheduled = loop.scheduleTask(in: .nanoseconds(5)) {
+            secondScheduled = nil
+
+            let expected: Int
+            if let partner = firstScheduled {
+                // Ok, this callback fired first. Cancel the other, then set the expected current
+                // counter value to 1.
+                partner.cancel()
+                expected = 1
+            } else {
+                // This callback fired second.
+                expected = 2
+            }
+
+            XCTAssertEqual(orderingCounter, expected)
+            orderingCounter = expected + 1
+            loop.execute(delayedExecute)
+        }
+
+        // Ok, now we set one more task to execute.
+        loop.execute {
+            XCTAssertEqual(orderingCounter, 0)
+            orderingCounter = 1
+        }
+
+        // Finally schedule a task for 10ns.
+        loop.scheduleTask(in: .nanoseconds(10)) {
+            XCTAssertEqual(orderingCounter, 5)
+            orderingCounter = 6
+        }
+
+        // Now we advance time by 10ns.
+        loop.advanceTime(by: .nanoseconds(10))
+
+        // Now the final value should be 6.
+        XCTAssertEqual(orderingCounter, 6)
+    }
 }