diff --git a/Sources/ZcashLightClientKit/Block/Processor/CompactBlockDownload.swift b/Sources/ZcashLightClientKit/Block/Processor/CompactBlockDownload.swift
index 58eefb02..db6cd260 100644
--- a/Sources/ZcashLightClientKit/Block/Processor/CompactBlockDownload.swift
+++ b/Sources/ZcashLightClientKit/Block/Processor/CompactBlockDownload.swift
@@ -29,6 +29,7 @@ extension CompactBlockProcessor {
             guard let latestHeight = targetHeightInternal else {
                 throw LightWalletServiceError.generalError(message: "missing target height on compactBlockStreamDownload")
             }
+            try Task.checkCancellation()
             let latestDownloaded = try await storage.latestHeightAsync()
             let startHeight = max(startHeight ?? BlockHeight.empty(), latestDownloaded)
 
@@ -38,6 +39,7 @@ extension CompactBlockProcessor {
             )
             
             for try await zcashCompactBlock in stream {
+                try Task.checkCancellation()
                 buffer.append(zcashCompactBlock)
                 if buffer.count >= blockBufferSize {
                     // TODO: writeAsync doesn't make sense here, awaiting it or calling blocking API have the same result and impact
diff --git a/Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1807500.json b/Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1807500.json
new file mode 100644
index 00000000..902d00ec
--- /dev/null
+++ b/Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1807500.json
@@ -0,0 +1,8 @@
+{
+  "network": "main",
+  "height": "1807500",
+  "hash": "0000000000b92234ffe6efd360a2fb1528e2f5cf891a54e58a9b83cd6c513ad9",
+  "time": 1663095814,
+  "saplingTree": "0146b9cd1dc80b44c19108d53ecf72b5bacd405e8ed5c8038c413ad2d7bf9f486201fb61737c80f0c3816ddc487ff9ba360c60b1663151cbd07c08dd8c09c648760d190177aa27c08a1ff4754710984f2f94c5a101a10f57eb6ad49f7b1df47f7e8a5730014c0fb4e36c1b7968082d0355f318a67e265e5a5533ffcc01b939e4bf1779841b000000019315fe44f132446949cd9ea1f34ec20f32c0dd0ba4f732e563c040c692fd5d49010e6b6ae8956bd722b0f5e3f355adfc7c9b6a39542c07fb0bcd317d0eff8d99080001382db97fabb726a88e7a7baab050a1c9169d2142a9ce0b7f3022349acf74981a0175d44cdd04e213c2d95fb281f96fc7d734c65be70a77b7aa4fef8a4b6fb2475b015fe654f11132fc9c133b46dbbf19b0113cc45715f52dfd3282ede76f6880740c01d14f83f0fd7d09f4f52c8ae9d39c63b57c59a37666d211b9a2deb290808c02720001701df279d9a2270a82379486df546fafeaeb831993cde1cd9e5c9cb17be5191f01cc6ae86e9147b0b1c3f5fb32fb7acc012b4cb4384a1a1331ae3c2324a804483e00017fb2e2890b05355ba797af2f77e38cab3e8ec1623d29a912bdd0dc4a78cf554a0001de17a599d0c6d73eaf1a5939e95af4427f75b89f703749e00d853cce3d6af84f00014f6313837ed19d2b480ec531529fb6b425006f2c1d981077640be21627659410018c2d6adea2ad4faf20eccfc2c2a2c59192fb53d3204b3a2757f1c247dadec16b0001c5d9822e7aa76d3a758e8dc25ffd8b8c9d4051c66fb92fd7aa263905e238920e0139af7ec003ac4e37c263bab5642fcc4ec294a1e328ff025832eec45239041f6e",
+  "orchardTree": "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"
+}
diff --git a/Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1810000.json b/Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1810000.json
new file mode 100644
index 00000000..e1edd90b
--- /dev/null
+++ b/Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1810000.json
@@ -0,0 +1,8 @@
+{
+  "network": "main",
+  "height": "1810000",
+  "hash": "0000000000bdf01be068ff1f0b21b8b266f839b31ed066b72888b67f672c9800",
+  "time": 1663283618,
+  "saplingTree": "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",
+  "orchardTree": "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"
+}
diff --git a/Tests/DarksideTests/SynchronizerTests.swift b/Tests/DarksideTests/SynchronizerTests.swift
new file mode 100644
index 00000000..d12c3fc1
--- /dev/null
+++ b/Tests/DarksideTests/SynchronizerTests.swift
@@ -0,0 +1,128 @@
+//
+//  SynchronizerTests.swift
+//  DarksideTests
+//
+//  Created by Francisco Gindre on 9/16/22.
+//
+
+import XCTest
+@testable import TestUtils
+@testable import ZcashLightClientKit
+
+// swiftlint:disable implicitly_unwrapped_optional force_unwrapping type_body_length
+final class SynchronizerTests: XCTestCase {
+
+    // TODO: Parameterize this from environment?
+    // swiftlint:disable:next line_length
+    var seedPhrase = "still champion voice habit trend flight survey between bitter process artefact blind carbon truly provide dizzy crush flush breeze blouse charge solid fish spread"
+
+    // TODO: Parameterize this from environment
+    let testRecipientAddress = "zs17mg40levjezevuhdp5pqrd52zere7r7vrjgdwn5sj4xsqtm20euwahv9anxmwr3y3kmwuz8k55a"
+
+    let sendAmount = Zatoshi(1000)
+    var birthday: BlockHeight = 663150
+    let defaultLatestHeight: BlockHeight = 663175
+    var coordinator: TestCoordinator!
+    var syncedExpectation = XCTestExpectation(description: "synced")
+    var sentTransactionExpectation = XCTestExpectation(description: "sent")
+    var expectedReorgHeight: BlockHeight = 665188
+    var expectedRewindHeight: BlockHeight = 665188
+    var reorgExpectation = XCTestExpectation(description: "reorg")
+    let branchID = "2bb40e60"
+    let chainName = "main"
+    let network = DarksideWalletDNetwork()
+
+    override func setUpWithError() throws {
+        try super.setUpWithError()
+        coordinator = try TestCoordinator(
+            seed: seedPhrase,
+            walletBirthday: birthday + 50, //don't use an exact birthday, users never do.
+            channelProvider: ChannelProvider(),
+            network: network
+        )
+        try coordinator.reset(saplingActivation: 663150, branchID: self.branchID, chainName: self.chainName)
+    }
+
+    override func tearDownWithError() throws {
+        try super.tearDownWithError()
+        NotificationCenter.default.removeObserver(self)
+        try coordinator.stop()
+        try? FileManager.default.removeItem(at: coordinator.databases.cacheDB)
+        try? FileManager.default.removeItem(at: coordinator.databases.dataDB)
+        try? FileManager.default.removeItem(at: coordinator.databases.pendingDB)
+    }
+
+    @objc func handleReorg(_ notification: Notification) {
+        guard
+            let reorgHeight = notification.userInfo?[CompactBlockProcessorNotificationKey.reorgHeight] as? BlockHeight,
+            let rewindHeight = notification.userInfo?[CompactBlockProcessorNotificationKey.rewindHeight] as? BlockHeight
+        else {
+            XCTFail("empty reorg notification")
+            return
+        }
+
+        logger!.debug("--- REORG DETECTED \(reorgHeight)--- RewindHeight: \(rewindHeight)", file: #file, function: #function, line: #line)
+
+        XCTAssertEqual(reorgHeight, expectedReorgHeight)
+        reorgExpectation.fulfill()
+    }
+
+    func testSynchronizerStops() throws {
+        hookToReOrgNotification()
+
+        /*
+        1. create fake chain
+        */
+        let fullSyncLength = 100_000
+
+        try FakeChainBuilder.buildChain(darksideWallet: coordinator.service, branchID: branchID, chainName: chainName, length: fullSyncLength)
+
+        try coordinator.applyStaged(blockheight: birthday + fullSyncLength)
+
+        sleep(10)
+
+        let syncStoppedExpectation = XCTestExpectation(description: "SynchronizerStopped Expectation")
+        syncStoppedExpectation.subscribe(to: .synchronizerStopped, object: nil)
+
+        let processorStoppedExpectation = XCTestExpectation(description: "ProcessorStopped Expectation")
+        processorStoppedExpectation.subscribe(to: .blockProcessorStopped, object: nil)
+
+        /*
+        sync to latest height
+        */
+        try coordinator.sync(completion: { _ in
+            XCTFail("Sync should have stopped")
+        }, error: { error in
+            _ = try? self.coordinator.stop()
+
+            guard let testError = error else {
+                XCTFail("failed with nil error")
+                return
+            }
+            XCTFail("Failed with error: \(testError)")
+        })
+
+        DispatchQueue.main.asyncAfter(deadline: .now() + 5) {
+            self.coordinator.synchronizer.stop()
+        }
+
+        wait(for: [processorStoppedExpectation,syncStoppedExpectation], timeout: 6, enforceOrder: true)
+
+        XCTAssertEqual(coordinator.synchronizer.status, .stopped)
+        XCTAssertEqual(coordinator.synchronizer.blockProcessor.state.getState(), .stopped)
+    }
+
+    func handleError(_ error: Error?) {
+        _ = try? coordinator.stop()
+        guard let testError = error else {
+            XCTFail("failed with nil error")
+            return
+        }
+        XCTFail("Failed with error: \(testError)")
+    }
+
+    func hookToReOrgNotification() {
+        NotificationCenter.default.addObserver(self, selector: #selector(handleReorg(_:)), name: .blockProcessorHandledReOrg, object: nil)
+
+    }
+}
diff --git a/ZcashLightClientKit.podspec b/ZcashLightClientKit.podspec
index 9f9c6728..6b23ca6c 100644
--- a/ZcashLightClientKit.podspec
+++ b/ZcashLightClientKit.podspec
@@ -1,6 +1,6 @@
 Pod::Spec.new do |s|
     s.name             = 'ZcashLightClientKit'
-    s.version          = '0.16.9-beta'
+    s.version          = '0.16.10-beta'
     s.summary          = 'Zcash Light Client wallet SDK for iOS'
   
     s.description      = <<-DESC
diff --git a/changelog.md b/changelog.md
index 935b6aec..eacab72e 100644
--- a/changelog.md
+++ b/changelog.md
@@ -1,3 +1,25 @@
+# 0.16.10-beta
+- [#532] [0.16.x-beta] Download does not stop correctly
+    
+Issue Reported:
+
+When the synchronizer is stopped, the processor does not cancel
+the download correctly. Then when attempting to resume sync, the
+synchronizer is not on `.stopped` and can't be resumed
+
+this doesn't appear to happen in `master` branch that uses
+structured concurrency for operations.
+
+Fix:
+This commit makes sure that the download streamer checks cancelation
+before processing any block, or getting called back to report progress
+
+Checkpoints added:
+Mainnet
+````
+Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1807500.json
+Sources/ZcashLightClientKit/Resources/checkpoints/mainnet/1810000.json
+````
 # 0.16.9-beta
 Checkpoints added:
 Mainnet