diff --git a/build/distributed/udevrules/99-bloom.rules b/build/distributed/udevrules/99-bloom.rules
index fac15820..89ecd75d 100644
--- a/build/distributed/udevrules/99-bloom.rules
+++ b/build/distributed/udevrules/99-bloom.rules
@@ -33,4 +33,7 @@ ACTION=="add", ATTR{idVendor}=="03eb", ATTR{idProduct}=="2180", MODE="0666"
 # WCH-LinkE
 ACTION=="add", ATTR{idVendor}=="1a86", ATTR{idProduct}=="8010", MODE="0666"
 
+# WCH-LinkE IAP mode
+ACTION=="add", ATTR{idVendor}=="4348", ATTR{idProduct}=="55e0", MODE="0666"
+
 LABEL="bloom_end"
diff --git a/src/DebugToolDrivers/USB/UsbDevice.cpp b/src/DebugToolDrivers/USB/UsbDevice.cpp
index 8cf1a7c6..5a96e5d6 100644
--- a/src/DebugToolDrivers/USB/UsbDevice.cpp
+++ b/src/DebugToolDrivers/USB/UsbDevice.cpp
@@ -2,6 +2,7 @@
 
 #include <libusb-1.0/libusb.h>
 #include <array>
+#include <thread>
 
 #include "src/Logger/Logger.hpp"
 #include "src/Services/StringService.hpp"
@@ -25,6 +26,10 @@ namespace Usb
         }
     }
 
+    UsbDevice::~UsbDevice() {
+        this->close();
+    }
+
     void UsbDevice::init() {
 //        ::libusb_set_option(this->libusbContext, LIBUSB_OPTION_LOG_LEVEL, LIBUSB_LOG_LEVEL_NONE);
         auto devices = this->findMatchingDevices(this->vendorId, this->productId);
@@ -102,6 +107,32 @@ namespace Usb
         }
     }
 
+    std::optional<UsbDevice> UsbDevice::tryDevice(std::uint16_t vendorId, std::uint16_t productId) {
+        auto device = UsbDevice{vendorId, productId};
+
+        try {
+            device.init();
+
+        } catch (const DeviceNotFound&) {
+            return std::nullopt;
+        }
+
+        return device;
+    }
+
+    bool UsbDevice::waitForDevice(std::uint16_t vendorId, std::uint16_t productId, std::chrono::milliseconds timeout) {
+        static constexpr auto DELAY = std::chrono::milliseconds{50};
+        for (auto i = 0; (i * DELAY) <= timeout; ++i){
+            if (!UsbDevice::findMatchingDevices(vendorId, productId).empty()) {
+                return true;
+            }
+
+            std::this_thread::sleep_for(DELAY);
+        }
+
+        return false;
+    }
+
     std::uint8_t UsbDevice::getFirstEndpointAddress(
         std::uint8_t interfaceNumber,
         ::libusb_endpoint_direction direction
@@ -152,7 +183,7 @@ namespace Usb
     std::vector<LibusbDevice> UsbDevice::findMatchingDevices(std::uint16_t vendorId, std::uint16_t productId) {
         ::libusb_device** devices = nullptr;
         ::libusb_device* device;
-        std::vector<LibusbDevice> matchedDevices;
+        auto matchedDevices = std::vector<LibusbDevice>{};
 
         auto libusbStatusCode = ::libusb_get_device_list(UsbDevice::libusbContext.get(), &devices);
         if (libusbStatusCode < 0) {
@@ -163,7 +194,7 @@ namespace Usb
 
         ssize_t i = 0;
         while ((device = devices[i++]) != nullptr) {
-            auto libusbDevice = LibusbDevice(device, ::libusb_unref_device);
+            auto libusbDevice = LibusbDevice{device, ::libusb_unref_device};
             struct ::libusb_device_descriptor desc = {};
 
             if ((libusbStatusCode = ::libusb_get_device_descriptor(device, &desc)) < 0) {
@@ -221,8 +252,4 @@ namespace Usb
         this->libusbDeviceHandle.reset();
         this->libusbDevice.reset();
     }
-
-    UsbDevice::~UsbDevice() {
-        this->close();
-    }
 }
diff --git a/src/DebugToolDrivers/USB/UsbDevice.hpp b/src/DebugToolDrivers/USB/UsbDevice.hpp
index c3e07044..9267b5e4 100644
--- a/src/DebugToolDrivers/USB/UsbDevice.hpp
+++ b/src/DebugToolDrivers/USB/UsbDevice.hpp
@@ -5,6 +5,7 @@
 #include <vector>
 #include <optional>
 #include <libusb-1.0/libusb.h>
+#include <chrono>
 
 #include "src/DebugToolDrivers/DebugTool.hpp"
 
@@ -18,10 +19,16 @@ namespace Usb
     class UsbDevice
     {
     public:
+        static inline LibusbContext libusbContext = {nullptr, ::libusb_exit};
+
+        LibusbDevice libusbDevice = {nullptr, ::libusb_unref_device};
+        LibusbDeviceHandle libusbDeviceHandle = {nullptr, ::libusb_close};
+
         std::uint16_t vendorId;
         std::uint16_t productId;
 
         UsbDevice(std::uint16_t vendorId, std::uint16_t productId);
+        virtual ~UsbDevice();
 
         UsbDevice(const UsbDevice& other) = delete;
         UsbDevice& operator = (const UsbDevice& other) = delete;
@@ -61,20 +68,13 @@ namespace Usb
          */
         virtual void setConfiguration(std::uint8_t configurationIndex);
 
-        virtual ~UsbDevice();
+        static std::optional<UsbDevice> tryDevice(std::uint16_t vendorId, std::uint16_t productId);
+        static bool waitForDevice(std::uint16_t vendorId, std::uint16_t productId, std::chrono::milliseconds timeout);
 
     protected:
-        static inline LibusbContext libusbContext = {nullptr, ::libusb_exit};
-
-        LibusbDevice libusbDevice = {nullptr, ::libusb_unref_device};
-        LibusbDeviceHandle libusbDeviceHandle = {nullptr, ::libusb_close};
-
-        std::vector<LibusbDevice> findMatchingDevices(std::uint16_t vendorId, std::uint16_t productId);
-
+        static std::vector<LibusbDevice> findMatchingDevices(std::uint16_t vendorId, std::uint16_t productId);
         LibusbConfigDescriptor getConfigDescriptor(std::optional<std::uint8_t> configurationIndex = std::nullopt);
-
         void detachKernelDriverFromInterface(std::uint8_t interfaceNumber);
-
         void close();
     };
 }
diff --git a/src/DebugToolDrivers/USB/UsbInterface.cpp b/src/DebugToolDrivers/USB/UsbInterface.cpp
index 45aeb935..bf65e41e 100644
--- a/src/DebugToolDrivers/USB/UsbInterface.cpp
+++ b/src/DebugToolDrivers/USB/UsbInterface.cpp
@@ -20,6 +20,10 @@ namespace Usb
         , deviceHandle(deviceHandle)
     {}
 
+    UsbInterface::~UsbInterface() {
+        this->close();
+    }
+
     void UsbInterface::init() {
         Logger::debug("Claiming USB interface (number: " + std::to_string(this->interfaceNumber) + ")");
 
@@ -37,12 +41,14 @@ namespace Usb
     void UsbInterface::close() {
         if (this->claimed) {
             const auto statusCode = ::libusb_release_interface(this->deviceHandle, this->interfaceNumber);
-            if (statusCode != 0) {
+            if (statusCode != 0 && statusCode != ::LIBUSB_ERROR_NO_DEVICE) {
                 Logger::error(
                     "Failed to release USB interface (number: " + std::to_string(this->interfaceNumber)
                         + ") - error code: " + std::to_string(statusCode)
                 );
             }
+
+            this->claimed = false;
         }
     }
 
diff --git a/src/DebugToolDrivers/USB/UsbInterface.hpp b/src/DebugToolDrivers/USB/UsbInterface.hpp
index 2ced6497..073fb01b 100644
--- a/src/DebugToolDrivers/USB/UsbInterface.hpp
+++ b/src/DebugToolDrivers/USB/UsbInterface.hpp
@@ -23,6 +23,8 @@ namespace Usb
             ::libusb_device_handle* deviceHandle
         );
 
+        ~UsbInterface();
+
         UsbInterface(const UsbInterface& other) = delete;
         UsbInterface& operator = (const UsbInterface& other) = delete;
 
diff --git a/src/DebugToolDrivers/WCH/WchLinkBase.cpp b/src/DebugToolDrivers/WCH/WchLinkBase.cpp
index c3395885..b76f5767 100644
--- a/src/DebugToolDrivers/WCH/WchLinkBase.cpp
+++ b/src/DebugToolDrivers/WCH/WchLinkBase.cpp
@@ -1,7 +1,10 @@
 #include "WchLinkBase.hpp"
 
+#include <chrono>
+
 #include "Protocols/WchLink/WchLinkInterface.hpp"
 
+#include "src/TargetController/Exceptions/DeviceNotFound.hpp"
 #include "src/TargetController/Exceptions/DeviceInitializationFailure.hpp"
 
 #include "src/Logger/Logger.hpp"
@@ -15,16 +18,49 @@ namespace DebugToolDrivers::Wch
         WchLinkVariant variant,
         std::uint16_t vendorId,
         std::uint16_t productId,
+        std::uint16_t iapVendorId,
+        std::uint16_t iapProductId,
         std::uint8_t wchLinkUsbInterfaceNumber
     )
         : UsbDevice(vendorId, productId)
         , toolConfig(WchLinkToolConfig{toolConfig})
+        , iapVendorId(iapVendorId)
+        , iapProductId(iapProductId)
         , variant(variant)
         , wchLinkUsbInterfaceNumber(wchLinkUsbInterfaceNumber)
     {}
 
     void WchLinkBase::init() {
-        UsbDevice::init();
+        using Exceptions::DeviceNotFound;
+
+        try {
+            UsbDevice::init();
+
+        } catch (const DeviceNotFound& exception) {
+            auto iapDevice = Usb::UsbDevice::tryDevice(this->iapVendorId, this->iapProductId);
+
+            if (!iapDevice.has_value()) {
+                throw exception;
+            }
+
+            if (!this->toolConfig.exitIapMode) {
+                throw DeviceInitializationFailure{
+                    "Device found in IAP mode - Bloom can have the device exit this mode - see the 'exit_iap_mode' "
+                        "tool config parameter, for more"
+                };
+            }
+
+            Logger::warning("Found device in IAP mode - attempting exit operation");
+            this->exitIapMode(*iapDevice);
+
+            Logger::info("Waiting for device to re-enumerate...");
+            if (!Usb::UsbDevice::waitForDevice(this->vendorId, this->productId, std::chrono::seconds{8})) {
+                throw DeviceInitializationFailure{"Timeout exceeded whilst waiting for device to re-enumerate"};
+            }
+
+            Logger::info("Re-enumerated device found - IAP exit operation was successful");
+            UsbDevice::init();
+        }
 
         this->detachKernelDriverFromInterface(this->wchLinkUsbInterfaceNumber);
 
@@ -93,4 +129,15 @@ namespace DebugToolDrivers::Wch
 
         return *(this->cachedDeviceInfo);
     }
+
+    void WchLinkBase::exitIapMode(UsbDevice& iapDevice) const {
+        static constexpr auto IAP_INTERFACE_NUMBER = std::uint8_t{0};
+        static constexpr auto IAP_COMMAND_ENDPOINT_ADDRESS = std::uint8_t{0x02};
+
+        auto interface = Usb::UsbInterface{IAP_INTERFACE_NUMBER, iapDevice.libusbDeviceHandle.get()};
+        interface.init();
+
+        static constexpr auto COMMAND_BUFFER = std::to_array<unsigned char>({0x83});
+        interface.writeBulk(IAP_COMMAND_ENDPOINT_ADDRESS, COMMAND_BUFFER, 64);
+    }
 }
diff --git a/src/DebugToolDrivers/WCH/WchLinkBase.hpp b/src/DebugToolDrivers/WCH/WchLinkBase.hpp
index 340b7237..82c1fcbe 100644
--- a/src/DebugToolDrivers/WCH/WchLinkBase.hpp
+++ b/src/DebugToolDrivers/WCH/WchLinkBase.hpp
@@ -30,6 +30,8 @@ namespace DebugToolDrivers::Wch
             WchLinkVariant variant,
             std::uint16_t vendorId,
             std::uint16_t productId,
+            std::uint16_t iapVendorId,
+            std::uint16_t iapProductId,
             std::uint8_t wchLinkUsbInterfaceNumber
         );
 
@@ -50,6 +52,9 @@ namespace DebugToolDrivers::Wch
 
     protected:
         WchLinkToolConfig toolConfig;
+        std::uint16_t iapVendorId;
+        std::uint16_t iapProductId;
+
         bool initialised = false;
 
         WchLinkVariant variant;
@@ -62,5 +67,6 @@ namespace DebugToolDrivers::Wch
         mutable std::optional<DeviceInfo> cachedDeviceInfo = std::nullopt;
 
         const DeviceInfo& getDeviceInfo() const;
+        void exitIapMode(Usb::UsbDevice& iapDevice) const;
     };
 }
diff --git a/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.cpp b/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.cpp
index 8af678e6..062c469c 100644
--- a/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.cpp
+++ b/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.cpp
@@ -8,6 +8,8 @@ namespace DebugToolDrivers::Wch
             WchLinkVariant::LINK_E_CH32V307,
             WchLinkE::USB_VENDOR_ID,
             WchLinkE::USB_PRODUCT_ID,
+            WchLinkE::IAP_USB_VENDOR_ID,
+            WchLinkE::IAP_USB_PRODUCT_ID,
             WchLinkE::WCH_LINK_INTERFACE_NUMBER
         )
     {}
diff --git a/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.hpp b/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.hpp
index 66267a6b..b50ee221 100644
--- a/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.hpp
+++ b/src/DebugToolDrivers/WCH/WchLinkE/WchLinkE.hpp
@@ -21,6 +21,8 @@ namespace DebugToolDrivers::Wch
     public:
         static const inline std::uint16_t USB_VENDOR_ID = 0x1a86;
         static const inline std::uint16_t USB_PRODUCT_ID = 0x8010;
+        static const inline std::uint16_t IAP_USB_VENDOR_ID = 0x4348;
+        static const inline std::uint16_t IAP_USB_PRODUCT_ID = 0x55e0;
         static const inline std::uint8_t WCH_LINK_INTERFACE_NUMBER = 0;
 
         explicit WchLinkE(const DebugToolConfig& toolConfig);
diff --git a/src/DebugToolDrivers/WCH/WchLinkToolConfig.cpp b/src/DebugToolDrivers/WCH/WchLinkToolConfig.cpp
index 42c70a8b..e1081801 100644
--- a/src/DebugToolDrivers/WCH/WchLinkToolConfig.cpp
+++ b/src/DebugToolDrivers/WCH/WchLinkToolConfig.cpp
@@ -7,6 +7,10 @@ namespace DebugToolDrivers::Wch
     {
         const auto& toolNode = toolConfig.toolNode;
 
+        if (toolNode["exit_iap_mode"]) {
+            this->exitIapMode = toolNode["exit_iap_mode"].as<bool>(this->exitIapMode);
+        }
+
         if (toolNode["riscv_debug_translator"]) {
             this->riscVDebugTranslatorConfig = ::DebugToolDrivers::Protocols::RiscVDebugSpec::DebugTranslatorConfig{
                 toolNode["riscv_debug_translator"]
diff --git a/src/DebugToolDrivers/WCH/WchLinkToolConfig.hpp b/src/DebugToolDrivers/WCH/WchLinkToolConfig.hpp
index 2ce70a99..94684f2f 100644
--- a/src/DebugToolDrivers/WCH/WchLinkToolConfig.hpp
+++ b/src/DebugToolDrivers/WCH/WchLinkToolConfig.hpp
@@ -12,7 +12,7 @@ namespace DebugToolDrivers::Wch
      */
     struct WchLinkToolConfig: public DebugToolConfig
     {
-    public:
+        bool exitIapMode = true;
         ::DebugToolDrivers::Protocols::RiscVDebugSpec::DebugTranslatorConfig riscVDebugTranslatorConfig = {};
 
         explicit WchLinkToolConfig(const DebugToolConfig& toolConfig);