diff --git a/src/CMakeLists.txt b/src/CMakeLists.txt
index 56f442fb..ce23735f 100644
--- a/src/CMakeLists.txt
+++ b/src/CMakeLists.txt
@@ -197,12 +197,15 @@ set(SOURCE_FILES
         controllers/highlights/HighlightBadge.hpp
         controllers/highlights/HighlightBlacklistModel.cpp
         controllers/highlights/HighlightBlacklistModel.hpp
+        controllers/highlights/HighlightCheck.hpp
         controllers/highlights/HighlightController.cpp
         controllers/highlights/HighlightController.hpp
         controllers/highlights/HighlightModel.cpp
         controllers/highlights/HighlightModel.hpp
         controllers/highlights/HighlightPhrase.cpp
         controllers/highlights/HighlightPhrase.hpp
+        controllers/highlights/HighlightResult.cpp
+        controllers/highlights/HighlightResult.hpp
         controllers/highlights/UserHighlightModel.cpp
         controllers/highlights/UserHighlightModel.hpp
 
diff --git a/src/controllers/highlights/HighlightCheck.hpp b/src/controllers/highlights/HighlightCheck.hpp
new file mode 100644
index 00000000..84997376
--- /dev/null
+++ b/src/controllers/highlights/HighlightCheck.hpp
@@ -0,0 +1,29 @@
+#pragma once
+
+#include "common/FlagsEnum.hpp"
+
+#include <cstdint>
+#include <functional>
+#include <optional>
+#include <vector>
+
+class QString;
+
+namespace chatterino {
+
+struct HighlightResult;
+struct MessageParseArgs;
+class Badge;
+
+enum class MessageFlag : std::int64_t;
+using MessageFlags = FlagsEnum<MessageFlag>;
+
+struct HighlightCheck {
+    using Checker = std::function<std::optional<HighlightResult>(
+        const MessageParseArgs &args, const std::vector<Badge> &badges,
+        const QString &senderName, const QString &originalMessage,
+        const MessageFlags &messageFlags, bool self)>;
+    Checker cb;
+};
+
+}  // namespace chatterino
diff --git a/src/controllers/highlights/HighlightController.cpp b/src/controllers/highlights/HighlightController.cpp
index 78d072a3..7275559b 100644
--- a/src/controllers/highlights/HighlightController.cpp
+++ b/src/controllers/highlights/HighlightController.cpp
@@ -4,13 +4,14 @@
 #include "common/QLogging.hpp"
 #include "controllers/accounts/AccountController.hpp"
 #include "controllers/highlights/HighlightBadge.hpp"
+#include "controllers/highlights/HighlightCheck.hpp"
 #include "controllers/highlights/HighlightPhrase.hpp"
+#include "controllers/highlights/HighlightResult.hpp"
 #include "messages/Message.hpp"
 #include "messages/MessageBuilder.hpp"
 #include "providers/colors/ColorProvider.hpp"
-#include "providers/twitch/TwitchAccount.hpp"
+#include "providers/twitch/TwitchAccount.hpp"  // IWYU pragma: keep
 #include "providers/twitch/TwitchBadge.hpp"
-#include "singletons/Paths.hpp"
 #include "singletons/Settings.hpp"
 
 namespace {
@@ -359,89 +360,6 @@ void rebuildBadgeHighlights(Settings &settings,
 
 namespace chatterino {
 
-HighlightResult::HighlightResult(bool _alert, bool _playSound,
-                                 std::optional<QUrl> _customSoundUrl,
-                                 std::shared_ptr<QColor> _color,
-                                 bool _showInMentions)
-    : alert(_alert)
-    , playSound(_playSound)
-    , customSoundUrl(std::move(_customSoundUrl))
-    , color(std::move(_color))
-    , showInMentions(_showInMentions)
-{
-}
-
-HighlightResult HighlightResult::emptyResult()
-{
-    return {
-        false, false, std::nullopt, nullptr, false,
-    };
-}
-
-bool HighlightResult::operator==(const HighlightResult &other) const
-{
-    if (this->alert != other.alert)
-    {
-        return false;
-    }
-    if (this->playSound != other.playSound)
-    {
-        return false;
-    }
-    if (this->customSoundUrl != other.customSoundUrl)
-    {
-        return false;
-    }
-
-    if (this->color && other.color)
-    {
-        if (*this->color != *other.color)
-        {
-            return false;
-        }
-    }
-
-    if (this->showInMentions != other.showInMentions)
-    {
-        return false;
-    }
-
-    return true;
-}
-
-bool HighlightResult::operator!=(const HighlightResult &other) const
-{
-    return !(*this == other);
-}
-
-bool HighlightResult::empty() const
-{
-    return !this->alert && !this->playSound &&
-           !this->customSoundUrl.has_value() && !this->color &&
-           !this->showInMentions;
-}
-
-bool HighlightResult::full() const
-{
-    return this->alert && this->playSound && this->customSoundUrl.has_value() &&
-           this->color && this->showInMentions;
-}
-
-std::ostream &operator<<(std::ostream &os, const HighlightResult &result)
-{
-    os << "Alert: " << (result.alert ? "Yes" : "No") << ", "
-       << "Play sound: " << (result.playSound ? "Yes" : "No") << " ("
-       << (result.customSoundUrl
-               ? result.customSoundUrl->toString().toStdString()
-               : "")
-       << ")"
-       << ", "
-       << "Color: " << (result.color ? result.color->name().toStdString() : "")
-       << ", "
-       << "Show in mentions: " << (result.showInMentions ? "Yes" : "No");
-    return os;
-}
-
 HighlightController::HighlightController(Settings &settings,
                                          AccountController *accounts)
 {
diff --git a/src/controllers/highlights/HighlightController.hpp b/src/controllers/highlights/HighlightController.hpp
index 488f628f..23536cef 100644
--- a/src/controllers/highlights/HighlightController.hpp
+++ b/src/controllers/highlights/HighlightController.hpp
@@ -1,7 +1,8 @@
 #pragma once
 
+#include "common/FlagsEnum.hpp"
 #include "common/UniqueAccess.hpp"
-#include "messages/MessageFlag.hpp"
+#include "controllers/highlights/HighlightCheck.hpp"
 #include "singletons/Settings.hpp"
 
 #include <boost/signals2/connection.hpp>
@@ -10,6 +11,7 @@
 #include <QColor>
 #include <QUrl>
 
+#include <cstdint>
 #include <functional>
 #include <memory>
 #include <optional>
@@ -20,68 +22,8 @@ namespace chatterino {
 class Badge;
 struct MessageParseArgs;
 class AccountController;
-
-struct HighlightResult {
-    HighlightResult(bool _alert, bool _playSound,
-                    std::optional<QUrl> _customSoundUrl,
-                    std::shared_ptr<QColor> _color, bool _showInMentions);
-
-    /**
-     * @brief Construct an empty HighlightResult with all side-effects disabled
-     **/
-    static HighlightResult emptyResult();
-
-    /**
-     * @brief true if highlight should trigger the taskbar to flash
-     **/
-    bool alert{false};
-
-    /**
-     * @brief true if highlight should play a notification sound
-     **/
-    bool playSound{false};
-
-    /**
-     * @brief Can be set to a different sound that should play when this highlight is activated
-     *
-     * May only be set if playSound is true
-     **/
-    std::optional<QUrl> customSoundUrl{};
-
-    /**
-     * @brief set if highlight should set a background color
-     **/
-    std::shared_ptr<QColor> color{};
-
-    /**
-     * @brief true if highlight should show message in the /mentions split
-     **/
-    bool showInMentions{false};
-
-    bool operator==(const HighlightResult &other) const;
-    bool operator!=(const HighlightResult &other) const;
-
-    /**
-     * @brief Returns true if no side-effect has been enabled
-     **/
-    [[nodiscard]] bool empty() const;
-
-    /**
-     * @brief Returns true if all side-effects have been enabled
-     **/
-    [[nodiscard]] bool full() const;
-
-    friend std::ostream &operator<<(std::ostream &os,
-                                    const HighlightResult &result);
-};
-
-struct HighlightCheck {
-    using Checker = std::function<std::optional<HighlightResult>(
-        const MessageParseArgs &args, const std::vector<Badge> &badges,
-        const QString &senderName, const QString &originalMessage,
-        const MessageFlags &messageFlags, bool self)>;
-    Checker cb;
-};
+enum class MessageFlag : std::int64_t;
+using MessageFlags = FlagsEnum<MessageFlag>;
 
 class HighlightController final
 {
diff --git a/src/controllers/highlights/HighlightResult.cpp b/src/controllers/highlights/HighlightResult.cpp
new file mode 100644
index 00000000..af219e5f
--- /dev/null
+++ b/src/controllers/highlights/HighlightResult.cpp
@@ -0,0 +1,88 @@
+#include "controllers/highlights/HighlightResult.hpp"
+
+namespace chatterino {
+
+HighlightResult::HighlightResult(bool _alert, bool _playSound,
+                                 std::optional<QUrl> _customSoundUrl,
+                                 std::shared_ptr<QColor> _color,
+                                 bool _showInMentions)
+    : alert(_alert)
+    , playSound(_playSound)
+    , customSoundUrl(std::move(_customSoundUrl))
+    , color(std::move(_color))
+    , showInMentions(_showInMentions)
+{
+}
+
+HighlightResult HighlightResult::emptyResult()
+{
+    return {
+        false, false, std::nullopt, nullptr, false,
+    };
+}
+
+bool HighlightResult::operator==(const HighlightResult &other) const
+{
+    if (this->alert != other.alert)
+    {
+        return false;
+    }
+    if (this->playSound != other.playSound)
+    {
+        return false;
+    }
+    if (this->customSoundUrl != other.customSoundUrl)
+    {
+        return false;
+    }
+
+    if (this->color && other.color)
+    {
+        if (*this->color != *other.color)
+        {
+            return false;
+        }
+    }
+
+    if (this->showInMentions != other.showInMentions)
+    {
+        return false;
+    }
+
+    return true;
+}
+
+bool HighlightResult::operator!=(const HighlightResult &other) const
+{
+    return !(*this == other);
+}
+
+bool HighlightResult::empty() const
+{
+    return !this->alert && !this->playSound &&
+           !this->customSoundUrl.has_value() && !this->color &&
+           !this->showInMentions;
+}
+
+bool HighlightResult::full() const
+{
+    return this->alert && this->playSound && this->customSoundUrl.has_value() &&
+           this->color && this->showInMentions;
+}
+
+std::ostream &operator<<(std::ostream &os, const HighlightResult &result)
+{
+    os << "Alert: " << (result.alert ? "Yes" : "No") << ", "
+       << "Play sound: " << (result.playSound ? "Yes" : "No") << " ("
+       << (result.customSoundUrl
+               ? result.customSoundUrl->toString().toStdString()
+               : "")
+       << ")"
+       << ", "
+       << "Color: " << (result.color ? result.color->name().toStdString() : "")
+       << ", "
+       << "Show in mentions: " << (result.showInMentions ? "Yes" : "No");
+    return os;
+}
+
+}  // namespace chatterino
diff --git a/src/controllers/highlights/HighlightResult.hpp b/src/controllers/highlights/HighlightResult.hpp
new file mode 100644
index 00000000..eb6a32d6
--- /dev/null
+++ b/src/controllers/highlights/HighlightResult.hpp
@@ -0,0 +1,66 @@
+#pragma once
+
+#include <QColor>
+#include <QUrl>
+
+#include <memory>
+#include <optional>
+#include <ostream>
+
+namespace chatterino {
+
+struct HighlightResult {
+    HighlightResult(bool _alert, bool _playSound,
+                    std::optional<QUrl> _customSoundUrl,
+                    std::shared_ptr<QColor> _color, bool _showInMentions);
+
+    /**
+     * @brief Construct an empty HighlightResult with all side-effects disabled
+     **/
+    static HighlightResult emptyResult();
+
+    /**
+     * @brief true if highlight should trigger the taskbar to flash
+     **/
+    bool alert{false};
+
+    /**
+     * @brief true if highlight should play a notification sound
+     **/
+    bool playSound{false};
+
+    /**
+     * @brief Can be set to a different sound that should play when this highlight is activated
+     *
+     * May only be set if playSound is true
+     **/
+    std::optional<QUrl> customSoundUrl{};
+
+    /**
+     * @brief set if highlight should set a background color
+     **/
+    std::shared_ptr<QColor> color{};
+
+    /**
+     * @brief true if highlight should show message in the /mentions split
+     **/
+    bool showInMentions{false};
+
+    bool operator==(const HighlightResult &other) const;
+    bool operator!=(const HighlightResult &other) const;
+
+    /**
+     * @brief Returns true if no side-effect has been enabled
+     **/
+    [[nodiscard]] bool empty() const;
+
+    /**
+     * @brief Returns true if all side-effects have been enabled
+     **/
+    [[nodiscard]] bool full() const;
+
+    friend std::ostream &operator<<(std::ostream &os,
+                                    const HighlightResult &result);
+};
+
+}  // namespace chatterino
diff --git a/src/messages/MessageBuilder.cpp b/src/messages/MessageBuilder.cpp
index 594d883b..8077c098 100644
--- a/src/messages/MessageBuilder.cpp
+++ b/src/messages/MessageBuilder.cpp
@@ -7,6 +7,7 @@
 #include "controllers/accounts/AccountController.hpp"
 #include "controllers/emotes/EmoteController.hpp"
 #include "controllers/highlights/HighlightController.hpp"
+#include "controllers/highlights/HighlightResult.hpp"
 #include "controllers/ignores/IgnoreController.hpp"
 #include "controllers/ignores/IgnorePhrase.hpp"
 #include "controllers/userdata/UserDataController.hpp"
diff --git a/src/providers/twitch/eventsub/Connection.cpp b/src/providers/twitch/eventsub/Connection.cpp
index f5474eb9..ab76cb4b 100644
--- a/src/providers/twitch/eventsub/Connection.cpp
+++ b/src/providers/twitch/eventsub/Connection.cpp
@@ -4,6 +4,7 @@
 #include "common/QLogging.hpp"
 #include "controllers/accounts/AccountController.hpp"
 #include "controllers/highlights/HighlightController.hpp"
+#include "controllers/highlights/HighlightResult.hpp"
 #include "messages/Message.hpp"
 #include "messages/MessageBuilder.hpp"
 #include "providers/twitch/eventsub/Controller.hpp"
diff --git a/tests/README.md b/tests/README.md
index f3c62c51..bbb93ae2 100644
--- a/tests/README.md
+++ b/tests/README.md
@@ -12,6 +12,8 @@ After you've built Chatterino, you can now run the tests with `ctest` or by manu
   We expect this to be listening to port 9050, you can launch it like this:
   `twitch-pubsub-server-test 127.0.0.1:9050`
 
+Alternatively, you can run the docker-compose defined in this file: `docker compose up` before you run the tests.
+
 # Modifying message building
 
 If you make a change that has to do with message building, there's a big chance that some of the snapshot tests will fail.
diff --git a/tests/docker-compose.yml b/tests/docker-compose.yml
new file mode 100644
index 00000000..a61cd5f0
--- /dev/null
+++ b/tests/docker-compose.yml
@@ -0,0 +1,14 @@
+services:
+  http-server:
+    restart: always
+    image: ghcr.io/kevinastone/httpbox:master
+    command: "--port 9051"
+    ports:
+      - "9051:9051"
+  pubsub-server:
+    restart: always
+    image: ghcr.io/chatterino/twitch-pubsub-server-test:latest
+    command: "./server 0.0.0.0:9050 0.0.0.0:9052"
+    ports:
+      - "9050:9050"
+      - "9052:9052"
diff --git a/tests/src/HighlightController.cpp b/tests/src/HighlightController.cpp
index d36713a9..4f9aee45 100644
--- a/tests/src/HighlightController.cpp
+++ b/tests/src/HighlightController.cpp
@@ -2,6 +2,7 @@
 
 #include "controllers/accounts/AccountController.hpp"
 #include "controllers/highlights/HighlightPhrase.hpp"
+#include "controllers/highlights/HighlightResult.hpp"
 #include "messages/MessageBuilder.hpp"  // for MessageParseArgs
 #include "mocks/BaseApplication.hpp"
 #include "mocks/Helix.hpp"