diff --git a/API/pom.xml b/API/pom.xml
index 20295bc..1d9bac2 100644
--- a/API/pom.xml
+++ b/API/pom.xml
@@ -105,6 +105,20 @@
             <scope>compile</scope>
         </dependency>
 
+        <!-- Error Reporting & Metrics -->
+        <dependency>
+            <groupId>io.sentry</groupId>
+            <artifactId>sentry-spring-boot-starter-jakarta</artifactId>
+            <version>8.0.0-alpha.4</version>
+            <scope>compile</scope>
+        </dependency>
+        <dependency>
+            <groupId>org.questdb</groupId>
+            <artifactId>questdb</artifactId>
+            <version>8.1.1</version>
+            <scope>compile</scope>
+        </dependency>
+
         <dependency>
             <groupId>com.konghq</groupId>
             <artifactId>unirest-java-core</artifactId>
diff --git a/API/src/main/java/me/braydon/tether/common/IOperatingSystemMXBean.java b/API/src/main/java/me/braydon/tether/common/IOperatingSystemMXBean.java
new file mode 100644
index 0000000..7bfa319
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/common/IOperatingSystemMXBean.java
@@ -0,0 +1,16 @@
+package me.braydon.tether.common;
+
+/**
+ * @author Braydon
+ */
+public interface IOperatingSystemMXBean {
+    /**
+     * Get the system's CPU usage for the entire system.
+     * If the value is 0.0, all cores are idle. If the
+     * value is 1.0, all cores were 100% utilized. If
+     * the value is negative, the usage is not available.
+     *
+     * @return the system cpu load
+     */
+    double getSystemCpuLoad();
+}
\ No newline at end of file
diff --git a/API/src/main/java/me/braydon/tether/common/IPUtils.java b/API/src/main/java/me/braydon/tether/common/IPUtils.java
new file mode 100644
index 0000000..a2cf100
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/common/IPUtils.java
@@ -0,0 +1,44 @@
+package me.braydon.tether.common;
+
+import jakarta.servlet.http.HttpServletRequest;
+import lombok.NonNull;
+import lombok.experimental.UtilityClass;
+
+/**
+ * @author Braydon
+ */
+@UtilityClass
+public final class IPUtils {
+    private static final String[] IP_HEADERS = new String[] {
+            "CF-Connecting-IP",
+            "X-Forwarded-For"
+    };
+
+    /**
+     * Get the real IP from the given request.
+     *
+     * @param request the request
+     * @return the real IP
+     */
+    @NonNull
+    public static String getRealIp(@NonNull HttpServletRequest request) {
+        String ip = request.getRemoteAddr();
+        for (String headerName : IP_HEADERS) {
+            String header = request.getHeader(headerName);
+            if (header == null) {
+                continue;
+            }
+            if (!header.contains(",")) { // Handle single IP
+                ip = header;
+                break;
+            }
+            // Handle multiple IPs
+            String[] ips = header.split(",");
+            for (String ipHeader : ips) {
+                ip = ipHeader;
+                break;
+            }
+        }
+        return ip;
+    }
+}
diff --git a/API/src/main/java/me/braydon/tether/log/RequestLogger.java b/API/src/main/java/me/braydon/tether/log/RequestLogger.java
index 83d8067..d2d6158 100644
--- a/API/src/main/java/me/braydon/tether/log/RequestLogger.java
+++ b/API/src/main/java/me/braydon/tether/log/RequestLogger.java
@@ -5,6 +5,9 @@ import jakarta.servlet.http.HttpServletResponse;
 import lombok.NonNull;
 import lombok.extern.slf4j.Slf4j;
 import me.braydon.tether.common.IPUtils;
+import me.braydon.tether.metric.impl.RequestsMetric;
+import me.braydon.tether.service.MetricsService;
+import org.springframework.beans.factory.annotation.Autowired;
 import org.springframework.core.MethodParameter;
 import org.springframework.http.MediaType;
 import org.springframework.http.converter.HttpMessageConverter;
@@ -24,11 +27,21 @@ import org.springframework.web.servlet.mvc.method.annotation.ResponseBodyAdvice;
 @ControllerAdvice
 @Slf4j(topic = "Req/Res Transaction")
 public class RequestLogger implements ResponseBodyAdvice<Object> {
+    /**
+     * The metrics service to use.
+     */
+    @NonNull private final MetricsService metricsService;
+
+    @Autowired
+    public RequestLogger(@NonNull MetricsService metricsService) {
+        this.metricsService = metricsService;
+    }
+
     @Override
     public boolean supports(@NonNull MethodParameter returnType, @NonNull Class<? extends HttpMessageConverter<?>> converterType) {
         return true;
     }
-    
+
     @Override
     public Object beforeBodyWrite(Object body, @NonNull MethodParameter returnType, @NonNull MediaType selectedContentType,
                                   @NonNull Class<? extends HttpMessageConverter<?>> selectedConverterType,
@@ -36,6 +49,11 @@ public class RequestLogger implements ResponseBodyAdvice<Object> {
         HttpServletRequest request = ((ServletServerHttpRequest) rawRequest).getServletRequest();
         HttpServletResponse response = ((ServletServerHttpResponse) rawResponse).getServletResponse();
 
+        // Metrics
+        if (metricsService.isEnabled()) {
+            RequestsMetric.incrementCodeCount(response.getStatus());
+        }
+
         // Get the request ip ip
         String ip = IPUtils.getRealIp(request);
 
diff --git a/API/src/main/java/me/braydon/tether/metric/Metric.java b/API/src/main/java/me/braydon/tether/metric/Metric.java
new file mode 100644
index 0000000..c8675c4
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/metric/Metric.java
@@ -0,0 +1,41 @@
+package me.braydon.tether.metric;
+
+import io.questdb.client.Sender;
+import lombok.Getter;
+import lombok.NonNull;
+import lombok.RequiredArgsConstructor;
+import lombok.Setter;
+import me.braydon.tether.common.EnvironmentUtils;
+
+/**
+ * @author Braydon
+ */
+@RequiredArgsConstructor @Setter @Getter
+public abstract class Metric {
+    /**
+     * The interval (in millis) at which
+     * this metric should be tracked.
+     * <p>
+     * If the interval is -1, it will not
+     * be automatically tracked.
+     * </p>
+     */
+    private final long interval;
+
+    /**
+     * The unix time of when this metric was last tracked.
+     */
+    private long lastTrack;
+
+    @NonNull
+    public static Sender applyEnvColumn(@NonNull Sender sender) {
+        return sender.stringColumn("env", EnvironmentUtils.isProduction() ? "production" : "staging");
+    }
+
+    /**
+     * Track this metric.
+     *
+     * @param sender the sender to use
+     */
+    public abstract void track(@NonNull Sender sender);
+}
\ No newline at end of file
diff --git a/API/src/main/java/me/braydon/tether/metric/impl/AppStatisticsMetric.java b/API/src/main/java/me/braydon/tether/metric/impl/AppStatisticsMetric.java
new file mode 100644
index 0000000..3f3a720
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/metric/impl/AppStatisticsMetric.java
@@ -0,0 +1,56 @@
+package me.braydon.tether.metric.impl;
+
+import io.questdb.client.Sender;
+import lombok.NonNull;
+import lombok.extern.log4j.Log4j2;
+import me.braydon.tether.common.IOperatingSystemMXBean;
+import me.braydon.tether.metric.Metric;
+
+import javax.management.JMX;
+import javax.management.ObjectName;
+import java.lang.management.ManagementFactory;
+import java.util.concurrent.TimeUnit;
+
+/**
+ * This metric is responsible for tracking
+ * the statistics of this application.
+ *
+ * @author Braydon
+ */
+@Log4j2(topic = "App Statistics Collector")
+public final class AppStatisticsMetric extends Metric {
+    /**
+     * The JMX to use for getting the system's CPU load, if available.
+     */
+    private IOperatingSystemMXBean jmx;
+
+    public AppStatisticsMetric() {
+        super(TimeUnit.SECONDS.toMillis(10L));
+        try {
+            jmx = JMX.newMXBeanProxy(
+                    ManagementFactory.getPlatformMBeanServer(),
+                    ObjectName.getInstance("java.lang:type=OperatingSystem"),
+                    IOperatingSystemMXBean.class
+            );
+        } catch (Exception ex) {
+            log.error("OperatingSystemMXBean is not supported by the system, the system CPU usage won't be collected", ex);
+        }
+    }
+
+    /**
+     * Track this metric.
+     *
+     * @param sender the sender to use
+     */
+    @Override
+    public void track(@NonNull Sender sender) {
+        Runtime runtime = Runtime.getRuntime();
+        applyEnvColumn(sender.table("app-statistics")
+                .doubleColumn("systemCpu", jmx.getSystemCpuLoad() * 100D)
+                .longColumn("usedMemory", (runtime.totalMemory() - runtime.freeMemory()) / (1024 * 1024))
+                .longColumn("freeMemory", runtime.freeMemory() / (1024 * 1024))
+                .longColumn("totalMemory", runtime.maxMemory() / (1024 * 1024))
+                .longColumn("uptime", ManagementFactory.getRuntimeMXBean().getUptime()))
+                .atNow();
+    }
+}
\ No newline at end of file
diff --git a/API/src/main/java/me/braydon/tether/metric/impl/RequestsMetric.java b/API/src/main/java/me/braydon/tether/metric/impl/RequestsMetric.java
new file mode 100644
index 0000000..b6baae5
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/metric/impl/RequestsMetric.java
@@ -0,0 +1,48 @@
+package me.braydon.tether.metric.impl;
+
+import io.questdb.client.Sender;
+import lombok.NonNull;
+import me.braydon.tether.metric.Metric;
+
+import java.util.HashMap;
+import java.util.Map;
+import java.util.concurrent.TimeUnit;
+
+/**
+ * @author Braydon
+ */
+public final class RequestsMetric extends Metric {
+    private static final Map<Integer, Integer> codeCounts = new HashMap<>();
+
+    public RequestsMetric() {
+        super(TimeUnit.SECONDS.toMillis(10L));
+    }
+
+    /**
+     * Increment the request
+     * count for the given code.
+     *
+     * @param code the request code
+     */
+    public static void incrementCodeCount(int code) {
+        codeCounts.merge(code, 1, Integer::sum);
+    }
+
+    /**
+     * Track this metric.
+     *
+     * @param sender the sender to use
+     */
+    @Override
+    public void track(@NonNull Sender sender) {
+        if (codeCounts.isEmpty()) {
+            return;
+        }
+        sender = applyEnvColumn(sender.table("requests"));
+        for (Map.Entry<Integer, Integer> entry : codeCounts.entrySet()) {
+            sender.longColumn(String.valueOf(entry.getKey()), entry.getValue());
+        }
+        sender.atNow();
+        codeCounts.clear();
+    }
+}
\ No newline at end of file
diff --git a/API/src/main/java/me/braydon/tether/metric/impl/TrackedUsersMetric.java b/API/src/main/java/me/braydon/tether/metric/impl/TrackedUsersMetric.java
new file mode 100644
index 0000000..93697e3
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/metric/impl/TrackedUsersMetric.java
@@ -0,0 +1,49 @@
+package me.braydon.tether.metric.impl;
+
+import io.questdb.client.Sender;
+import lombok.NonNull;
+import me.braydon.tether.metric.Metric;
+import me.braydon.tether.service.DiscordService;
+
+import java.util.concurrent.TimeUnit;
+
+/**
+ * @author Braydon
+ */
+public final class TrackedUsersMetric extends Metric {
+    /**
+     * The amount of recently watched users.
+     */
+    private static int recentlyWatchedUsers;
+
+    /**
+     * The Discord service to use.
+     */
+    @NonNull private final DiscordService discordService;
+
+    public TrackedUsersMetric(@NonNull DiscordService discordService) {
+        super(TimeUnit.SECONDS.toMillis(10L));
+        this.discordService = discordService;
+    }
+
+    /**
+     * Increment the amount of recently watched users.
+     */
+    public static void incrementRecentlyWatchedUsers() {
+        recentlyWatchedUsers++;
+    }
+
+    /**
+     * Track this metric.
+     *
+     * @param sender the sender to use
+     */
+    @Override
+    public void track(@NonNull Sender sender) {
+        applyEnvColumn(sender.table("tracked-users")
+                .longColumn("current", discordService.getTrackedUsers())
+                .longColumn("recent", recentlyWatchedUsers))
+                .atNow();
+        recentlyWatchedUsers = 0;
+    }
+}
\ No newline at end of file
diff --git a/API/src/main/java/me/braydon/tether/metric/impl/UserLookupTimingsMetric.java b/API/src/main/java/me/braydon/tether/metric/impl/UserLookupTimingsMetric.java
new file mode 100644
index 0000000..f2947a8
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/metric/impl/UserLookupTimingsMetric.java
@@ -0,0 +1,37 @@
+package me.braydon.tether.metric.impl;
+
+import io.questdb.client.Sender;
+import lombok.NonNull;
+import me.braydon.tether.metric.Metric;
+
+/**
+ * @author Braydon
+ */
+public final class UserLookupTimingsMetric extends Metric {
+    private static Sender sender;
+
+    public UserLookupTimingsMetric(@NonNull Sender sender) {
+        super(-1);
+        UserLookupTimingsMetric.sender = sender;
+    }
+
+    /**
+     * Track this metric.
+     *
+     * @param timings the timings
+     */
+    public static void track(long timings) {
+        applyEnvColumn(sender.table("timings")
+                .stringColumn("type", "user-lookup")
+                .longColumn("value", timings))
+                .atNow();
+    }
+
+    /**
+     * Track this metric.
+     *
+     * @param sender the sender to use
+     */
+    @Override
+    public void track(@NonNull Sender sender) {}
+}
\ No newline at end of file
diff --git a/API/src/main/java/me/braydon/tether/service/DiscordService.java b/API/src/main/java/me/braydon/tether/service/DiscordService.java
index 81d3382..f8888ad 100644
--- a/API/src/main/java/me/braydon/tether/service/DiscordService.java
+++ b/API/src/main/java/me/braydon/tether/service/DiscordService.java
@@ -14,6 +14,8 @@ import lombok.extern.log4j.Log4j2;
 import me.braydon.tether.exception.impl.BadRequestException;
 import me.braydon.tether.exception.impl.ResourceNotFoundException;
 import me.braydon.tether.exception.impl.ServiceUnavailableException;
+import me.braydon.tether.metric.impl.TrackedUsersMetric;
+import me.braydon.tether.metric.impl.UserLookupTimingsMetric;
 import me.braydon.tether.model.response.DiscordUserResponse;
 import me.braydon.tether.model.user.CachedDiscordUser;
 import me.braydon.tether.model.user.DiscordUser;
@@ -23,9 +25,12 @@ import net.dv8tion.jda.api.entities.Activity;
 import net.dv8tion.jda.api.entities.Guild;
 import net.dv8tion.jda.api.entities.Member;
 import net.dv8tion.jda.api.entities.SelfUser;
+import net.dv8tion.jda.api.events.guild.member.GuildMemberJoinEvent;
 import net.dv8tion.jda.api.exceptions.ErrorResponseException;
+import net.dv8tion.jda.api.hooks.ListenerAdapter;
 import net.dv8tion.jda.api.requests.GatewayIntent;
 import net.dv8tion.jda.api.utils.cache.CacheFlag;
+import org.jetbrains.annotations.NotNull;
 import org.springframework.beans.factory.annotation.Value;
 import org.springframework.http.HttpHeaders;
 import org.springframework.stereotype.Service;
@@ -40,7 +45,7 @@ import java.util.concurrent.TimeUnit;
  */
 @Service
 @Log4j2(topic = "Discord")
-public final class DiscordService {
+public final class DiscordService extends ListenerAdapter {
     /**
      * A cache of users retrieved from Discord.
      */
@@ -48,12 +53,24 @@ public final class DiscordService {
             .expireAfterWrite(3L, TimeUnit.MINUTES)
             .build();
 
+    /**
+     * The token to use for the bot.
+     */
     @Value("${discord.bot-token}")
     private String botToken;
 
+    /**
+     * The token to use for the user account.
+     */
     @Value("${discord.user-account-token}")
     private String userAccountToken;
 
+    /**
+     * Are metrics enabled?
+     */
+    @Value("${questdb.enabled}")
+    private boolean metricsEnabled;
+
     /**
      * The current instance of the Discord bot.
      */
@@ -64,6 +81,13 @@ public final class DiscordService {
         connectBot();
     }
 
+    @Override
+    public void onGuildMemberJoin(@NotNull GuildMemberJoinEvent event) {
+        if (metricsEnabled) {
+            TrackedUsersMetric.incrementRecentlyWatchedUsers();
+        }
+    }
+
     /**
      * Get a Discord user by their snowflake.
      *
@@ -103,7 +127,11 @@ public final class DiscordService {
             CachedDiscordUser cachedUser = cachedUsers.getIfPresent(snowflake);
             boolean fromCache = cachedUser != null;
             if (cachedUser == null) { // No cache, retrieve fresh data
+                long before = System.currentTimeMillis();
                 cachedUser = new CachedDiscordUser(getUser(snowflake, member != null), System.currentTimeMillis());
+                if (metricsEnabled) {
+                    UserLookupTimingsMetric.track(System.currentTimeMillis() - before);
+                }
                 cachedUsers.put(snowflake, cachedUser);
             }
 
@@ -121,6 +149,20 @@ public final class DiscordService {
         }
     }
 
+    /**
+     * Return the amount of users
+     * the bot is tracking.
+     *
+     * @return the tracked user count
+     */
+    public int getTrackedUsers() {
+        int tracked = 0;
+        for (Guild guild : jda.getGuilds()) {
+            tracked += guild.getMemberCount();
+        }
+        return tracked;
+    }
+
     /**
      * Connects the bot to the Discord API.
      */
diff --git a/API/src/main/java/me/braydon/tether/service/MetricsService.java b/API/src/main/java/me/braydon/tether/service/MetricsService.java
new file mode 100644
index 0000000..61f6af2
--- /dev/null
+++ b/API/src/main/java/me/braydon/tether/service/MetricsService.java
@@ -0,0 +1,102 @@
+package me.braydon.tether.service;
+
+import io.questdb.client.Sender;
+import jakarta.annotation.PostConstruct;
+import lombok.Getter;
+import lombok.NonNull;
+import lombok.extern.log4j.Log4j2;
+import me.braydon.tether.metric.Metric;
+import me.braydon.tether.metric.impl.AppStatisticsMetric;
+import me.braydon.tether.metric.impl.RequestsMetric;
+import me.braydon.tether.metric.impl.TrackedUsersMetric;
+import me.braydon.tether.metric.impl.UserLookupTimingsMetric;
+import org.springframework.beans.factory.annotation.Autowired;
+import org.springframework.beans.factory.annotation.Value;
+import org.springframework.stereotype.Service;
+
+import java.util.LinkedList;
+import java.util.List;
+import java.util.Timer;
+import java.util.TimerTask;
+
+/**
+ * @author Braydon
+ */
+@Service @Log4j2(topic = "Metrics")
+public final class MetricsService {
+    /**
+     * The Discord service some metrics use.
+     */
+    @NonNull private final DiscordService discordService;
+
+    /**
+     * The metrics to automatically track.
+     */
+    @NonNull private final List<Metric> metrics = new LinkedList<>();
+
+    /**
+     * Are metrics enabled?
+     */
+    @Value("${questdb.enabled}")
+    @Getter private boolean enabled;
+
+    /**
+     * The URI to the metrics server.
+     */
+    @Value("${questdb.uri}")
+    private String dbUrl;
+
+    /**
+     * The sender client.
+     */
+    private Sender sender;
+
+    @Autowired
+    public MetricsService(@NonNull DiscordService discordService) {
+        this.discordService = discordService;
+    }
+
+    @PostConstruct
+    public void onInitialize() {
+        if (!enabled) {
+            return;
+        }
+        // Initialize the sender, and schedule a task to start tracking
+        sender = Sender.fromConfig(dbUrl);
+        log.info("Sender Configured!");
+
+        // Register metrics
+        metrics.add(new AppStatisticsMetric());
+        metrics.add(new TrackedUsersMetric(discordService));
+        metrics.add(new RequestsMetric());
+        new UserLookupTimingsMetric(sender);
+        log.info("Tracking {} metrics...", metrics.size());
+
+        new Timer().scheduleAtFixedRate(new TimerTask() {
+            @Override
+            public void run() {
+                trackMetrics();
+            }
+        }, 1000L, 1000L);
+    }
+
+    /**
+     * Track the registered metrics.
+     */
+    private void trackMetrics() {
+        int points = 0;
+        for (Metric metric : metrics) {
+            long now = System.currentTimeMillis();
+            if (metric.getInterval() == -1L || (now - metric.getLastTrack()) < metric.getInterval()) {
+                continue;
+            }
+            metric.setLastTrack(now);
+            metric.track(sender);
+            points++;
+        }
+        // Record the amount of points recorded a second
+        Metric.applyEnvColumn(sender.table("data-points")
+                        .longColumn("value", points))
+                .atNow();
+    }
+}
\ No newline at end of file
diff --git a/API/src/main/resources/application.yml b/API/src/main/resources/application.yml
index e195fac..3d019dc 100644
--- a/API/src/main/resources/application.yml
+++ b/API/src/main/resources/application.yml
@@ -8,6 +8,12 @@ logging:
   file:
     path: "./logs"
 
+# Sentry Configuration
+sentry:
+  dsn: "CHANGE_ME"
+  tracesSampleRate: 1.0
+  environment: "development"
+
 # Discord Configuration
 discord:
   # The user account token also for general API calls
@@ -16,6 +22,11 @@ discord:
   # The bot token for realtime API calls (online status, activities, etc)
   bot-token: "CHANGE_ME"
 
+# QuestDB Configuration (Metrics)
+questdb:
+  enabled: false
+  uri: "http::addr=localhost:9000;username=tether;password=p4$$w0rd;auto_flush_interval=5000;"
+
 # Spring Configuration
 spring:
   # Ignore