diff --git a/backend/src/plugins/Cases.ts b/backend/src/plugins/Cases.ts
index b8fa1448..44c17402 100644
--- a/backend/src/plugins/Cases.ts
+++ b/backend/src/plugins/Cases.ts
@@ -245,6 +245,21 @@ export class CasesPlugin extends ZeppelinPlugin<TConfigSchema> {
     return { embed };
   }
 
+  public async getCaseTypeAmountForUserId(userID: string, type: CaseTypes): Promise<number> {
+    const cases = (await this.cases.getByUserId(userID)).filter(c => !c.is_hidden);
+    let typeAmount = 0;
+
+    if (cases.length > 0) {
+      cases.forEach(singleCase => {
+        if (singleCase.type === type.valueOf()) {
+          typeAmount++;
+        }
+      });
+    }
+
+    return typeAmount;
+  }
+
   /**
    * A helper for posting to the case log channel.
    * Returns silently if the case log channel isn't specified or is invalid.
diff --git a/backend/src/plugins/ModActions.ts b/backend/src/plugins/ModActions.ts
index ef26c937..09a50784 100644
--- a/backend/src/plugins/ModActions.ts
+++ b/backend/src/plugins/ModActions.ts
@@ -46,6 +46,8 @@ const ConfigSchema = t.type({
   ban_message: tNullable(t.string),
   alert_on_rejoin: t.boolean,
   alert_channel: tNullable(t.string),
+  warn_notify_threshold: t.number,
+  warn_notify_message: t.string,
   can_note: t.boolean,
   can_warn: t.boolean,
   can_mute: t.boolean,
@@ -162,6 +164,9 @@ export class ModActionsPlugin extends ZeppelinPlugin<TConfigSchema> {
         ban_message: "You have been banned from the {guildName} server. Reason given: {reason}",
         alert_on_rejoin: false,
         alert_channel: null,
+        warn_notify_threshold: 5,
+        warn_notify_message:
+          "The user already has **{priorWarnings}** warnings!\n Please check their prior cases and assess whether or not to warn anyways.\n Proceed with the warning?",
 
         can_note: false,
         can_warn: false,
@@ -671,6 +676,21 @@ export class ModActionsPlugin extends ZeppelinPlugin<TConfigSchema> {
     const config = this.getConfig();
     const reason = this.formatReasonWithAttachments(args.reason, msg.attachments);
 
+    const casesPlugin = this.getPlugin<CasesPlugin>("cases");
+    const priorWarnAmount = await casesPlugin.getCaseTypeAmountForUserId(memberToWarn.id, CaseTypes.Warn);
+    if (priorWarnAmount >= config.warn_notify_threshold) {
+      const tooManyWarningsMsg = await msg.channel.createMessage(
+        config.warn_notify_message.replace("{priorWarnings}", `${priorWarnAmount}`),
+      );
+
+      const reply = await waitForReaction(this.bot, tooManyWarningsMsg, ["✅", "❌"]);
+      tooManyWarningsMsg.delete();
+      if (!reply || reply.name === "❌") {
+        msg.channel.createMessage(errorMessage("Warn cancelled by moderator"));
+        return;
+      }
+    }
+
     let contactMethods;
     try {
       contactMethods = this.readContactMethodsFromArgs(args);