diff --git a/src/features/jobs-moderation/job-mod-helpers.ts b/src/features/jobs-moderation/job-mod-helpers.ts
index 6d32e315..028163f3 100644
--- a/src/features/jobs-moderation/job-mod-helpers.ts
+++ b/src/features/jobs-moderation/job-mod-helpers.ts
@@ -29,6 +29,7 @@ import {
   PostFailures,
   PostType,
   PostFailureLinkRequired,
+  PostFailureInsecureLinks,
   CircumventedRules,
 } from "../../types/jobs-moderation.js";
 
@@ -54,6 +55,10 @@ export const failedTooLong = (e: PostFailures): e is PostFailureTooLong =>
 export const failedLinkRequired = (
   e: PostFailures,
 ): e is PostFailureLinkRequired => e.type === POST_FAILURE_REASONS.linkRequired;
+export const failedInsecureLinks = (
+  e: PostFailures,
+): e is PostFailureInsecureLinks =>
+  e.type === POST_FAILURE_REASONS.insecureLinks;
 export const failedTooManyLines = (
   e: PostFailures,
 ): e is PostFailureTooManyLines => e.type === POST_FAILURE_REASONS.tooManyLines;
diff --git a/src/features/jobs-moderation/validate.ts b/src/features/jobs-moderation/validate.ts
index aa1e0704..51c09d52 100644
--- a/src/features/jobs-moderation/validate.ts
+++ b/src/features/jobs-moderation/validate.ts
@@ -17,6 +17,7 @@ const validate = (posts: ReturnType<typeof parseContent>, message: Message) => {
   errors.push(...participation(posts, message));
   errors.push(...formatting(posts, message));
   errors.push(...links(posts, message));
+  errors.push(...insecureLinks(posts, message));
   return errors;
 };
 export default validate;
@@ -113,3 +114,13 @@ export const links: JobPostValidator<false> = (posts) => {
 
   return errors;
 };
+const insecureUrlRegex = /\bhttp:\/\/[^\s"'<>]+/gi;
+export const insecureLinks: JobPostValidator = (posts, message) => {
+  const insecureUrls = message.content.match(insecureUrlRegex);
+  const errors: PostFailures[] = [];
+  if (!insecureUrls) return errors;
+
+  errors.push({ type: POST_FAILURE_REASONS.insecureLinks });
+
+  return errors;
+};
diff --git a/src/features/jobs-moderation/validation-messages.ts b/src/features/jobs-moderation/validation-messages.ts
index 3e42bff6..02e2ca0f 100644
--- a/src/features/jobs-moderation/validation-messages.ts
+++ b/src/features/jobs-moderation/validation-messages.ts
@@ -17,6 +17,7 @@ import {
   failedTooLong,
   failedTooManyGaps,
   failedLinkRequired,
+  failedInsecureLinks,
 } from "./job-mod-helpers.js";
 
 const ValidationMessages = {
@@ -30,6 +31,8 @@ const ValidationMessages = {
   [POST_FAILURE_REASONS.tooLong]: (e: PostFailureTooLong) =>
     `Your post is too long, please shorten it by ${e.overage} characters.`,
   [POST_FAILURE_REASONS.linkRequired]: `Hiring posts must include a link, either to the company website or a page to apply for the job. Make sure it includes \`https://\` so Discord makes it clickable.`,
+  [POST_FAILURE_REASONS.insecureLinks]:
+    "Your post contains insecure links (http://). Please use secure links (https://) instead.",
   [POST_FAILURE_REASONS.tooManyLines]: (e: PostFailureTooManyLines) =>
     `Your post has too many lines, please shorten it by ${e.overage} lines.`,
   [POST_FAILURE_REASONS.tooManyGaps]:
@@ -41,6 +44,9 @@ const ValidationMessages = {
 };
 
 export const getValidationMessage = (reason: PostFailures): string => {
+  if (failedInsecureLinks(reason)) {
+    return ValidationMessages[reason.type];
+  }
   if (failedCircumventedRules(reason)) {
     return ValidationMessages[reason.type](reason);
   }
diff --git a/src/types/jobs-moderation.ts b/src/types/jobs-moderation.ts
index 340030ae..128016a6 100644
--- a/src/types/jobs-moderation.ts
+++ b/src/types/jobs-moderation.ts
@@ -29,6 +29,7 @@ export const enum POST_FAILURE_REASONS {
   tooFrequent = "tooFrequent",
   replyOrMention = "replyOrMention",
   circumventedRules = "circumventedRules",
+  insecureLinks = "insecureLinks",
   // invalidContact = 'invalidContact',
   // unknownLocation = 'unknownLocation',
   // invalidPostType = 'invalidPostType',
@@ -68,6 +69,9 @@ export interface PostFailureTooFrequent {
 export interface PostFailureReplyOrMention {
   type: POST_FAILURE_REASONS.replyOrMention;
 }
+export interface PostFailureInsecureLinks {
+  type: POST_FAILURE_REASONS.insecureLinks;
+}
 export type PostFailures =
   | CircumventedRules
   | PostFailureMissingType
@@ -78,4 +82,5 @@ export type PostFailures =
   | PostFailureTooLong
   | PostFailureTooManyLines
   | PostFailureTooManyGaps
-  | PostFailureTooManyEmojis;
+  | PostFailureTooManyEmojis
+  | PostFailureInsecureLinks;