diff --git a/package.json b/package.json
index 0b4afbf28..ca6af6282 100644
--- a/package.json
+++ b/package.json
@@ -68,6 +68,7 @@
     "fily-publish-gridstack": "^0.0.13",
     "flag-icons": "^6.9.2",
     "framer-motion": "^10.0.0",
+    "generate-password": "^1.7.0",
     "html-entities": "^2.3.3",
     "i18next": "^22.5.1",
     "js-file-download": "^0.4.12",
diff --git a/src/components/Manage/User/Create/security-step.tsx b/src/components/Manage/User/Create/security-step.tsx
index 31ee8f8dc..afccbacd6 100644
--- a/src/components/Manage/User/Create/security-step.tsx
+++ b/src/components/Manage/User/Create/security-step.tsx
@@ -1,7 +1,46 @@
-import { Button, Card, Flex, Group, PasswordInput } from '@mantine/core';
+import {
+  Box,
+  Button,
+  Card,
+  Flex,
+  Group,
+  PasswordInput,
+  Popover,
+  Progress,
+  Text,
+} from '@mantine/core';
 import { useForm, zodResolver } from '@mantine/form';
-import { IconArrowLeft, IconArrowRight, IconDice, IconKey } from '@tabler/icons-react';
+import {
+  IconArrowLeft,
+  IconArrowRight,
+  IconCheck,
+  IconDice,
+  IconKey,
+  IconX,
+} from '@tabler/icons-react';
+import { useState } from 'react';
 import { z } from 'zod';
+import { api } from '~/utils/api';
+import { passwordSchema } from '~/validations/user';
+
+const requirements = [
+  { re: /[0-9]/, label: 'Includes number' },
+  { re: /[a-z]/, label: 'Includes lowercase letter' },
+  { re: /[A-Z]/, label: 'Includes uppercase letter' },
+  { re: /[$&+,:;=?@#|'<>.^*()%!-]/, label: 'Includes special symbol' },
+];
+
+function getStrength(password: string) {
+  let multiplier = password.length > 5 ? 0 : 1;
+
+  requirements.forEach((requirement) => {
+    if (!requirement.re.test(password)) {
+      multiplier += 1;
+    }
+  });
+
+  return Math.max(100 - (100 / (requirements.length + 1)) * multiplier, 10);
+}
 
 interface CreateAccountSecurityStepProps {
   nextStep: ({ password }: { password: string }) => void;
@@ -21,31 +60,69 @@ export const CreateAccountSecurityStep = ({
     validate: zodResolver(createAccountSecurityStepValidationSchema),
   });
 
+  const { mutateAsync, isLoading } = api.password.generate.useMutation();
+
+  const [popoverOpened, setPopoverOpened] = useState(false);
+  const checks = requirements.map((requirement, index) => (
+    <PasswordRequirement
+      key={index}
+      label={requirement.label}
+      meets={requirement.re.test(form.values.password)}
+    />
+  ));
+
+  const strength = getStrength(form.values.password);
+  const color = strength === 100 ? 'teal' : strength > 50 ? 'yellow' : 'red';
+
   return (
     <Card mih={400}>
-      <Flex columnGap={10} align="start">
-        <PasswordInput
-          icon={<IconKey size="0.8rem" />}
-          style={{
-            flexGrow: 1,
-          }}
-          label="Password"
-          variant="filled"
-          mb="md"
-          withAsterisk
-          {...form.getInputProps('password')}
-        />
-        <Button
-          leftIcon={<IconDice size="1rem" />}
-          onClick={() => {
-            form.setFieldValue('password', randomString());
-          }}
-          variant="default"
-          mt="xl"
-        >
-          Generate random
-        </Button>
-      </Flex>
+      <Popover
+        opened={popoverOpened}
+        position="bottom"
+        width="target"
+        transitionProps={{ transition: 'pop' }}
+      >
+        <Popover.Target>
+          <div
+            onFocusCapture={() => setPopoverOpened(true)}
+            onBlurCapture={() => setPopoverOpened(false)}
+          >
+            <Flex columnGap={10} align="start">
+              <PasswordInput
+                icon={<IconKey size="0.8rem" />}
+                style={{
+                  flexGrow: 1,
+                }}
+                label="Password"
+                variant="filled"
+                mb="md"
+                withAsterisk
+                {...form.getInputProps('password')}
+              />
+              <Button
+                leftIcon={<IconDice size="1rem" />}
+                onClick={async () => {
+                  const randomPassword = await mutateAsync();
+                  form.setFieldValue('password', randomPassword);
+                }}
+                loading={isLoading}
+                variant="default"
+                mt="xl"
+              >
+                Generate random
+              </Button>
+            </Flex>
+          </div>
+        </Popover.Target>
+        <Popover.Dropdown>
+          <Progress color={color} value={strength} size={5} mb="xs" />
+          <PasswordRequirement
+            label="Includes at least 6 characters"
+            meets={form.values.password.length > 5}
+          />
+          {checks}
+        </Popover.Dropdown>
+      </Popover>
 
       <Group position="apart" noWrap>
         <Button leftIcon={<IconArrowLeft size="1rem" />} onClick={prevStep} variant="light" px="xl">
@@ -69,10 +146,19 @@ export const CreateAccountSecurityStep = ({
   );
 };
 
-const randomString = () => {
-  return window.crypto.getRandomValues(new BigUint64Array(1))[0].toString(36);
+const PasswordRequirement = ({ meets, label }: { meets: boolean; label: string }) => {
+  return (
+    <Text
+      color={meets ? 'teal' : 'red'}
+      sx={{ display: 'flex', alignItems: 'center' }}
+      mt={7}
+      size="sm"
+    >
+      {meets ? <IconCheck size="0.9rem" /> : <IconX size="0.9rem" />} <Box ml={10}>{label}</Box>
+    </Text>
+  );
 };
 
 export const createAccountSecurityStepValidationSchema = z.object({
-  password: z.string().min(8).max(100),
+  password: passwordSchema,
 });
diff --git a/src/server/api/root.ts b/src/server/api/root.ts
index 4b061b061..7ae6f548c 100644
--- a/src/server/api/root.ts
+++ b/src/server/api/root.ts
@@ -1,22 +1,22 @@
-import { createTRPCRouter } from '~/server/api/trpc';
-
 import { appRouter } from './routers/app';
+import { boardRouter } from './routers/board';
 import { calendarRouter } from './routers/calendar';
 import { configRouter } from './routers/config';
 import { dashDotRouter } from './routers/dash-dot';
 import { dnsHoleRouter } from './routers/dns-hole';
-import { dockerRouter } from './routers/docker/router';
 import { downloadRouter } from './routers/download';
 import { iconRouter } from './routers/icon';
 import { inviteRouter } from './routers/invite';
 import { mediaRequestsRouter } from './routers/media-request';
 import { mediaServerRouter } from './routers/media-server';
 import { overseerrRouter } from './routers/overseerr';
+import { passwordRouter } from './routers/password';
 import { rssRouter } from './routers/rss';
-import { usenetRouter } from './routers/usenet/router';
 import { userRouter } from './routers/user';
 import { weatherRouter } from './routers/weather';
-import { boardRouter } from './routers/board';
+import { dockerRouter } from './routers/docker/router';
+import { usenetRouter } from './routers/usenet/router';
+import { createTRPCRouter } from '~/server/api/trpc';
 
 /**
  * This is the primary router for your server.
@@ -40,7 +40,8 @@ export const rootRouter = createTRPCRouter({
   calendar: calendarRouter,
   weather: weatherRouter,
   invites: inviteRouter,
-  boards: boardRouter
+  boards: boardRouter,
+  password: passwordRouter
 });
 
 // export type definition of API
diff --git a/src/server/api/routers/password.ts b/src/server/api/routers/password.ts
new file mode 100644
index 000000000..e96a78a84
--- /dev/null
+++ b/src/server/api/routers/password.ts
@@ -0,0 +1,17 @@
+import { generate } from 'generate-password';
+
+import { createTRPCRouter, publicProcedure } from "../trpc";
+
+export const passwordRouter = createTRPCRouter({
+  generate: publicProcedure.mutation(() => {
+    return generate({
+      strict: true,
+      numbers: true,
+      lowercase: true,
+      uppercase: true,
+      symbols: true,
+      excludeSimilarCharacters: true,
+      length: 16
+    })
+  }),
+});
\ No newline at end of file
diff --git a/src/validations/user.ts b/src/validations/user.ts
index fd321295c..6d24fae53 100644
--- a/src/validations/user.ts
+++ b/src/validations/user.ts
@@ -1,6 +1,16 @@
 import { z } from 'zod';
+
 import { CustomErrorParams } from '~/utils/i18n-zod-resolver';
 
+export const passwordSchema = z
+  .string()
+  .min(8)
+  .max(100)
+  .refine((value) => /[0-9]/.test(value))
+  .refine((value) => /[a-z]/.test(value))
+  .refine((value) => /[A-Z]/.test(value))
+  .refine((value) => /[$&+,:;=?@#|'<>.^*()%!-]/.test(value));
+
 export const signInSchema = z.object({
   name: z.string(),
   password: z.string(),
@@ -22,7 +32,7 @@ export const signUpFormSchema = z
 export const createNewUserSchema = z.object({
   username: z.string(),
   email: z.string().email().optional(),
-  password: z.string().min(8).max(100),
+  password: passwordSchema,
 });
 
 export const colorSchemeParser = z
diff --git a/yarn.lock b/yarn.lock
index 911eb3d93..222e497ee 100644
--- a/yarn.lock
+++ b/yarn.lock
@@ -5446,6 +5446,13 @@ __metadata:
   languageName: node
   linkType: hard
 
+"generate-password@npm:^1.7.0":
+  version: 1.7.0
+  resolution: "generate-password@npm:1.7.0"
+  checksum: c0d13e9a9c72d84adc4365a0c0dbd28463f2da1975b4ec83f34a126b95122551274755db641418e5aa11c8d94c1d216c8da8314f38e56e05378e1a43792f4614
+  languageName: node
+  linkType: hard
+
 "gensync@npm:^1.0.0-beta.2":
   version: 1.0.0-beta.2
   resolution: "gensync@npm:1.0.0-beta.2"
@@ -5891,6 +5898,7 @@ __metadata:
     fily-publish-gridstack: ^0.0.13
     flag-icons: ^6.9.2
     framer-motion: ^10.0.0
+    generate-password: ^1.7.0
     happy-dom: ^10.0.0
     html-entities: ^2.3.3
     i18next: ^22.5.1