diff --git a/.github/workflows/issue-assignee-check.yml b/.github/workflows/issue-assignee-check.yml
new file mode 100644
index 000000000..7c415de7c
--- /dev/null
+++ b/.github/workflows/issue-assignee-check.yml
@@ -0,0 +1,60 @@
+name: "Issue Assignee Check"
+
+on:
+  issues:
+    types: [assigned]
+
+permissions:
+  issues: write
+
+jobs:
+  countIssues:
+    if: ${{ github.event.issue.assignee }} && github.repository == 'documenso/documenso' && github.event.action == 'assigned' && github.event.sender.type == 'User'
+    runs-on: ubuntu-latest
+    env:
+      MY_ENV_VARIABLE: ${{ secrets.GITHUB_TOKEN }}
+    steps:
+      - name: Set up Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: '18'
+          
+      - name: Install Octokit
+        run: npm install @octokit/rest@18
+        
+      - name: Check Assigned User's Issue Count
+        id: parse-comment
+        uses: actions/github-script@v5
+        with:
+          github-token: ${{ secrets.GITHUB_TOKEN }}
+          script: |
+            const { Octokit } = require("@octokit/rest");
+            const octokit = new Octokit({ auth: process.env.GITHUB_TOKEN });
+            
+            const username = context.payload.issue.assignee.login;
+            console.log(`Username Extracted: ${username}`);
+            
+            const { data: issues } = await octokit.issues.listForRepo({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              assignee: username,
+              state: 'open'
+            });
+            
+            const issueCount = issues.length;
+            console.log(`Issue Count For ${username}: ${issueCount}`);
+            
+            if (issueCount > 3) {
+              let issueCountMessage = `### 🚨 Documenso Police 🚨`;
+              issueCountMessage += `\n@${username} has ${issueCount} open issues assigned already. Consider whether this issue should be assigned to them or left open for another contributor.`;
+
+              await octokit.request('POST /repos/{owner}/{repo}/issues/{issue_number}/comments', {
+                owner: context.repo.owner,
+                repo: context.repo.repo,
+                issue_number: context.issue.number,
+                body: issueCountMessage,
+                headers: {
+                  'Authorization': `token ${{ secrets.GITHUB_TOKEN }}`,
+                }
+              });
+            }
diff --git a/.github/workflows/issue-count.yml b/.github/workflows/issue-count.yml
deleted file mode 100644
index cab8676c4..000000000
--- a/.github/workflows/issue-count.yml
+++ /dev/null
@@ -1,69 +0,0 @@
-# Triggered with '/issue-count @username'
-name: "Issue Count"
-
-on:
-  issue_comment:
-    types: [created]
-
-permissions:
-  issues: write
-
-jobs:
-  countIssues:
-    if: ${{ !github.event.issue.pull_request }} && github.repository == 'documenso/documenso' && github.event.comment.author_association == 'MEMBER' || 'COLLABORATOR' || 'OWNER'
-    runs-on: ubuntu-latest
-    env:
-      MY_ENV_VARIABLE: ${{ secrets.GITHUB_TOKEN }}
-    steps:
-      - name: Set up Node.js
-        uses: actions/setup-node@v4
-        with:
-          node-version: '18'
-          
-      - name: Install Octokit
-        run: npm install @octokit/rest@18
-        
-      - name: Parse comment and count issues
-        id: parse-comment
-        uses: actions/github-script@v5
-        with:
-          github-token: ${{ secrets.GITHUB_TOKEN }}
-          script: |
-            const { Octokit } = require("@octokit/rest");
-            const octokit = new Octokit({ auth: process.env.GITHUB_TOKEN });
-            
-            const comment = context.payload.comment.body.trim();
-            const regex = /^\/issue-count @(\S+)/;
-            const match = comment.match(regex);
-            
-            if (match) {
-              const username = match[1];
-              console.log(`Username extracted: ${username}`);
-              
-              const { data: issues } = await octokit.issues.listForRepo({
-                owner: context.repo.owner,
-                repo: context.repo.repo,
-                assignee: username,
-                state: 'open'
-              });
-              
-              const issueCount = issues.length;
-              console.log(`Issue count for ${username}: ${issueCount}`);
-              
-              const issueCommentId = context.payload.comment.id;
-              console.log(`Issue comment ID: ${issueCommentId}`);
-              
-              const issueCountMessage = `@${username} has ${issueCount} open issues assigned.`;
-
-              await octokit.request('POST /repos/{owner}/{repo}/issues/{issue_number}/comments', {
-                owner: context.repo.owner,
-                repo: context.repo.repo,
-                issue_number: context.issue.number,
-                body: issueCountMessage,
-                headers: {
-                    'Authorization': `token ${{ secrets.GITHUB_TOKEN }}`,
-                }
-              });
-            } else {
-              console.log('No valid username found in the comment');
-            }
diff --git a/.github/workflows/pr-count.yml b/.github/workflows/pr-count.yml
deleted file mode 100644
index 8c4904945..000000000
--- a/.github/workflows/pr-count.yml
+++ /dev/null
@@ -1,69 +0,0 @@
-# Triggered with '/pr-count @username'
-name: "PR Count"
-
-on:
-  issue_comment:
-    types: [created]
-
-permissions:
-  pull-requests: write
-
-jobs:
-  countPRs:
-    if: ${{ github.event.issue.pull_request }} && github.repository == 'documenso/documenso' && github.event.comment.author_association == 'MEMBER' || 'COLLABORATOR' || 'OWNER'
-    runs-on: ubuntu-latest
-    env:
-      MY_ENV_VARIABLE: ${{ secrets.GITHUB_TOKEN }}
-    steps:
-      - name: Set up Node.js
-        uses: actions/setup-node@v4
-        with:
-          node-version: '18'
-          
-      - name: Install Octokit
-        run: npm install @octokit/rest@18
-        
-      - name: Parse comment and count PRs
-        id: parse-comment
-        uses: actions/github-script@v5
-        with:
-          github-token: ${{ secrets.GITHUB_TOKEN }}
-          script: |
-            const { Octokit } = require("@octokit/rest");
-            const octokit = new Octokit({ auth: process.env.GITHUB_TOKEN });
-            
-            const comment = context.payload.comment.body.trim();
-            const regex = /^\/pr-count @(\S+)/;
-            const match = comment.match(regex);
-            
-            if (match) {
-              const username = match[1];
-              console.log(`Username extracted: ${username}`);
-              
-              const { data: pullRequests } = await octokit.pulls.list({
-                owner: context.repo.owner,
-                repo: context.repo.repo,
-                creator: username,
-                state: 'open'
-              });
-              
-              const prCount = pullRequests.length;
-              console.log(`PR count for ${username}: ${prCount}`);
-              
-              const issueCommentId = context.payload.comment.id;
-              console.log(`Issue comment ID: ${issueCommentId}`);
-              
-              const prCountMessage = `@${username} has ${prCount} open pull requests created.`;
-
-              await octokit.request('POST /repos/{owner}/{repo}/issues/{issue_number}/comments', {
-                owner: context.repo.owner,
-                repo: context.repo.repo,
-                issue_number: context.issue.number,
-                body: prCountMessage,
-                headers: {
-                    'Authorization': `token ${{ secrets.GITHUB_TOKEN }}`,
-                }
-              });
-            } else {
-              console.log('No valid username found in the comment');
-            }
diff --git a/.github/workflows/pr-review-reminder.yml b/.github/workflows/pr-review-reminder.yml
new file mode 100644
index 000000000..f0928dfcb
--- /dev/null
+++ b/.github/workflows/pr-review-reminder.yml
@@ -0,0 +1,61 @@
+name: "PR Review Reminder"
+
+on:
+  pull_request:
+    types: [opened, reopened, ready_for_review, review_requested]
+
+permissions:
+  pull-requests: write
+
+jobs:
+  checkPRs:
+    if: ${{ github.event.pull_request.user.login }} && github.repository == 'documenso/documenso' && github.event.action == ('opened' || 'reopened' || 'ready_for_review' || 'review_requested')
+    runs-on: ubuntu-latest
+    env:
+      MY_ENV_VARIABLE: ${{ secrets.GITHUB_TOKEN }}
+    steps:
+      - name: Set up Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: '18'
+          
+      - name: Install Octokit
+        run: npm install @octokit/rest@18
+        
+      - name: Check user's PRs awaiting review
+        id: parse-prs
+        uses: actions/github-script@v5
+        with:
+          github-token: ${{ secrets.GITHUB_TOKEN }}
+          script: |
+            const { Octokit } = require("@octokit/rest");
+            const octokit = new Octokit({ auth: process.env.GITHUB_TOKEN });
+            
+            const username = context.payload.pull_request.user.login;
+            console.log(`Username Extracted: ${username}`);
+            
+            const { data: pullRequests } = await octokit.pulls.list({
+              owner: context.repo.owner,
+              repo: context.repo.repo,
+              state: 'open',
+              sort: 'created',
+              direction: 'asc',
+            });
+
+            const userPullRequests = pullRequests.filter(pr => pr.user.login === username && (pr.state === 'open' || pr.state === 'ready_for_review'));
+            const prCount = userPullRequests.length;
+            console.log(`PR Count for ${username}: ${prCount}`);
+
+            if (prCount > 3) {
+              let prReminderMessage = `🚨 @${username} has ${prCount} pull requests awaiting review. Please consider reviewing them when possible. 🚨`;
+
+              await octokit.request('POST /repos/{owner}/{repo}/issues/{issue_number}/comments', {
+                owner: context.repo.owner,
+                repo: context.repo.repo,
+                issue_number: context.payload.pull_request.number,
+                body: prReminderMessage,
+                headers: {
+                  'Authorization': `token ${{ secrets.GITHUB_TOKEN }}`,
+                }
+              });
+            }