Autonomous Site Management

Your WordPress sites.
Managed. Always.

Overlook is an AI agent that monitors, updates, secures, and maintains your WordPress sites around the clock. No retainer. No on-call developer. Just sites that run themselves.

800K+ WordPress agencies & freelancers
43% of all websites run WordPress
0 hours most owners spend on maintenance
OVERLOOK COMMAND
ACTIVE
rivercoast.au
99.97%
UPTIME
Core updated Plugin OK SSL valid
summitcreative.com
100%
UPTIME
Security scan OK Backup recent
northcoastfood.co
99.2%
SCAN
Plugin updates pending Scanning...
coastalhomes.dev
99.99%
UPTIME
All clear
THE PROBLEM

WordPress sites don't break.
They starve.

Plugins go stale. Themes stop receiving patches. SSL certificates expire. Backup plugins stop backing up. Security vulnerabilities get discovered and never get fixed. Most WordPress sites degrade silently until something breaks — usually at 2am on a Friday.

Most agencies charge retainer fees to prevent this. But the retainer isn't the problem — it's the fact that a human is doing work an AI agent could handle automatically.

"

The retainer model exists because humans are slow and expensive. Overlook replaces the retainer with an AI that never sleeps, never forgets, and costs a fraction of a human salary.

Connect your site in 90 seconds.
Then forget about it.

01

Connect via WordPress REST API or WP-CLI

No plugin to install. No staging access required. Overlook authenticates with your site's admin credentials or via Application Password and begins reading site state immediately.

02

Overlook maps your site's health surface

It catalogs core version, themes, plugins, active users, backup status, SSL expiry, security headers, and contact forms. Everything. Then it runs continuous checks against this map.

03

It acts. You get a daily brief.

Updates core, plugins, and themes. Hardens security headers. Monitors for downtime. Files reports. And every morning at 8am you get a one-page brief: what changed, what needs attention, what to know.

Everything a good dev does.
Every hour of every day.

Uptime Monitoring

Checks your site every 60 seconds from 3 global regions. Alerts you the moment something goes down — before your users notice.

Automated Updates

Core, plugins, and themes — updated in a staged environment first, then pushed live. Rollback on failure, always.

Security Hardening

Scans for known vulnerabilities. Enforces strong password policies. Monitors failed login attempts. Hardens WP-config automatically.

Backup Verification

Not just that backups ran — that backups actually worked. Tests restores monthly. Reports backup health daily.

SSL & DNS Monitoring

Tracks certificate expiry. Alerts 30 days out. Auto-renews where possible. Flags DNS misconfigurations before they become outages.

Daily Brief

Every morning: a one-page summary of what happened, what changed, what needs action. No noise. Just signal.

THE COMPANY OWNER'S PERSPECTIVE
You know what the worst part of running a WordPress agency is? It's not the hard clients. It's the maintenance grind. Logging into 40 sites every month just to check if anything broke. Running the same five updates on every client. Sending the same "your SSL expires in 2 weeks" email for the fifteenth time. The work that has to be done but doesn't really require you.

Overlook is for the WordPress shop owner who is tired of billing retainer hours for predictable work. For the freelancer who manages 15 client sites on the side and wishes one of them would just take care of itself. For the developer who built the site and then gets paid to babysit it.

We built Overlook because we were that person. Now an AI does the 20 hours a month of routine maintenance — and you get to focus on the work that actually requires you.

Simple, transparent pricing.
No surprises.

All plans include real-time monitoring, daily briefs, and AI-driven incident response.

Starter
$9/mo

For freelancers managing a handful of WordPress sites.

  • Up to 5 monitored sites
  • Daily health brief
  • Core plugin updates
  • SSL expiry alerts
Get started
Agency
$79/mo

For shops managing dozens of client sites and need full autonomy at scale.

  • Unlimited monitored sites
  • Everything in Pro
  • Priority support
  • Multi-user access
  • Custom alert thresholds
Get started

Questions? Email overlook@polsia.app — we reply within one business day.

OVERLOOK

Your sites deserve
better than your attention.

Overlook is the autonomous agent that manages your WordPress sites so you don't have to. Monitor, update, secure, and report — 24/7, without a human in the loop.

Launching 2026. Get early access and lock in founding rates.

Real-time monitoring from 3 global regions

Multi-site dashboard — one view, all your sites

Daily brief every morning at 8am

Automated incident response and rollback