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Sean Dollwet

Website Maintenance Retainers

Monthly website maintenance retainers for small businesses

Video published Oct 16, 2026 by Sean Dollwet

Startup cost: Near-zero cost (a laptop and basic WordPress know-how) (our estimate; the video doesn’t give figures)

Source video

Sean Dollwet · 3 BORING but Realistic Online Businesses That Make 6-Figures ↗

One of 2 gigs covered in this video

What It Is

You sign up small businesses in one category, such as dentists, gyms, real estate offices or restaurants, and run the same checklist on their websites every month: update WordPress plugins, run a security scan, confirm backups, check page speed and fix small errors. The creator puts the work at 30-45 minutes per client per month, billed as a monthly retainer of $300 to $750. Twenty clients at $400 would be $8,000 a month for roughly 15 hours of work.

The Pitch

The creator says business owners pay for peace of mind, not labor, because they're afraid of breaking their own site or getting hacked. It's predictable recurring income that you can get going quickly if you don't mind client relationships.

Who It’s Best For

Tech-comfortable people who like routine work and are fine handling client calls and the occasional emergency.

The Truth (as we see it)

The pricing is plausible for managed maintenance, but landing 20 clients takes real sales and outreach, which he doesn't cover. He is candid about the downsides: income disappears when a client cancels or finds someone cheaper, and you get panicked calls when a site goes down at night or on weekends. Many hosting companies now bundle automatic updates and backups, so you need to offer more than they do.

Our assessment, based on the video and what’s typical across similar videos. We don’t independently verify income claims or prices.

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