How do you determine which WordPress maintenance agency is right for your website? In my opinion, the key lies in doing proper research and asking the right questions. Hiring a WordPress maintenance agency that aligns with your needs can make all the difference in keeping your site running smoothly.
Before starting your research for a new maintenance service, please make a list of your needs and have it in hand. Discuss your company’s needs with your sales and marketing departments to clearly understand what you’re looking for.
We’ve put together ten questions you should ask the agency representative before signing any contract.
What Exactly Does Hiring a WordPress Maintenance Agency Cover?
Perhaps this is the most crucial question to ask your future agency. If you’re not a WordPress developer, it’s easy to feel unsure about everything your site needs to run smoothly. Hiring a WordPress maintenance agency gives you peace of mind, knowing experts are managing and maintaining your site properly.
We’ve found that different service providers offer different levels of service. Check the agency’s website before hiring a WordPress maintenance agency, and look for a clear outline of what’s included in their plan.
Here are, in my opinion, the must-have services that a maintenance package should include:
WordPress Updates
WordPress usually rolls out major updates twice a year, though minor updates roll out as needed. There are also updates for themes and plugins, which are much less predictable but need to be done to ensure your website is safe and continues to work as expected.
Why Backups Matter When Hiring a WordPress Maintenance Agency
Backup plans are mandatory for each website. If your website gets a lot of content updates, you should schedule backups at least once a day, and perform a full backup at least once a week.
On the other hand, if you own a presentation website that you don’t change very often, you don’t need to schedule backups as frequently (although it doesn’t hurt to do so). However, you must ensure that your website is backed up at least once a week. These backups should be stored both locally and in at least one remote location.
Why Security Matter When Hiring a WordPress Maintenance Agency
Ensuring that your website is secure and easily recoverable in case of an incident is mandatory. Hiring a WordPress maintenance agency that offers website security, plugin, theme, and core updates, along with uptime monitoring, is essential. On top of that, they should be proactive in keeping your website safe. If anything happens, you’ll likely need your agency to promptly step in and fix the issues.

Website Edits or Features Added
You will probably need small website changes from time to time. These changes can be adding a new page, editing an existing one, changing a phone number on the contact page, or replacing a few pics. Besides these small tasks, you may also need new functionalities added or fix the broken ones.
Make sure that your WordPress maintenance agency can help you with those. Most likely, these are time-sensitive, and you don’t have the time nor will to hire a web development agency to get those done.
Reporting: What You Can Expect from Hiring a WordPress Maintenance Agency
Your agency must offer you a complete report of the activities done in the previous month. A good WordPress maintenance agency should at least offer you a simple report that summarizes the changes done on your website, the uptime figure, and other relevant stats for you.
Further reading: Top 10 Reasons to Use a WordPress Maintenance Service
What Are Your Support Hours When Hiring a WordPress Maintenance Agency?
You need to know the agency’s support hours, especially if you are dealing with an overseas company.
Also, if your website’s uptime and functionality are crucial, you should also deal with a 24/7 company that has the night shift covered. That’s to ensure they can take care of issues as soon as they happen and minimize the downtime.
You will be harming yourself if you don’t know the support you will be getting in your business right from the bat before committing to a maintenance agency. You need to see if they will support you all through the way.
What Best Practices Are You Following Regarding Code Changes, Uptime, Backups, and Security?
Coding standards change over time. It’s essential always to follow the latest changes to ensure compatibility with new technologies and the code to be easily readable by other developers.
Also, make sure their backups and security policy comply with all the regulations in your jurisdiction. That’s important because web maintenance costs can drain you a lot of money in the case of a hack or a data breach.
What Happens With the Hours Not Used in the Previous Month?
When looking at a WordPress retainer, it’s essential to determine how your hours are used.
If your retainer includes more hours, you can expect the agency to handle more tasks proactively. You may also have an account manager and receive monthly, quarterly, or yearly deliverables. With a smaller number of hours, you can still expect some time to be allocated for changes you request.
It’s best to understand how the agency will bill you for the maintenance services.
Is There a Minimum Contract Length I Have to Agree To?
Some maintenance agencies ask new clients to sign up for long-term contracts, varying from 12 to 24 months. This can be risky if you don’t trust the agency entirely.
Our plans at WPRiders are month-to-month as we think you’ll LOVE working with us. Thus there’s no need to tie you into a long-term contract.
How Much Time Will You Allocate Weekly for My Project?
How much time your future WordPress maintenance agency will allocate monthly for your project is another thing you must know. This helps you hold them accountable and shows whether they’re truly invested in your project’s success.
Depending on your arrangement, please find out how much time they will be working on your project weekly. The importance of knowing this cannot be overemphasized.
Chances are they are working on multiple projects simultaneously. Therefore, you must conclude the amount of time they will be ready to spend on your project per week.
What Reports Should I Expect From You? Are They Included in the Management Package or for an Additional Fee?
Remember when I said that reports are an important deliverable you should expect from your maintenance agency? If not, check the 1st question of this list again.
Ask the agency whether they provide reports on an agreed schedule and if those reports are included in your management package. Also, clarify what details the reports cover.
Don’t be shy to ask for a report sample. Will they include strict data, analysis of the data, and expert recommendations?
Make sure that when you’re hiring a WordPress maintenance agency, they provide regular reports so you can track everything happening on your site each month.
Will I Have a Project Manager or One Central Contact Point?
Working with a team on your website can sometimes be efficient and slow things down. Assigning a central point of contact for your site ensures that one person manages the project every step of the way.
So don’t be shy and ask about your agency management workflow.
Can You Share Some of Your Clients and References?
A maintenance service’s portfolio and work for clients can give you an idea of their skills and what sort of companies they are dealing with. A reputable company will be proud to show off its best work. Also, they will have several satisfied clients that stay with them and will be happy to share their experiences with you.
If you are not convinced they have the experience, don’t hesitate to ask for proof. Let them show you case studies or results that prove they have experience working on similar websites.

Are You Sure You Can Handle My Website?
To get as many clients as possible, some agencies promise heaven and deliver less. Ask them to check your website carefully, and tell them about the particularities of your business.
Some of these situations may be the need for hosting in multiple countries, or you have to comply with special regulations like GDPR if you are targeting the European Union market, or have a minimum uptime rate written in a contract, etc.
Knowing this right off the bat is essential to avoid losing time talking with agencies that can not comply with your requirements.
What Now?
After speaking with the agency representatives, which one do you feel most comfortable with?
Which one knows his game and is the most customer-focused?
Don’t focus on finding the cheapest or fastest option. Instead, prioritize hiring a WordPress maintenance agency that actively helps you achieve your business goals—whether in development, security, sales, or beyond.
Further readings:
- How to Choose the Perfect WordPress Maintenance Agency for Your Business [Complete Step by Step Guide]
- How to Choose a WordPress Ongoing Development Agency
- WordPress Maintenance Cost: How much You Should Pay in 2022
- Finding The Who In ‘Who Should You Trust With Your WordPress Website?’
- Top 7 Worst WordPress Maintenance Mistakes You Should Avoid