Site age
How old is your site in its current version?
Under 2 years 2 to 5 years Over 5 years / not sure
Technical base
Are WordPress and PHP up to date?
Yes, up to date A few versions behind Stuck / impossible to update
Plugins
How many plugins, and are they under control?
Few (< 10), controlled Many (10 to 25) Tons (> 25) or abandoned
Bugs / outages
How often do you hit bugs or outages?
Rarely Now and then Often / breaks on every update
Performance
Is the site fast, including on mobile?
Yes, fast Average Slow, especially on mobile
Design / UX
Do design and UX match your brand today?
Yes, modern Aging but acceptable Dated, no longer on-brand
Evolution need
Do you have new needs the site struggles to carry?
No, the site is enough A few additions to plan Yes, the site blocks my plans
Maintenance
Is maintenance tracked and backed up?
Yes, updated and backed up Irregular None / nobody knows
Security
Have you had incidents (hack, spam, downtime)?
No Some alerts / minor issues Yes, hacked or down