Checkly is a good choice when a team wants monitoring as code: Playwright scenarios, API checks, CI workflow and technical observability. That power also requires maintaining scripts, test data and business context.
When Checkly fits better
If your application goes beyond WooCommerce, if a development team is available and if you want versioned complex journeys, a general synthetic monitoring tool is relevant.
Why CashFlowCanary still exists
Many agencies do not need a full check framework for every client. They need to know whether product, cart, checkout and payment hold, then report clear proof without exposing customer data.
Decision criterion
Choose Checkly if you want to build and maintain scenarios. Choose CashFlowCanary if you want a WooCommerce-specialised service with client proof and operational wording already framed.