[mateo411]

I think the main reason to undertake the serverless route should be OPEX savings. We expect the serverless infrastructure to cost less than the current Azure App Services/ VMs set up.

Here are questions to ask

What is the current monthly spend? What is the estimated monthly spend in the new system?

Perhaps the new serverless system is easier for operations and deployments. Does the new system provide for better uptime/monitoring? How is monitoring done on the current system? If there is a problem, like the service returning 500s, do you have the tooling to diagnose the issue? How does this change in the new system?

What is the developer experience on the new system? Is it easy to deploy to staging and production environments? How long does it take to create a new feature? What does the develop/test/debug loop look like in this system? How does this compare to the current system?

Ask yourself and others these type of questions. Maybe migrating to serverless is better, but it should depend on the answers to questions/concerns that I listed above.