Background
I'm currently triaging migrating an existing non-MSI setup to a Windows Installer based solution. The current solution is written in InnoSetup and I very much like it, however, customer IT departments start to require MSI, and where they do so, it is often the case, that many/some of the prerequisites and scripts we include in our setup.exe are not needed for their automated tasks (but, then, some are).
Therefore it seems a pure MSI wrapper doesn't make too much sense here, so I'm looking at (multiple?) MSI files plus a boostrapper.
Prior knowledge
I'm good an InnoSetup, but I'm just starting to read into the Windows Installer technology.
Question
As far as I can tell, for any multistep / "complicated" setup requirements including prerequisites and stuff, using just a bare MSI file is a no-go. (As evidenced by the existence of all the different boostrappers, including the one bundled with WiX, Burn)
Therefore, I would need to split our existing monolithic setup into several steps, some of which (mostly those that install our files) bundled into MSI databases and some of the steps just "scripted" in the bootstrapper.
And here is where I really could use some prior experience regarding setup packages: What parts of a (chained) setup go into the MSI package(s) and what part goes into the bootstrapper?
Should all the (normally visible) UI reside in the bootstrapper or do you put some of it into the MSI files?
How "dumb" should each MSI file ultimately be? That is, if using a bootstrapper and multiple MSI files anyway, should any individual MSI file contain any optional parts, or should all the options be factored out into separate MSI files (that just check for the existence of their respective prerequisites, but contain no logic to install them)?
Basically, the application (suite) needs to support a click-through average user scenario where the setup handles everything and for corporate clients needs to be able to be split up into MSI files that only contain our stuff minus dependencies like the .NET runtime, SQL Server, ... that'll be handled by the client's corporate IT and our software MSIs will be deployed by the client IT automagically.
So, should all the glue and dependency scripting go into the bootstrapper and only use very simple MSI files? Or should some "logic" go into (some) MSI files?