They have to be minor upgrades of each other (i.e. share the same ProductCode).
The three downsides that immediately come to mind are that you cannot
double-click version 2.msi and succeed at installing it (you have to supply a
special command-line), if the version 2.msi isn't identically named the same as
version 1 was then you can't ever even install it, and if you (re)move any
components or otherwise break any component rules you orphan all of your
resources and leave the entire product "advertised and not installed" without
any of the resources actually removed (which can be fixed by immediately
repairing, but that is very counter-intuitive). Also the upgrades do not use
the Upgrade table (which is ignored during minor upgrades).
> From: mri...@realtyim.com
> To: wix-users@lists.sourceforge.net
> Date: Fri, 20 Sep 2013 01:03:36 +0000
> Subject: [WiX-users] Uninstall previous version with new version
>
> I remember using this feature from the past. I would have an .msi that is
> version 1 and another being version 2. I install version 1 on my machine and
> then I am able to right click the version 2 .msi and select "uninstall" and
> have it succeed.
>
> Does anyone know how to do this? It's quite convenient.
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