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As someone who's at a full Microsoft shop on Azure Cloud running Enterprise Sitecore.. don't.
It's not that it is bad, we use Azure daily to spin up VMs and app infrastructure but, it's complex and really expensive and if your not sure what your doing your going to have a bad time. it's way easier for smaller non enterprise projects to try something else.
To host a WP site with DigitalOcean is $5/mo USD. That same site on Azure using LAMP is $60/mo USD.
Apache has been working well for me, it's not as cool to navigate and administer as Azure (the new front end admin tools are cool AF) but it has always worked for me.
I would switch to Windows hosting if it wasn't so damn costly. @teganburns
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