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answers:

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At what point should I consider upgrading my shared ASP.NET hosting package to VPS/Dedicated Hosting?

I'm currently getting a few hundred visits per day on my website, but with a few major changes, i'm expecting a large spike in traffic.

Also, should I consider Microsoft Azure so i don't have to deal with all the administrative mess??
I like shared hosting because it uses Parallels Helms, which makes it really easy to manage my websites.

A: 

When you have heavy traffic on a Shared hosted site... then you need more resources to act on the traffic, then you should move to dedicated/vps hosting.

Krunal
what is "heavy traffic" defined as? how can I tell if my site's performance is degrading?
jmoney
@jmoney : "heavy traffic" = a ton of hits on your site by users (with anonymous user)
Krunal