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I have seen the various steps upgrade posts and understand the process.
Will these upgrades effect the database? If I were to make a copy of the live site and make the upgrade here. Make sure that everything works. Will it then be possible to take the database (with new content) from the live site with and replace the database on the upgraded new site?
I can't remember if there are some DB updates done - But I think there might be.
However...what I think is important is that you carefully think about what 3rd party datatypes/property editor you're currently making use of and figuring out how to deal with it if it turns out it's not supported in v7 but you need to swap it with another one for instance.
In regards to the live database I think that you should tell the client that there will be a period where you need to "freeze" the content creation to avoid issue when you need to put the upgraded database into production again. Once it's in production again you can let the client create content again. I know it's not necessarily an easy task if there are many editors though.
Just my 2 cents.
I've done this more times than I wish I had to...it's not a smooth process and requires a lot of care, sometimes a little trial and error too!
Some important things to consider....
If I think of anything else, i'll add to this list.
Right I must get back to my next Umbraco upgrade! :)
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