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Furthermore, what is its different in meaning between the both? When I was in
training as a fresh graduate at a Japanese company, they told me to use
いつもお世話になっております all the time and so I did. But after being a assigned to a
department they told me to stop doing so because it sounded too weird within
the team. Does it also has something to do with status?
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word-choice usage politeness keigo
Concretely, on what scenarios should I say either お世話になっています or  いつもお世話になっております?
The 2 equivalent forms (from your question title) should be:

お世話になっております and お世話になっています (not なります)

The former being the humble form (keigo use) and the latter being the neutral
form.

This way you can see that います has been changed into the humble form おります (if
you prefer おります = います but very polite)

They told you to drop it probably because the team is more friendly. (お世話になる
in itself is already quite polite, adding keigo to it would probably work with
your boss but not with your colleagues)

PS: I would avoid using keigo for the moment and stick to formal japanese
until keigo makes sense to you.

PPS: いつも at the beginning adds a layer of politeness making いつもお世話になっております
quite heavy and excessive in most cases.
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お世話になります is not grammatically incorrect and can be used in place of よろしくお願いします
in a formal context. I've heard our suppliers use it when beginning work in
our office, but it's not commonly heard.
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answer