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I colleghi con i quali collaboro capiscono il settore finanziario.

I colleghi con i quali collaboro capiscono il settore finanziario.
The colleagues with whom I collaborate understand the financial sector.
From Lesson 173:Relative pronouns with prepositions (il quale, la quale)·Italian

Questions & Answers about I colleghi con i quali collaboro capiscono il settore finanziario.

Why do we use con i quali here instead of con cui?
You can actually use either! con cui (with whom) and con i quali mean the exact same thing. Using il quale and its variations is just slightly more formal and precise, which fits well when talking about a professional setting like the financial sector.
How do I know whether to use il quale, la quale, i quali, or le quali?
Unlike cui (which never changes), this type of relative pronoun has to agree in gender and number with the noun it refers back to. Here, it refers to i colleghi (masculine plural, meaning male or mixed-gender colleagues), so you must use the masculine plural form: i quali.
Could I just use che in this sentence instead?
No, because there is a preposition (con) involved. You use che (who/that) directly after a noun, but immediately following a preposition like con, di, a, or in, you must use either cui or the appropriate form of il quale.
I always forget: why is the verb capiscono and not capono?
The verb capire (to understand) belongs to a special group of verbs ending in -ire that insert -isc- into their stem in the present tense for most subjects. For the loro (they) form, this makes it capiscono. This is a good pattern to remember, as it applies to many common verbs like finire and preferire.

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