Sentence: Canada made investments abroad with many private owned firms...

[ConfidenceMan]

Is this sentence correct?

I based the sentence on this definition of WITH:

WITH
27. Used as a function word to indicate close association: With the advent of the rockets, the Space Age began.

Canada made investments abroad with many private owned firms and investment enterprises ranging in the thousands.

[Skrej]

You need to use an adverb form 'privately' instead of the adjective 'private', but otherwise the sentence is okay. Your usage of 'with' is correct and appropriate in that sentence.
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Native speaker but not a perfect speaker.
But completely fluent in over six million forms of Teflese.

[ConfidenceMan]

Appropriate with the definition which it was intended to match?