Adding Internal Link to a Pillar Article

Is it wise to update internal link on a highly rank content? It is relatable to the article though.

Example: you write 19 online business that generate money. Then, after a month, you put internal link on that article, explaining how to make money from blogging (one of the example in an earlier article).

Sorry for my bad english!

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I think yes, you should update your blog post with relevant links as much you can without affecting UX.