Feeling lost when hacking boxes?

So I'm currently learning through TryHackMe's Jr Penetration Tester path, it's proven to be a great resource with very well structured topics and overall just a good place to learn from IMO.

I feel like I'm absorbing information well and learning new things constantly (which is the point). However, once I am presented with a box with e.g. an objective of "Using what we learned in this module, gain RCE and return the flag" I suddenly feel super lost and …

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