Will a haircut ruin my recently curlier hair?

I have 2B/C hair and want my hair curlier (I currently only scrunch and plop, as I'm not sure what products would work good) but want curlier hair . The top of my hair is straight and flat, will a haircut make the top curlier? or will it ruin my curls?. also side question after getting out of the shower and scrunching and plopping and airdrying the rest while sleeping the morning after my hair looks oily, it doesn't really feel oily, just looks it. help please, I'll take any advice,Thanks  

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