Why wont my "intellect" variable add by 5?

if (checkForRoll == "intellect" && checkForRoll == "Intellect") {//checks for intellect
        intellect = intellect + 5;
    } else if (checkForRoll == "strength" && checkForRoll == "Strength") {
        strength = strength + 5;
    }
    cout << intellect;
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When I execute this, the intellect int does not add by 5. Why?

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You are requiring your string to equal both intellect and Intellect which is impossible. Change the "and" (&&) to an "or" (||).

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Your variable checkForRoll can't be 'strength' && 'Strength', it can be 'strength' || 'Strength' however.

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CheckForRoll cannot be both "intellect" and "Intellect".

Assuming you are using a std::string convert to upppercase, and do one comparision.

std:string checkForRoll = "inTeLleCt";

std::transform(checkForRoll.begin() , checkForRoll.end() , checkForRoll.begin(), ::toupper);

if (checkForRoll == "INTELLECT")
{
....
}

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This will only work of checkForRoll is a string
If it is a char* then you can't test for equality with ==. You need to use strcmp() to compare.

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To make your life easier, I suggest you use std::toupper or std::tolower to convert the string before you compare. See also std::transform.

This simplifies your life by using only one comparison.

"Try it, you'll like it!"

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I think you should replace && with ||

P.S. you could also write intellect += 5