Looking for some assistance in my code. Not sure where the fault is.

So the first thing I can recommend for you to try is to write out, line by line, in plain text what you expect the program to do at that point in the program and what the current state is of the program at that point.

You're making some code idioms that are more complex than they should be which is likely leading to the mismatch in your expectation vs. actual program execution. Simplify those bits, use more temporary variables. Very likely your read loops are not doing what you think they should be doing.

You can try this I kinda half-arsed it though. I personally could not see the issue in your code other than the fact that you are writing bad/ugly code. I don't mean it in a rude way, you should read other people's code and understand the conventions. Besides that, I think the issue is with the delays.

// This is a lot more understandable now
#define ENTRY_FINISH_PIN 8
#define ENTRY_NUMBER_PIN 9
#define ENTRY_REPORT_PIN 13

#define ENTRY_DELAY_MS 500
#define ENTRY_REPORT_SHOW_MS 500
#define ENTRY_REPORT_WAIT_MS 100

int GetNumber()
{
    // loop until ENTRY_FINISH_PIN is HIGH
    // if ENTRY_NUMBER_PIN is HIGH, add to the iterant and turn on the LED
    // after that wait a bit and turn off LED
    
    int iterant = 0;
    while (digitalRead(ENTRY_FINISH_PIN) != HIGH) {
        if (digitalRead(ENTRY_NUMBER_PIN == HIGH)) {
            iterant++;

            digitalWrite(ENTRY_REPORT_PIN, HIGH);
        }

        delay(ENTRY_DELAY_MS);
        digitalWrite(ENTRY_REPORT_PIN, LOW);
    }
    
    return iterant;
}

void setup()
{
    pinMode(ENTRY_FINISH_PIN, INPUT);
    pinMode(ENTRY_NUMBER_PIN, INPUT);
    pinMode(ENTRY_REPORT_PIN, OUTPUT);
}

void loop()
{
    int sum = GetNumber() + GetNumber();

    for (int i = 0; i < sum; i++) {
        digitalWrite(ENTRY_REPORT_PIN, HIGH);
        delay(ENTRY_REPORT_SHOW_MS);
        digitalWrite(ENTRY_REPORT_PIN, LOW);
        delay(ENTRY_REPORT_WAIT_MS); // waiting a bit more makes sense imo
    }
}

I wish u luck with your Arduino adventure ^^