Function not being called (noob question)

There are two(*) Keyboard.press() functions, one that handles KEY_xxx and one that handles ASCII:

class KeyboardAPI : public Print
{
public:
...
  // Raw Keycode API functions
  inline size_t write(KeyboardKeycode k);
  inline size_t press(KeyboardKeycode k);
...
  // Print API functions
  inline virtual size_t write(uint8_t k) override;
  inline size_t press(uint8_t k);
...
};

You need two typeKey() functions, too:

void typeKey(KeyboardKeycode key)
{
  Keyboard.press(key);
  delay(50);
  Keyboard.release(key);
}

void typeKey(int key)
{
  Keyboard.press(key);
  delay(50);
  Keyboard.release(key);
}

or use a template:

template <typename T> void typeKey(T key)
{
  Keyboard.press(key);
  delay(50);
  Keyboard.release(key);
}

(*) Well, actually three:

class DefaultKeyboardAPI : public KeyboardAPI
{
public:
  // Add special consumer key API for the reserved byte
  inline size_t write(ConsumerKeycode k);
  inline size_t press(ConsumerKeycode k);
...
};
class Keyboard_ : public DefaultKeyboardAPI
{
...
};
extern Keyboard_ Keyboard;