
if __name__ == '__main__':
    asking = True

    print("Juan Questions")
    print("Presione 1 para salir")

    while asking == True:
        response = input("Pregunta algo: ")

        if response == "1":
            print("Salir")
            asking = False
            break
        if response.endswith("?") :
            print("Ofi")
        elif response >= 'A' and response <= 'Z':
            print("Chillea")
        elif response == "" :
            print("mmm")
        else:
            print("Me da igual")


if __name__ == '__main__':
    asking = True

    print("Juan Questions")
    print("Presione 1 para salir")

    while asking == True:
        response = input("Pregunta algo: ")

        if response == "1":
            print("Salir")
            asking = False
            break
        if response.endswith("?"):
            print("Ofi")
        elif response >= 'A' and response <= 'Z'or response >= 'a' and response <= 'z':
            print("Chillea")
        elif response == "":
            print("mmm")
        else:
            print("Me da igual")

Update Juan.py