When checking with my test file everything seems fine to me. Still getting a "false" output, not to mention the validation. I've been staring at this for too long. Maybe someone has a hint for me? Thanks in advance!
public class Solution {
    public static void main(String[] args) {
        // You can find your_file_name.tmp in your TMP directory or adjust outputStream/inputStream according to your file's actual location
        try {
            //File yourFile = File.createTempFile("your_file_name", null);
            File yourFile = new File("/Users/test/Desktop/Folder/file1.txt"); //just for testing
            OutputStream outputStream = new FileOutputStream(yourFile);
            InputStream inputStream = new FileInputStream(yourFile);

            CodeGym codeGym = new CodeGym();
            // Initialize users field for the codeGym object here
            SimpleDateFormat dateFormat = new SimpleDateFormat("dd-MM-yyyy");

            codeGym.users.add(new User("Harry", "Potter", (dateFormat.parse("01-03-2017")), true, User.Country.UNITED_KINGDOM));
            codeGym.users.add(new User("Ron", "Weasley", (dateFormat.parse("04-05-2015")), true, User.Country.UNITED_STATES));
            codeGym.save(outputStream);
            outputStream.flush();

            CodeGym loadedObject = new CodeGym();
            loadedObject.load(inputStream);
            // Here check that the codeGym object is equal to the loadedObject object
            System.out.println(codeGym.equals(loadedObject));
            outputStream.close();
            inputStream.close();

        } catch (IOException e) {
            //e.printStackTrace();
            System.out.println("Oops, something is wrong with my file");
        } catch (Exception e) {
            //e.printStackTrace();
            System.out.println("Oops, something is wrong with the save/load method");
        }
    }

    public static class CodeGym {
        public List<User> users = new ArrayList<>();

        public void save(OutputStream outputStream) throws Exception {
            SimpleDateFormat dateFormat = new SimpleDateFormat("dd-MM-yyyy");
            PrintStream writer = new PrintStream(outputStream);

            writer.println(this.users.size());
            for(User u : users) {
                writer.println(String.format("%s %s %s %s %s", u.getFirstName(), u.getLastName(), dateFormat.format(u.getBirthDate()), u.isMale(), u.getCountry()));
            }
            writer.close();
        }

        public void load(InputStream inputStream) throws Exception {
            SimpleDateFormat dateFormat = new SimpleDateFormat("dd-MM-yyyy");
            BufferedReader reader = new BufferedReader(new InputStreamReader(inputStream));

            while(reader.ready()) {
                int readSize = Integer.parseInt(reader.readLine());
                CodeGym codeGymInput = new CodeGym();
                for(int i = 0; i < readSize; i++){
                    String[] fullText = reader.readLine().split(" ");
                    String firstName = fullText[0];
                    String lastName = fullText[1];
                    Date birthDate = dateFormat.parse(fullText[2]);
                    boolean isMale = fullText[3].equals("true") ? true : false;
                    User.Country country = fullText[4].equals("UNITED_KINGDOM") ?  User.Country.UNITED_KINGDOM : fullText[4].equals("UNITED_STATES") ?  User.Country.UNITED_STATES : User.Country.OTHER;

                    codeGymInput.users.add(new User(firstName, lastName, birthDate, isMale, country));
                }
            }
            reader.close();
        }

        @Override
        public boolean equals(Object o) {
            if (this == o) return true;
            if (o == null || getClass() != o.getClass()) return false;

            CodeGym codeGym = (CodeGym) o;

            return users != null ? users.equals(codeGym.users) : codeGym.users == null;

        }

        @Override
        public int hashCode() {
            return users != null ? users.hashCode() : 0;
        }
    }
}
I added a constructor in the User class as well, for convenience :
public User(String firstName, String lastName, Date birthDate, boolean isMale, Country country) {
        this.firstName = firstName;
        this.lastName = lastName;
        this.birthDate = birthDate;
        this.isMale = isMale;
        this.country = country;
    }