Everyone has a better understanding of one's own soul. Once your inner being accepts you and don't bother you while doing anything, instead pleases you and appreciate you for doing that, that is the place where you can say that I am free now. Your inner being only appreciate your good works, your service for the people, your time spent in chanting the NAAM.
We can find examples in Gurbani itself,
"PACHHE BAHUR NA AWAN PAO" Shabad from Bhagat Naam Dev Ji's Bani. In which he said that I am sure that my soul is free from transmigration now. I have chanted over and over on HIS NAME, and my soul helped me in doing that. Infact my soul started chanting on HIS NAME itself. Now I won't stay in this circle of dying and having birth again.
The need is to understand the messages from Gurbani. Gurbani has all the answers in it. So chant on HIS NAME; how much? Ik Du Jeebho Lakh Howe Lakh Howe Lakh Bees, Lakh Lakh Gera Akhiye Ek Naam Jagdish. As many times you breath, say HIS NAME. Dum Dum Sada Smalda Dum Na Birtha Jaye. Take Care your one breath also shouldn't go waste.