Probably here the answer will vary depending on which philosophical school one is answering from.
My answer is from ShAkta Tantra which is purely Advaitic in nature (Not to be confused with a man made philosophy though).
According to Tantras, that the Jiva enjoys is a myth. It's actually the Kundalini Devi who enjoys and suffers.
Lord Shiva says:
MuladhAre tu yA shaktirbhujagAkArarupini |
JivAtmA parameshAni
tanmadhe vartate sadA ||
BhojanecchA bhavet tasmAtnirlipto
jivasamgyakah |
Saiva sakshAd gunamayi nirguna jiva uchyate ||
Jivasya bhojanam devi bhrAntireva na samshayah |
GunayuktA
kundalini chandrasuryAgnirupini || 6
O Parameswari ! In the region of MulAdhAra the snake-like Kundalini Shakti resides and
within it the Jiva resides always. It is the Kundalini Shakti
from which the desire generates; the Jiva is completely indifferent
regarding this. And that Kundalini is of the form of three Gunas the
Jiva is Nirguna (devoid of qualities). The jiva (embodied human) is
devoid of qualities. Devi, for the jiva, pleasure is delusion. There
is no doubt about this. Kundalini, the form of Sun, Moon and Fire, is
endowed with qualities.
MAtrikA Bheda Tantram Patala 3, Slokas 4,5,6.
(NOTE - For verse 6 the translation is borrowed from here).
So, the enjoyment and suffering, the Jiva is unaffected by both in truth.
In the Tantras, there are three types of aspirants:
- The Pashu - The Tamasik and the dualistic one. They are deluded into thinking that they themselves (i.e the Jiva) are suffering and enjoying but in truth level it is not so.
2,3- Vira (the heroic) and the Divya (divine) aspirants however both have the understanding that it's not they themselves who are enjoying/suffering.
So, while eating, for example, they imagine the Devi extended from the MulAdhAra to the tip of the tongue and consume their food by chanting a Mantra " ... Juhoyomi kundalimukhe ... " (I'm offering the oblation to the mouth of Kundalini Devi).
The result of the Pashu like behavior is repeated births in lower/higher worlds but that of the Vira and Divya like behaviors are liberation from bondage forever.
So, according to the Tantras it is only a delusion (or myth) that the Jiva or soul enjoys or suffers. It's actually not so in absolute level of reality.