Rubuta ci gaba don wannan sakin layi - Lokacin da a watan Satumbar 1999, sojojin Rasha suka shiga Chechnya bayan mamayewar Chechen a Dagestan da kuma fashewar gidajen Rasha
, Said ya sami damar komawa Arewacin Chechnya. An nada shi mataimakin shugaban gundumar Nadterechny. A watan Disambar 1999 ya shiga rundunar sojojin Rasha. Tare da wasu daga cikin 'yan tawayen da ke adawa da Maskhadov, ya kafa wani kamfani na musamman na rundunar bindiga ta 42 na sojojin Rasha (rukunin Chechen na farko a bangaren Rasha a yakin Chechen na biyu) kuma ya shiga Grozny. Kakiyev ya yi iƙirarin cewa rukunin sa ne ya fara ɗaga tutar Rasha a Grozny. A lokacin yakin Komsomolskoye, sojojin da Kakiyev ke jagoranta sun yi nasarar kewaye sojojin da Ruslan Gelayev ke jagoranta.