Mahairitsas began his solo career in 1989 as a writer and performer. His first album was «O Magapas Kai I Sagapo», released by Minos-EMI, which was not well received. However his follow-up «Didymoteicho Blues» in 1991, including the song of the same name featuring Ntalaras once again, was certified Gold.

«Rixe Kokkino Stin Nichta» was released in 1993 and featured many other artists such as Vasilis Papakonstantinou. Since then he has been working closely with Dionysis Tsaknis, another well known Greek musician. After performing a large number of live appearances together, they released the live album «H Nyhta Tha To Pei».

In 1995, he released «Parathyra Pou Kourase I Thea», considered by many to be his best album yet. In 1996, he released «Pafsilypon» with many other artists. Three years later, he released «Etsi Drapetevo Ap' Tis Parees», again with many well-known musicians, especially in the song «Kai Ti Zitao». He then composed the music for the movie «Enas Kai Enas». In 2001 he released «To Dialeimma Krataei Dyo Zoes», which included songs such as «Matia Dihos Logiki», «Ela Psihoula Mou« and «O Egokentrikos». In 2002 he wrote the music for Giannis Kotsiras' album «Xylino Alogaki». His next release was the two-disk album «Tosa Chronia Mia Anasa» (2007). It included a new song (the title song) and 34 of his career's greatest hits, being his first «best of» album.

Besides the many albums, Machairitsas hold many concerts all over Greece during the summer. He has also held concerts with Eleftheria Arvanitaki, Haris Alexiou, Vasilis Papakonstantinou, Pyx Lax, Christos Thivaios and many more.

Mahairitsas continued to work in Greek rock music and to compose.