The double distance and metallicity frontier marked by the SMC has been finally broken with the aid of powerful multi-object spectrographs installed at 8-10m class telescopes. VLT, GTC and Keck have enabled studies of massive stars in dwarf irregular galaxies of the Local Group with poorer metal-content than the SMC. The community is working to test the predictions of evolutionary models in the low-metallicity regime, set the new standard for the metal-poor high-redshift Universe, and test the extrapolation of the physics of massive stars to environments of decreasing metallicity. In this paper, we review current knowledge on this topic.