Ultraviolet (UV) observations of local star-forming galaxies have begun to establish an empirical baseline for interpreting the rest-UV spectra of reionization-era galaxies. However, existing high-ionization emission line measurements at \(z>6\) (\(\mathrm{W_{C IV, 0}} \gtrsim 20\) {\AA}) are uniformly stronger than observed locally (\(\mathrm{W_{C IV, 0}} \lesssim 2\) {\AA}), likely due to the relatively high metallicities (\(Z/Z_\odot > 0.1\)) typically probed by UV surveys of nearby galaxies. We present new HST/COS spectra of six nearby (\(z<0.01\)) extremely metal-poor galaxies (XMPs, \(Z/Z_\odot \lesssim 0.1\)) targeted to address this limitation and provide constraints on the highly-uncertain ionizing spectra powered by low-metallicity massive stars. Our data reveal a range of spectral features, including one of the most prominent nebular C IV doublets yet observed in local star-forming systems and strong He II emission. Using all published UV observations of local XMPs to-date, we find that nebular C IV emission is ubiquitous in very high specific star formation rate systems at low metallicity, but still find equivalent widths smaller than those measured in individual lensed systems at \(z>6\). Our moderate-resolution HST/COS data allow us to conduct an analysis of the stellar winds in a local nebular C IV emitter, which suggests that some of the tension with \(z>6\) data may be due to existing local samples not yet probing sufficiently high \(\mathrm{\alpha/Fe}\) abundance ratios. Our results indicate that C IV emission can play a crucial role in the JWST and ELT era by acting as an accessible signpost of very low metallicity (\(Z/Z_\odot < 0.1\)) massive stars in assembling reionization-era systems.