>>8162910well it would've been hard since dubbing especially back then took way longer to localize and release. I don't think they would've been able to get their hands on it in time for the fall of '87, not like how they have broadcast dubs these days that either air the same day or a few weeks after it airs in japan. They might not have gotten it till '88 or '89 at the earliest, and you know the violence would've been toned the fuck down, the way they wrote the anime series is different from how they'd write 80s cartoons.
It would've been interesting to see how they'd cast it. If they would've had the Sunbow cast reprise, very few actors already in the main cast regularly dubbed anime like Michael McConnohie (Tracks, Cosmos) and Wally Burr (the show's voice director, also has dabbled in anime and ADR, including directing the old Akira dub and voicing Roah in Fist of the North Star: The Movie). I'd imagine they'd probably move on from the Sunbow cast to the non-union Harmony Gold/Streamline crop of actors (guys like Tony Oliver, Bob Papenbrook, Tom Wyner, Steve Kramer many of whom who'd be involved with RID2001's dub).
I don't know if it would've been cheaper than just continuing the cartoon at the time, might've, might not.
That said most people don't really seem to like Headmasters much, i think it's more depressing self-defeating tone would've turned more people off like how Optimus's death and Rodimus's depression did for a lot in '86, it would've been amplified even further. Sixshot would've definitely benefited though in popularity if they had dubbed it at the time though. The really crappy Omni production dub of Headmasters often is usually considered the best thing that happened to it, because it's so bad...it's good.