Is Vox the reason Pentagram City is technologically advanced?
Think of it this way: to advance technologically, you need to be not only fairly smart, but capable of forming groups with other like-minded smart people who can help you plan and build. However, in Hell, just about everyone is varying degrees of dysfunctional, and only a minority of them seem to be especially smart. It's clear both from the overlord meeting in Season 1 and the Season 2 song "Bad With Us" that overlords mostly don't work together, at least not to accomplish anything constructive. And if this is what the overlords are like, how much more useless do you think the average sinners are?
In general, a lot of the sinners live (what we think of as) fairly anachronistic lifestyles, or just seem to be stuck in the past. Just about everyone in Cannibal Town looks like they stepped out of a time where electricity and running water still would have been considered luxuries. In fact, apart from the Vee's, the only overlord we regularly see using modern technology in her line of work is Zeezie (sp?), while everyone else prefers analog tools or magic to get things done. Yet, somehow, despite all this, Pentagram City is full of security cameras, television sets, and drones--all of which are owned by VoxTech.
In light of all this, I can't help but think that before Vox arrived in Hell, life in Pentagram City and the Pride Ring (and maybe even all of Hell) was a lot more primitive. He is the one who brought modern communications technology, wi-fi, and all the rest of it, to the citizens of Hell, because at the time, he was the only one both smart and socially-savvy enough to encourage engineering and innovation or make it profitable (later generations of sinners, who were used to such technologies already, then kept buying in so that they wouldn't have to live without them).
This would also go some way towards explaining two of the series' plot holes: why the exterminations by Heaven only started seven years prior to the main storyline, and why the angels decide to make peace with Hell the moment Vox is defeated. Before Vox built his media empire, the sinners posed no real threat to Heaven because they were so far behind them technologically-speaking. Even if they tried to rise up, Heaven could overpower them easily, so they mostly kept to themselves. Moreover, at first, Alastor put a check on Vox's behavior by distracting him from any enterprises that might threaten Heaven. Once Alastor disappeared (seven years ago), Vox was able to expand VoxTech unchecked, until his team was producing technology that could rival Heaven's. Because of this, the leadership assumed that Vox was their biggest threat (and they weren't wrong). At the end of Season 2, Vox has been incapacitated, at least temporarily, which grants Heaven a reprieve and allows them to reopen talks with Charlie and other delegates from Hell.