Helluva Boss: Good to Evil By Andrea Grubaugh
When you’ve got a bunch of demons and other characters that literally live in Hell, it can be
pretty hard to parse out which ones are good and which are truly evil. Still, even in a place like
Hell, there can be a wide spectrum of moralities. With how many lovable characters Vivziepop’s
“Helluva Boss” has given us, we just had to take a look at the ones we’ve met so far before Season
2 starts up this July. So, who’s got a chance at Heaven and who is right where they belong?
I’m Caleb with WickedBinge, and this is Helluva Boss: Good to Evil.
As always, we’re going to be starting with the kindest, noblest or (in this show’s case)
least bad characters before working our way down. These characters are the Good.
By default, we had to give our Gold Medal of Good to The Cherubs - Cletus,
Collin and Keenie. Being the ‘heavenly’ version of I.M.P., the Cherubs’ purpose is to offer
protection services to those in the Land of the Living. In addition to this noble cause,
the Cherubs also do this free of charge, all because ‘it’s the right thing to do’. But while we
may approve of people being saved from a gruesome death, the Cherubs themselves aren’t quite as
pure as they like to seem. After dealing with I.M.P.’s interference and reaching their wits end,
we see that the three Cherubs actually have a bit of a temper. They insult the members of I.M.P. and
even try to attack them in order to get them out of the way. We should also add that they
seem more focused on the job itself rather than the people, with them saying that they’re going
to save Lyle’s life “whether he wants it or not”. So yeah, certainly not perfect, but since they’re
technically the most heroic, there isn’t really any other character that tops them.
Earning the Silver Medal of Good is Vortex, Verosika’s bodyguard and Loona’s friend/love
interest. Though he may seem like your typical tough-guy bruiser, Vortex is actually pretty
nice for a Hellhound. He’s friendly and pretty approachable, only threatening violence for
Verosika’s sake, otherwise he’s pretty chill outside of his job. This is what allows him
to form such a strong connection with Loona, who he sees as a friend. He even invites her
out to parties, showing that he’s willing to hang out with her even if he’s unavailable to
actually date her. With no real ‘dark side’, he easily makes the top half of our list.
For the Bronze Medal of Good, we’re giving it to Octavia. In many ways, Octavia can be your
typical angsty teenager, being incredibly snarky and often disrespectful towards other people,
even towards her father. Still, given that it was Stolas who broke up their family,
we feel she has a right to be a little mad at him. Much like Vortex,
Octavia doesn’t really have much of a dark side outside of her rudeness. She’s even willing to
give her father a second chance once she sees that he regrets hurting her and wants to make
things right between them. So, maybe there’s a bit more to this owlette than meets the eye.
Next, we have our first I.M.P. member, Moxxie. Often considered to be I.M.P.’s weapons specialist
and sharpshooter, Moxxie manages to be the most ‘good’ of the team despite still being an
assassin. While he may kill people for a paycheck, it’s made clear in episodes like “Murder Family”
that he isn’t heartless and doesn’t want to kill people who are innocent or who aren’t
their intended target. He was even willing to give Martha’s family a second chance, though this
didn’t quite work out. It’s a bit ironic that even as a demon, he’s got a pretty kind heart. Speaking
of that heart, Moxxie is also an incredibly loving husband. We’ve even seen him write and sing love
songs just for Millie on a couple occasions. Additionally, while they may butt heads quite
a bit, Moxxie is loyal to Blitz and always has his back in a fight. Overall, there’s quite a bit to
like about Moxxie - and not just because he’s voiced by Invader Zim himself, Richard Horvitz.
Finishing up the Good are the D.H.O.R.K.S. agents, Agent One and Two. Part of a government group that
investigates paranormal activity, we saw these two capture Blitz and Moxxie towards the end of
Season 1 in the hopes of getting information from them about Hell and demons. From I.M.P.’s side of
things, they’re certainly villainous, given that they not only kidnapped two members of their team,
but also tried using truth gas to try and get more intel from them. However, because we don’t
know WHY they want this intel, it’s reasonable to assume that the only reason why Agents One and Two
want to know about demons is so they can protect Earth from them. Given how much collateral damage
we’ve seen I.M.P. cause, we can kind of understand this motivation. We should also mention that
outside of the previously mentioned kidnapping and gas exposure, the Agents don’t really do anything
TOO horrible - or at least, nothing as horrible as some of the other crimes
we’ll get to further down this list. So, they just barely manage to make it into the Good.
Next up, we have the characters that fall
somewhere in-between Good and Evil. This is the Grey Area.
Starting this tier off, we have the sweet yet dangerous Millie. Often lively and cheerful,
Millie is the most positive member of I.M.P., often being up for anything. When in battle,
Millie is probably the most ruthless killer on the team, becoming incredibly violent when angry
or protective. This even extends to outside her work, as she apparently killed several
other demons during one of the previous Harvest Festivals, indicating that she may have a hard
time controlling herself. We should also mention that, unlike Moxxie, she isn’t
very sympathetic towards their targets. Still, when it comes to her friends and her husband,
Millie can be both supportive and loving. Honestly, if it weren’t for her blood rage,
she could have easily made it into the Good. As it stands, she gets placed just on the edge of Grey.
Following her, we have the passionate Prince Stolas. There wasn’t much to Stolas at first,
with his main character traits being how infatuated he was with Blitz and how,
*ahem*, over-the-top he could be with these affections at times. As the season went on,
however, we saw more sides of his character. While his eagerness to pursue a relationship with Blitz
may have been careless, Stolas does seem to regret his cheating once he realizes how much his actions
have hurt Octavia. Though he can be selfish, often acting on his own desires before thinking
of others, he will still try to rectify those mistakes. This was seen in Episode 7 where he
tried to make it up to Blitz after failing to stand up for their relationship. Overall,
Stolas is a character with a lot of faults and a lot to learn, but he’s also got a big heart
and isn’t necessarily a bad guy, even if we can’t completely excuse the bad choices he makes.
Next up, we have the show’s main demon, Blitzo (the ‘O’ is silent). Easily the most bombastic
and complicated character in the show, all Blitz wants is to prove himself and (whether he wants
to admit this or not) to find love, either through his not-so-professional relationship with Stolas
or through his work family. Because of past traumas that we haven’t yet learned about,
it can be hard for Blitz to let down his walls and as such he can be incredibly rude and hurtful
with his words - especially to Moxxie, who he’s almost constantly insulting. His loneliness can
also lead to him being clingy and inconsiderate. Still, this affection isn’t all bad, as the love
he has towards Loona and the M&Ms is genuine. As such, Blitz is both loyal and protective,
even being willing to show his genuine side when he has to - like when he complimented
Moxxie during “Truth Seekers”. While his status as an assassin may indicate how little he cares for
the lives of people outside his personal circle, Blitz is still a guy who cares a lot once he forms
a connection with someone. Unfortunately, this connection doesn’t always prevent Blitz from
putting walls back up or from being selfish and self-destructive. Nothing is a bigger
indicator of this than his past relationship with Verosika and how he ended things there,
never apologizing for how much he hurt her or for stealing her credit cards. It’s unclear at the
moment how much Blitz is going to grow and change - either for better or worse - in Season 2. For
right now though, Blitz’ chaotic nature manages to earn him a spot right in the middle of our list.
Right under Blitz is his adopted Hellhound daughter,
Loona. While Octavia’s rude tendencies were mostly passable, Loona often takes her aggression
to a whole new level whenever she’s annoyed. She cares very little for the people she works with,
and she doesn’t even offer Blitz much common courtesy. Like Blitz, she’s often insulting
Moxxie, and isn’t afraid to verbally or even physically attack others - we can’t forget her
literally kicking a baby in the pilot episode. Still, for as awful as Loona can be at times,
she’s more overly emotional than outright evil, often wanting to just do her own thing instead
of getting wrapped up in whatever I.M.P. is doing. Loona also does care for Blitz at least a little,
even feeling a bit guilty after yelling at him in “Spring Breakers” and helping rescue him in
“Truth Seekers”. While her more aggressive and surly side earns her a lower spot,
we know now that she can be helpful and a decent person. …When she wants to be.
Wrapping up the Grey Area, we have two of the most recent characters at the time of writing,
Asmodeus and Fizzarolli. Together, these two run the most famous nightclub in the Lust Ring,
offering a place for demons to be intimate without any sort of judgment, which is admittedly a pretty
nice thing to do. In their debut episode, we see them mess with and insult both Moxxie
and Blitz - the former for his song being more focused on romance than lust and the latter for
his disaster of a love life. Both instances are pretty mean on their part, hence their
low ranking. However there are a few things that keep them from landing in the Bad Tier. Firstly,
the duo also call out Stolas for breaking up his family, which… yeah, fair. Cheating should always
be called out. Secondly, for as much as they may have hated Moxxie’s lovey-dovey song, they do
let him finish singing it before kicking him and Millie out, at the very least. Finally, the two
do seem to care about one another, if Ozzie’s protectiveness of Fizz is anything to go by.
So, for all these reasons, we can’t quite consider them bad enough to be put in the Bad Tier.
Finally, we’ve reached the lowest of the low. These characters are the Bad to Evil.
Starting off this section is the pop-star succubus, Verosika Mayday. Because an
actual succubus, it’s no surprise that she can be both seductive and manipulative,
needing to feed off the lust of humans. This already isn’t great morality wise, and you
can add in the fact that she can be incredibly petty towards those she has a bad history with,
like Blitz. Verosika also isn’t the best role model, being someone who is in and out of rehab
and who is often seen chugging down Beelzejuice - a powerful drink that she can be pretty reckless
with, given that she ended up accidentally creating a giant fish-monster with it.
There’s also a shot of her on the cover of a magazine in episode 7 encouraging
others to binge drink because it’s “sexy”. Yikes… Still, for as bad as Verosika can be,
we can’t say she’s outright evil, so she only lands here at the top of Bad.
Moving on, we have Stolas’ ex-wife, Stella.
While we won’t argue that Stolas was certainly in the wrong when it came to his cheating,
we can’t say that Stella handled it in the best way. Her understandable rage at this action
crossed the line when she hired the assassin, Striker, to kill her ex husband as revenge.
This is enough to get her in our Bottom 3, but we should also mention that as a mother,
Stella is implied to be neglectful at best. She doesn’t seem all too close to Octavia,
pushing Stolas to comfort her when she’s upset instead of doing it herself, nor does she seem to
care about how Octavia would likely be heartbroken if Stolas were to be killed. Because she’s such a
minor character, we can’t put her any lower, but she’s definitely made an impression so far.
Earning the Bronze Medal of Evil, we come to the pair of Loopty Goopty and Lyle Lipton. Co-Founders
of Lyle-Loopty Robotics, these two were inventing partners while they were still alive.
Both are shown to be pretty eccentric as well as extremely greedy, having little to no care towards
anyone or anything else. This even extended to experimenting on children and poor people. With
Loopty specifically, he was willing to hire I.M.P. to kill Lyle in an act of ‘revenge’. It was later
revealed that Loopty only wanted Lyle dead so he could be with him again, and while that is…
sort of sweet? It was still messed up to have him killed. As for Lyle, he seems to be much
more greedy than his partner, being unable to overcome this greed even as the Cherubs show him
all the other great things about life. Overall, these two are just all-around terrible people,
and it’s no surprise that they’re two of the least liked characters in the fandom.
Getting the Silver Medal of Evil is going to everyone’s favorite snake-like cowboy assassin,
Striker. One of the toughest characters in the entire series, it’s implied that Striker will do
any assassin job, no questions asked. He’s cocky and arrogant as well as cunning and manipulative,
knowing exactly how to get under Moxxie’s skin and tempt Blitz. Although he and I.M.P.
are both assassins for hire, Striker takes it one step further by being willing to kill not
only other demons but also anyone who gets in his way, being even more ruthless than Millie
in some instances. He also seems to look down on those weaker than him,
getting a lot of pleasure out of mocking and overpowering Moxxie. Although it’s hard to say
whether or not he genuinely wanted Blitz as a partner, we will give him a couple points
for his occasional moments of respect towards the other demon, even calling out Stolas for
using Blitz as a ‘plaything’. Still, this isn’t nearly enough to keep him off the Podium of Evil.
Finally, our Gold Medal of Evil is the matriarch of the Murder Family, Martha.
Being the first real villain of the series, she's a homicidal Southern Belle of sorts,
being someone who was incredibly violent and even psychopathic towards the I.M.P. team.
She also appears to partake in cannibalism and human flaying with her family, being much darker
than her beauty and sweet smile would indicate. Outside of all the murder, Martha is also not
only cheats on her husband but is perfectly happy sleeping with other married men, not caring if
she wrecks other marriages. Not only is Martha heartless but she seems to take immense pleasure
in her evilness. Really, we felt there was no one more deserving of our bottom spot than her.
Still, we have to wonder if any character in Season 2 will out-do her in terms of evilness…
So, that’s our list - but of course we have just a few sinner medals to give out:
The Darwin Medal goes to Agents One and Two. While not complete idiots,
they have very little understanding of Hell and demons, and are also incredibly easy to mess with.
The Sloth Medal goes to Loona, who is often seen
slacking off and who absolutely HATES doing her actual job.
The Wrath Medal has to go to Millie. Though not
constantly angry, her moments of blood rage are more than enough to earn her this medal.
The Lust Medal naturally has to go to Verosika. She’s a succubus after all,
and one who isn’t afraid to flaunt all the things that are desirable about her.
The Envy Medal easily goes to Blitz, who always seems to be after
something - whether that be power, respect or love. We’re also giving
him the Pride Medal. Blitz puts a lot of weight into his skills as an assassin,
and whenever someone challenges these skills, he doesn’t hesitate to try and prove them wrong.
Finally, the Greed Medal goes to Lyle Lipton, who was enough of a cheapskate that he wasn’t
even willing to pay for a photo of money, opting to use a free stock photo instead.
And there you have it! But let us know in the comment section if you agree with our ranking,
and tell us what we should cover next! Remember to hit that notification bell and binge our Good to
Evil playlist, where we break down the morality of the characters in your favorite cartoons,
shows and movies. But most importantly, stay wicked!