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Police and Security Guards
Appears in: Breaking the Bank, Escaping the Prison, Stealing the Diamond
Other lawful individuals standing between Henry and his latest objective, and the main antagonistic force of the first three games: bank employees, policemen on duty as prison guards, and museum nightguards; respectively.
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In General
- Hero Antagonist: All the guards are just doing their jobs and the only reason why they're antagonists is because they're in Henry's way.
- Punch-Clock Hero: They are merely background characters who are only doing their jobs which involve stopping Henry either from trying to break out of prison or stealing the Tunisian diamond.
- Shotguns Are Just Better: Some guards carry shotguns; Captain Geoffrey Custard and Tom Hardly being notable examples.
Recurring
Ted McAdams
Ted McAdams
Appears in: Breaking the Bank, Stealing the Diamond
Driver of the bank truck, and partner of Winston Davis. He quits his job and becomes a security guard at the museum after a "certain incident".- Butt-Monkey: At least for Ted McAdams, there's no escaping a job where he encounters Henry Stickmin.
- The Cameo: Ted makes a quick cameo as a picture in the intro, when Captain Galeforce goes over the military scripts and evidence with a page with him reporting about the attempted bank robbery by Henry.
- Continuity Nod: Ted McAdams mentions the events of either Bank when Henry was arrested for breaking into the titular bank, or the Lawyered Up ending of Prison when Winston was framed for kidnapping Henry and presumably arrested off screen.
- The Driver: Throughout his partnership with Winston, Ted always drove the van because the former prefers looking out the window.
- Oh, Crap!: His reaction to seeing Henry speeding past with the diamond in Intruder on a Scooter.
- Take This Job and Shove It: After his partner Winston got arrested, Ted decided to call it quits and find a new job as a night guard because he thought it'd be safer.
- Tempting Fate: In Diamond, he's talking to new recruit Jacob Rose about what happened to Winston and how he decided to find a new safer job as a security guard. Cue Henry speeding by them with the diamond in Intruder on a Scooter route.
- Those Two Guys: With Winston Davis in Bank. Averted in future games due to Davis being arrested and Ted changing jobs.
- Unwitting Pawn: For Henry in Bank as he agrees with Winston to put the bag Henry was hiding in with the others just to be safe.
Winston Davis
Winston Davis
Appears in: Breaking the Bank, Escaping the Prison, Infiltrating the Airship
Truck driver of the bank truck, and partner of Ted McAdams. After losing his job because of numerous investigations following the events of Bank, he joins the Toppat Clan.- Cardboard Prison: The Lawyered Up route ends with him (wrongfully) accused of trying to kill Henry and hide the body in the bank. However, he can be seen in Airship as a Toppat member in the Government route during the meeting, meaning that he likely escaped somehow.
- Cassandra Truth: He really didn't know Henry was in the bag when they loaded it up, but nobody in the court believes him.
- Death Glare: During his appearance in Airship, he's looking pointedly at Henry (who's disguised as Toppat member), possibly because he recognized him.
- Face–Heel Turn: He briefly appears in Airship among a group of Toppats that Henry has to sneak past.
- Foil: To Dave Panpa. Both started the series working in law enforcement, but due to Henry, lost their jobs; Dave was fired due to negligence for not checking Henry's package before delivering it, while Winston was fired after getting framed for attempting to kill Henry as a cover-up of the latter's attempted bank robbery, and both of their ultimate fates involve the Toppat Clan; Dave somehow ended up imprisoned in their brig while Winston joined them after being branded a criminal.
- Frame-Up: In the Lame/Legal/Lawyered Up Ending for Prison, Winston Davis is framed for trying to kidnap Henry by placing him in a bank bag, since Henry apparently couldn't have tied the bag from the inside.
- No Good Deed Goes Unpunished: Trying to make sure they didn't lose a money bag cost him his job got him arrested.
- Then Let Me Be Evil: After being framed for kidnapping Henry and losing his job, he decides to join the Toppat clan.
- Those Two Guys: With Ted McAdams in Bank. Averted in future games due to Ted changing jobs and Davis being arrested then joining the Toppats.
- Unwitting Pawn: For Henry in Bank, as he was the one who told Ted to load in the bag Henry was hiding in just to be safe.
Rupert Price
For tropes on him, see the his folder on the Government
Dave Panpa
Dave Panpa
Appears In: Escaping the Prison, Stealing the Diamond, Infiltrating the Airship, Completing the Mission
A hapless police officer/security guard who always seems to encounter Henry. He's had plenty of different jobs due to a combination of his incompetence and Henry always showing up.- Agony of the Feet: Gets an empty bombshell thrown onto his foot in one of the early FAILs of the Epic route of Diamond.
- Ascended Extra: Downplayed, but he does get a significant spotlight in the only path of Mission he appears in.
- Butt-Monkey: Poor Dave just can't catch a break whenever he encounters Henry Stickmin. To top it all off, he somehow ended up in Toppats' cell for unknown reasons.
- Continuity Nod: Talks about Henry Stickmin's escape from Prison to Kurt Dietch in Diamond; in this case how Henry used whatever item was in the cake to escape. Kurt isn't interested, however.
- Dare to Be Badass: Tries to take out Floyd Winters when Henry asks him in Mission, however Floyd easily overpowers him.Dave: C'mon, Dave, you got this...
- Face–Heel Turn: Downplayed. He joins Henry's Toppat splinter faction in Toppat Civil Warfare, but he looks rather reluctant about it and the circumstances indicate he had to do so to ensure his own safety.
- Failed a Spot Check: In Prison, Dave fails to search the cake properly, and Henry uses one of three items hidden in the cake to escape. Unsurprisingly, he loses his job for this.
- Guest-Star Party Member: Downplayed. While he does tag along with Henry for the majority of the Toppat Civil Warfare route, you can pick Dave to help Henry take down the guard who holds the key of his loyalists' cells and that's the only choice you can get from him.
- Irony: Dave used to be a policeman who imprisoned Henry to his cell back in Prison. At some point before the events of Airship, he was later jailed in a Toppat cell while Henry roams free.
- It May Help You on Your Quest: If Henry frees Dave from his cell in Airship, he will drop a flash drive containing the passcode for the room containing Biggoron/Biggol's Sword.
- Motor Mouth: Subverted. While in Diamond, he tries speaking to Kurt Dietrich about how he got fired after Prison and explains he was just trying to have a conversation with him, he doesn't speak extremely fast. This winds up in a FAIL if Henry stops to listen, because when Dave mentions that there's a draft, Kurt realizes that Henry's there, and pulls a gun on him.
- My Friends... and Zoidberg: While Dave does joins Henry's faction of the Toppat clan in Toppat Civil Warfare route, he just so happen to be there and doesn't have any personal stake in the resolution like Henry, Thomas, and Geoffrey.
- Nice Job Breaking It, Hero: Failing to check the package delivered to Henry then lying about it.
- Noodle Incident: How exactly did he wind up in a cell on the Toppat Clan's ship? Not even the bios for him in the Collection reveal why.
- Small Role, Big Impact: Dave doesn't get much screentime and overall just a minor recurring character, but his clumsiness on not checking the package lead to Henry's escape, which made the whole series happen.
- Static Stun Gun: Carries one in Prison and will use it on Henry should he forget to defend himself. Dave tases himself after Henry knocks him down.
- Those Two Guys: Is this with Rupert Price (the other policeman in the intro) in Escaping the Prison. This is averted in the later games following him being fired from the police.
- Unwitting Pawn: Unintentionally to the Center for Chaos Containment, as he's the one who found, didn't check, and delivered their package to Henry.
- Watch Out for That Tree!: Well, pillar. If Henry KO's Kurt, the other guard with him in Diamond, Dave runs into a pillar when fleeing and trying to get help.
- What Happened to the Mouse?: Apart from playing a role in the Toppat Civil Warfare route in Mission, it's anyone's guess on what happened to Dave following his capture in Airship and potential escape in the Pure-Blooded Thief ending. While it is likely that he was freed in the Investigator route's aftermath, since Mission's selection screen states that the airship was impounded, it is never stated for a certainty.
Bank Guards
Chad Hansen
Chad Hansen
Appears in: Breaking The Bank
Fresh out of college. Guarding a bank sounds awesome! Unfortunately, this job happens to be in the middle of nowhere.- Cool Shades: He has those.
- Lampshade Hanging: He questions his partner Philly about why there would a bank be out in the middle of the desert.
- Shout-Out: His name is an obvious parody of Chris Hansen.
- Those Two Guys: With Philly Colin.
Philly Colin
Philly Colin
Appears in: Breaking The Bank
He's been a guard at the bank (vault) for 5 years now. He loves the badass look of a uniform.- Badass Armfold: The first time he's seen, he's doing this pose.
- Cool Shades: He has those.
- Shout-Out: His name is very similar to Phil Collins’.
- Those Two Guys: With Chad Hansen.
Police Officers
Police Officers — Escaping the Prison
Police Captains
Captain Geoffrey Custard
Captain Geoffrey Custard
Appears in: Escaping The Prison
Thirty years ago a janitor threw out his lunch. He's held a grudge against janitors ever since.- Freudian Excuse: He hates janitors because one threw out his lunch thirty years ago.
- Minor Major Character: A police captain only appears for a brief period in a FAIL.
Captain Roland Canterbury
Captain Roland Canterbury
Appears in: Escaping The Prison
The man in charge of all officer trainer at Red Mesa. Known to be very strict.- Everyone Has Standards: Even though Henry was trying to escape, both he and Jonas look very concerned after the latter accidentally shot him.
- Minor Major Character: A police captain only appears for a brief period in a FAIL.
Captain Ed Roberts
Captain Ed Roberts
Appears in: Escaping The Prison
The chief of police here at Red Mesa. He runs a tight ship and expects the best from all his cadets.- Final Boss: For the "Badass" ending of Prison. Henry has to use Bullet Time to get past him.
Prison Officers
Prison Officers - Miscellaneous Fails
Jonas Noogan
Jonas Noogan
Appears in: Escaping The Prison
He's been quickly moving up the ranks. Just needs to pass that marksman exam.- Collateral Damage: When Henry tries to teleport out his cell, he ends up directly between Jonas and his target for his marksman exam.
- Everyone Has Standards: When he accidentally shoots Henry who tried using the teleporter to escape, he looks concerned.
Kev Portly
Kev Portly
Appears in: Escaping The Prison
He only became a cop because he knows cops eat donuts and he loves donuts. You won’t catch him doing much police work.
- Donut Mess with a Cop: He only became a cop because he loves donuts.
- Meaningful Name: His last name, Portly, means fat, and he's the first and only one of two characters to have an actual body (the other being Gene Fredrickson).
- Professional Slacker: He doesn't do much police work, he just focuses on eating.
- Trademark Favorite Food: Donuts.
Stump Blump
Stump Blump
Appears in: Escaping The Prison
He was beat up a lot as a child because of his name... For obvious reasons.- Rhyming Names: Stump Blump.
- Unfortunate Name: He was beat up a lot because of it.
Ryan Goldman
Ryan Goldman
Appears in: Escaping The Prison (photo)
Red Mesa Penitentiary's Employee of the Month for the month of June.- Employee of the Month: His photo is seen in the Employee of the Month plaque for the month of June.
Prison Officers - Sneaky Escapist Route
Carlos Burdt
Carlos Burdt
Appears in: Escaping The Prison
He works a desk job at the prison. He prefers it over going into the dangerous field.- One-Steve Limit: He shares his first name with a Toppat member.
Str8 Shoota
Str8 Shoota
Appears in: Escaping The Prison
Legally changed his name to Str8 Shoota. He spits hot fire and raps mad lyrics. Respect.- Alliterative Name: Str8 Shoota.
Jen Bruhn
Jen Bruhn
Appears in: Escaping The Prison
One of the administrators of the prison. She keeps it running in decent condition.- Early Installment Character-Design Difference: Her hair in the original version of Prison was red, but it was changed to brown in the collection.
John Farn
John Farn
Appears in: Escaping The Prison
A rookie to the team. This is the first meeting he's ever attended.- New Meat: He's a rookie to the team.
- One-Steve Limit: He is one of four Johns in the whole series.
John Grits
John Grits
Appears in: Escaping The Prison
Just got back from breaking up a fight between two inmates. It didn't go so well...- One-Steve Limit: He is one of four Johns in the whole series.
Jon Sascachawean
Jon Sascachawean
Appears in: Escaping The Prison
He joined the force for the action, but they've stuck him behind the desk...- Thrill Seeker: He joined the police seeking action.
Johm Barley
Johm Barley
Appears in: Escaping The Prison
Failed out of firearm training three times. He's technically not allowed to use his weapon outside of the shooting range.- The Klutz: He's seen fumbling with his weapon as Henry disrupts the meeting.
Prison Officers - Badass Bust Out Route
[Unknown] Hendrix
[Unknown] Hendrix
Appears in: Escaping The Prison
Always sleeping on the job. Nobody knows his first name.- Comical Nap Drool: He drools all over his desk in his sleep.
- Heavy Sleeper: His bio states him as such, and it’s clearly evident in his only appearance.
- No Last Name Given: Nobody knows what it is.
Pete Sound
Pete Sound
Appears in: Escaping The Prison
Notorious for taking food that isn't his from the employee fridge.- Obsessed with Food: He's known for stealing food that isn't his from the employee fridge.
Sally Cue
Sally Cue
Appears in: Escaping The Prison
She often gets confused with someone else, which is strange because she doesn't even have red hair.- Early Installment Character-Design Difference: In the original version, Sally had red hair. This was later changed (and referenced in her bio) because some fans mistook her for Ellie prior to her arrest.
Gary Gray
Gary Gray
Appears in: Escaping The Prison
Constantly put on evidence duty; his least favorite job.- Alliterative Name: Gary Gray.
- Repetitive Name: Of a sort. Both his first and last name use the same letters.
- One-Steve Limit: Shares his first name with Gary Mann.
Burt Slim
Burt Slim
Appears in: Escaping The Prison
He's been on the force for six years now and yet there are still days that surprise him.- One-Steve Limit: Shares his name with Toppat member Burt Curtis.
Tom Hardly
Tom Hardly
Appears in: Escaping The Prison
Takes his job very seriously. Never seems to take off those sunglasses.- Cool Shades: Which he never takes off.
- Shotguns Are Just Better: He uses a shotgun when chasing Henry.
- Shout-Out: His name references Tom Hardy.
Jimmothy Pug
Jimmothy Pug
Appears in: Escaping The Prison
Fairly new to the force. Does not handle pressure well.- New Meat: He's new to the force.
- Nervous Wreck: Doesn't handle pressure well.
Michael Bends
Michael Bends
Appears in: Escaping The Prison
Joined the force at the same time as his best friend. He's the clean shaven one.- Shout-Out: His last name is Bends, he is friends with Mathew Flexer, and the only distinguishing feature is that he doesn’t have a goatee. Kinda like Bender and Flexo.
- Those Two Guys: With Mathew Flexer.
Shawn Sean
Shawn Sean
Appears in: Escaping The Prison
This is his first day back from a nice vacation. You ruined it.- Alliterative Name: Shawn Sean.
- Repetitive Name: Both his first and last names are pronounced the same.
Mathew Flexer
Mathew Flexer
Appears in: Escaping The Prison
He joined the police force at the same time as his best friend. He has a goatee.- Shout-Out: His last name is Flexer, he is friends with Michael Bends, and the only distinguishing feature between them is a goatee. Kinda like Bender and Flexo.
- Those Two Guys: With Michael Bends.
Police Officers — Stealing the Diamond
Johnny Panzer
Johnny Panzer
Appears in: Stealing The Diamond
He's risen quickly through the ranks, and it's no surprise. His skills are well above average.- Killed Off for Real: He's one of the few characters to be confirmed dead in any specific paths before Mission. Johnny's morgue ID tag can be seen in the opening cutscene of Airship should the Intruder with a Scooter ending show up as the content for the file sheet regarding what Henry did in Diamond.
Jack Sheen
Jack Sheen
Appears in: Stealing The Diamond
The only helicopter pilot in the force that can fly to the city and back in under 2 hours.- Ace Pilot: According to his bio, he's the only one capable of flying to the city and back in under two hours.
Samuel Mundy
For tropes on him, see the his folder on the Unaffiliated page
James Lancelot
James Lancelot
Appears in: Stealing The Diamond
Frequently eats at those medieval restaurants. Claims his family used to be nobles way back then.- By-the-Book Cop: Trying to bribe him ends with Henry getting a headshot.
- Final Boss: For the "Aggressive/Intruder" ending of Diamond, along with Rupert Price.
Security Guards
Recurring
Todd Slimmonds
Todd Slimmonds
Appears in: Stealing The Diamond (Just Plain Epic, Intruder on a Scooter)
It's hard to work odd hours at a museum. Your sleep hours get all messed up. He's doing his best!- Sleepyhead: Working at the museum has messed up his sleep schedule.
Jacob Rose
Jacob Rose
Appears in: Stealing The Diamond (Unseen Burglar, Intruder on a Scooter)
The museum's newest hire. He's still in training so he's not allowed to work unsupervised quite yet.- Ambiguously Related: Shares a last name with the main protagonist Ellie Rose, but nothing seems to come of it. It was eventually Jossed by Puffballs.
Unseen Burglar Route
Jeff Stickley
Jeff Stickley
Appears in: Stealing The Diamond
He enjoys his rooftop post. It gives him a chance to admire the stars. He considers himself an amateur astronomer.- Attention Deficit... Oh, Shiny!: Exploited. Henry throws a penny to him and he is easily distracted by it, letting Henry go in.
- Hidden Depths: He enjoys looking at the night sky and is interested in astronomy.
Cliff Knux
Cliff Knux
Appears in: Stealing The Diamond
He picked up smoking so he could take more breaks.- Anvil on Head: Or Diamond, in this case.
- Final Boss: For the "Sneaky/Unseen" ending of Diamond. Henry drops the titular object on him.
Just Plain Epic Route
Kurt Dietrich
Kurt Dietrich
Appears in: Stealing The Diamond
This guy hates going to work. Not to mention they paired him with some annoying newbie. GUH!- Perpetual Frowner: He always looks so grumpy.
- Quick Draw: He demonstrates this in both the bomb and gun fails, immediately drawing his revolver on Henry when detected.
- Revolvers Are Just Better: Unlike all the other armed guards of the museum security, armed with regular pistolsnote , he has a revolver. He is also quick to draw it as soon Henry tries to to shoot him and Dave with an unloaded Sten gun, or when he tries to blow them up with a disarmed bomb.
Joseph Jo
Joseph Jo
Appears in: Stealing The Diamond
He may not look like it, but he's a scrappy guy. He's not itching for a fight, but he won't back down if he's challenged.- Alliterative Name: Joseph Jo.
Timothy Lewis
Timothy Lewis
Appears in: Stealing The Diamond
Goes by Tim. His work shift usually involves running a nightly patrol.- Break Out the Museum Piece: He uses a cannon against Henry in the Epic route of Diamond.
Alexander Garb
Alexander Garb
Appears in: Stealing The Diamond
He's scared of heights and birds. Oh no...- Why Did It Have to Be Snakes?: He's afraid of heights and birds, and unfortunately for him, he gets attacked by a baby pterodactyl.
Tony Franz
Tony Franz
Appears in: Stealing The Diamond
He's secretly in the mafia. He got placed here so that he could launder money.- The Mole: He's in with the mafia and got a job at the museum to launder money.
Intruder on a Scooter Route
Konrad Conners
Konrad Conners
Appears in: Stealing The Diamond
He got the job as a security guard because his friend hooked him up. They tend to work their shifts together.- Ramming Always Works: Winds up on the receiving end of this in the Aggressive route of Diamond when Henry rams the museum's front doors open.
Billy Barnes
Billy Barnes
Appears in: Stealing The Diamond
Usually manages to work the same shift as his friend.- Alliterative Name: Billy Barnes.
Zach Knut
Zach Knut
Appears in: Stealing The Diamond
He often takes his job seriously. Some of his coworkers are annoyed by his repetitive usage of the walkie talkie.- The Cameo: He can be seen in a picture in the military files at the beginning of Airship.
Himbert Schült
Himbert Schült
Appears in: Stealing The Diamond
Works for the museum on a foreign exchange program. Nobody knows exactly which country he's from.- As Long as It Sounds Foreign: His last name is a completely made up word by Puffballs.
Billy Clud
Billy Clud
Appears in: Stealing The Diamond
Always looking for excuses to use his nightstick. He loves to show off his "skills" to his coworkers.- Lawman Baton: He's always looking for excuses to use his baton. Unless Henry can pick the right weapon (a shield), he will floor him if he doesn't react fast enough.
- Punny Name: An alternative name for security/law enforcement batons is a "billy club." And of course, a lowercase "b" and "d" look mostly identical aside from being mirrored.
Sam Turner
Sam Turner
Appears in: Stealing The Diamond
They love the guarding aspect of the security guard work. Actually dealing with burglars... not so much.- Ambiguous Gender: Sam's bio card makes a point of using singular-they. Combined with their neutral name and their hair not being particularly masculine or feminine, it's assumed Sam is nonbinary.
- Early Installment Character-Design Difference: In the Legacy version, Sam didn't have their yellow hair. It was most likely added in the remaster to distinguish them from other guards.
Richard Wilkins
Richard Wilkins
Appears in: Stealing The Diamond
He's a hard working fellow who always tries to do his best. He loves chocolate.- Trademark Favorite Food: Chocolate, according to his bio.