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Episode 6046 custom

Five Jobs, One Laptop: The Overemployed Playbook

A British civil servant allegedly held five full-time jobs at once — until his make-up started separating on a Teams call. What the overemployed pl...

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The case is live at Southwark Crown Court, so everything is allegation: Kashim Chowdhury, 55, of Whitechapel, denies nine counts of fraud. Prosecutors say he took almost £350,000 from eight public-sector employers between February 2020 and September 2023, and that by May 2023 he was paid for five full-time jobs at once — 183 contracted hours in a 168-hour week. The alleged method relied on the fact that nobody cross-checks: eight employers, but half of them the same government in different hats. He allegedly told each new employer he needed to work from home to care for his unwell mother, lied about existing jobs on application forms, and rotated sick leave — off sick at three jobs while working the other two. A UKHSA manager called a Teams meeting about his sick leave; prosecutors say he joined coughing and pale, with the make-up on his forehead separating on camera and his neck a completely different colour. He allegedly joined from a Defra email account.

Behind the case sits a documented community. Overemployed.com, founded in 2021 by a pseudonymous figure called Isaac, grew to roughly 300,000 members on Discord and Reddit. The playbook is operationally serious: label your jobs J1, J2, J3; pick meeting-light roles below your skill level; pair a New York-hours job with a California-hours job so the overlap is tiny; keep a separate calendar per job and block every meeting across all of them — the community calls it stacking meetings like Tetris. Onboarding for a new job happens on vacation from an old one. Then the physical layer: mouse jigglers to keep the status dot green, KVM switches to run five laptops from one keyboard. To hide, you freeze your record in Equifax's Work Number database and scrub your LinkedIn. The golden rule is social, not technical: don't talk about it, because nobody is checking.

The detection pattern is consistent — almost nobody gets caught on output. They get caught on presence. Bryan Roque, working at IBM, Meta and Tinder simultaneously and on track for over $820,000 a year, was caught when he connected his Tinder laptop to Meta's office Wi-Fi. A UK engineer was caught when a colleague from another job appeared on a routine video call. Soham Parekh was hired and fired by ten startups before Playground's Suhail Doshi posted about him publicly in July 2025; at a founders' dinner, several guests reportedly asked "Is it Soham?" in unison. Parekh admitted it, said he did it out of financial necessity, and has since been hired again.

The uncomfortable question underneath: for most of employment history, the proof you were working was that someone could see you — not that you were productive. Remote work deleted the seeing and replaced it with status dots and calendar blockers, an apparatus that simulates being observed. The overemployed aren't hacking anything. They're standing in the hole.

Context

Daniel wants this light and comic. He is explicitly not condoning overemployment, so the hosts shouldn't moralise heavily or glamorise it either; affectionate ribbing of the ruses is the tone. LEGAL CARE: Kashim Chowdhury's trial is ongoing and he denies all nine fraud counts. Everything about him is an allegation from the prosecution's opening. Say "allegedly" or "prosecutors say", do not state or imply guilt, and do not speculate about the verdict. The same applies to Mehul Goswami (arrested, no verdict found). Sally Bodom pleaded guilty and Christina Chapman was sentenced, so those can be stated as fact. Soham Parekh publicly admitted it. Reddit anecdotes are unverified and should be framed that way.

Mentions

  • Christina Chapman Arizona woman sentenced over North Korean laptop farm
  • Darwin Studio where Soham Parekh later landed
  • Equifax Work Number Employment verification database overemployed freeze
  • Gergely Orosz Writer who confirmed ten companies fired Parekh
  • KVM switch Hardware to run multiple laptops from one keyboard
  • Leaping AI Startup that hired Parekh; Arkadiy Telegin
  • National Fraud Initiative UK Cabinet Office payroll cross-matching database
  • Overemployed Community for secretly holding multiple remote jobs
  • Playground AI startup run by Suhail Doshi
  • Soham Parekh Engineer who worked at multiple startups simultaneously

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#6046: Five Jobs, One Laptop: The Overemployed Playbook

Corn
There's a mental image I want everybody to hold onto for the next half hour. A man in east London, sitting in front of a laptop, applying make-up to his own face, in order to look ill.
Herman
While allegedly holding five full-time government jobs at the same time.
Corn
Daniel wrote in about this one. British civil servant, prosecutors say five full-time jobs at once, allegedly caught partly because the make-up started separating on camera during a Teams call. And what Daniel wants out of it isn't the fraud case. He wants the whole phenomenon of people secretly working two, three, four remote jobs at once, the ruses, the ways they get caught, and the uncomfortable question underneath it, which is what any of this says about how we measure whether anyone is actually working.
Herman
He's not asking us to cheer it on either.
Corn
No. He's asking us to find it funny, which it is.
Herman
That's the harder assignment, honestly. Getting the comedy out of it without either moralising or glamorising it.
Corn
You're up for it.
Herman
I'm up for it.
Corn
Then let's start with the case, because the case is the door into the whole thing.
Herman
Kashim Chowdhury, fifty-five, of Whitechapel. He denies nine counts of fraud at Southwark Crown Court. Trial opened on the thirteenth of this month, so this is live, and everything here is the prosecution's allegation. No verdict.
Corn
What do they say he was doing?
Herman
Prosecutors say almost three hundred and fifty thousand pounds from eight public-sector employers between February 2020 and September 2023. And by May 2023, they say he was being paid for five full-time jobs at once.
Corn
Five.
Herman
Contracted, at one point, for a hundred and eighty-three hours a week across those five.
Corn
There are a hundred and sixty-eight hours in a week.
Herman
There are.
Corn
So he sold the government an extra fifteen hours that don't exist.
Herman
That's the striking part of the allegation. And the employers named in court are not small operations. Tower Hamlets Council, Defra, East London NHS Trust, the Department of Health and Social Care, the UK Health Security Agency, the Department for Business and Trade, the Food Standards Agency, the Home Office.
Corn
Eight employers, and half of them are the same government in different hats.
Herman
That's what makes it work, in the alleged version. Nobody cross-checks. You're not applying to eight companies. You're applying to eight HR departments.
Corn
How did he explain wanting to be at home the whole time?
Herman
Prosecutors say he told employers he needed to work from home to care for his unwell mother. And that he lied about existing jobs when he applied for each new one.
Corn
So the application form has a question on it that would have ended the lot, and he just answered it wrong.
Herman
Repeatedly. The sick leave is the clever bit. He allegedly took leave for anxiety and depression, but gave the note to only some of his employers. So on any given day he's off sick at three jobs and working at the other two.
Corn
That's not a fraud so much as a scheduling system.
Herman
It's a rotation. He's rotating his own sick days around the portfolio.
Corn
And then May 2023.
Herman
A UKHSA manager sets up a Teams meeting to talk about his sick leave. And prosecutors say he joins it coughing, blowing his nose, face white, neck a completely different colour, and the make-up on his forehead beginning to separate on camera.
Corn
The neck is the tell. Nobody does the neck.
Herman
The prosecutor, Lucy Organ, said there could be no doubt he'd applied make-up for the meeting, and called it an almost laughable incident.
Corn
She's a prosecutor calling her own evidence laughable, and it's still the strongest thing she has.
Herman
There's more. He allegedly joined that UKHSA call from a Defra email account.
Corn
From a different job.
Herman
And when it was noticed, he said it might be an old address. Prosecutors say that was a lie.
Corn
A man with five jobs, caught by the join button remembering where he worked last.
Herman
And the last prosecution line, which is the sad one. They say the workload became too much to cope with, and his performance suffered.
Corn
That's the part that makes it a human story instead of a caper. Five paycheques, and the thing that breaks first is the work itself.
Herman
Which is why the rest of the episode is more interesting than the case.
Larry
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Corn
...So how does somebody actually run five jobs at once? Physically.
Herman
There's a whole community for this. It started with a website, overemployed dot com, founded in 2021 by a guy who goes by a pseudonym, Isaac. His line was that they aren't breaking any laws, they're just quietly disagreeing with lopsided employment contracts.
Herman
It grew to around three hundred thousand members across Discord and Reddit. And they have a playbook. It's documented, it's systematic, and it's the part I find absorbing, because it's operationally serious.
Corn
Give me the playbook.
Herman
First thing, you label your jobs. J1, J2, J3. That sounds trivial. It isn't. It's the moment you stop thinking of it as one career and start thinking of it as a portfolio with positions in it.
Corn
Naming something is how you commit to it.
Herman
Second, you pick carefully. Meeting-light roles. Roles below your skill level, so the actual work takes you four hours a day and not eleven. And there's a version of this that's smarter than the rest of it: you pair a New York hours job with a California hours job. Three hours off means the overlap is tiny.
Corn
So you never have two stand-ups in the same window.
Herman
And then the scheduling. A separate calendar per job. The moment one job books a meeting, you block that slot in every other job's calendar. And the community's own phrase for what you end up doing is stacking meetings like a game of Tetris.
Corn
That's not a job. That's air traffic control with a payroll.
Herman
Then there's onboarding. To take a new job, you take vacation from the old one. You use time off from J1 to learn J3.
Corn
So the first employer is sponsoring your training for the second.
Herman
In a sense, yes. And then the physical layer. Which is where it stops being scheduling and starts being equipment.
Corn
Equipment.
Herman
Mouse jigglers. A little device that nudges your cursor so the status dot never goes yellow. And a KVM switch, so you run three, four, five laptops from one keyboard and one screen, and flick between them the way a DJ flicks between decks.
Corn
Which one's yours?
Herman
I've never needed one, Corn.
Corn
I'm just asking which one you'd buy.
Herman
There's also the hiding. Two moves. You freeze your record in Equifax's Work Number database, which employers join automatically through their payroll providers, so a background check on you comes back empty. And you hide your LinkedIn.
Corn
Of course you do. LinkedIn is a public list of where you say you work.
Herman
The community's golden rule is a single sentence. Don't talk about working two remote jobs. That's it. That's the whole security model. It's not technical. It's social. You don't tell anyone, and nobody finds out, because nobody is checking.
Corn
Which tells you what they're really afraid of.
Herman
Say it.
Corn
Not a mouse-jiggler detection tool. A colleague who remembers your face.
Herman
The startup world has its own version, and it's the funniest story on the list. July 2025. Suhail Doshi runs a company called Playground and he posts on X: public service announcement, there's a guy named Soham Parekh, in India, who works at three or four startups at the same time. Beware. And then the second sentence: I fired this guy in his first week.
Corn
He hired him and fired him in the same sentence.
Herman
Gergely Orosz, who writes about the industry, confirmed ten separate companies that had hired and fired Parekh. Ten.
Corn
Ten onboarding processes. Nobody noticed the pattern.
Herman
And the excuses he gave for missing work are the reason this became a story. A drone damaged his building. A flood. A power cut. His sister was visiting in New York. He felt sick.
Corn
The drone is the one where you have to respect the commitment.
Herman
At a founders' dinner, reportedly, when it came up, several guests said Is it Soham in unison.
Corn
The collective noun for a group of founders is a suspicion of Soham.
Herman
And Arkadiy Telegin, from a company called Leaping AI, asked: wait, are we dating the same guy?
Corn
That's the whole phenomenon in seven words.
Herman
Parekh then admitted it openly. His line was that no one really likes to work a hundred and forty hours a week, and that he had to do it out of necessity, because his finances were dire. He's since landed at a studio called Darwin.
Corn
So the ending is a happy one by industry standards.
Herman
That's the thing. He didn't disappear. He got hired again.
Corn
What I want to know is why this works now and not ten years ago.
Herman
Presence. Remote work deleted it.
Corn
Deleted it and didn't replace it with anything.
Herman
Right. For most of employment history, the default proof that you were working was that somebody could see you. Not that you were productive. That you were there. And when you take the seeing away, you're left with a hole, and nobody has agreed on what fills it.
Corn
So we filled it with mouse jigglers.
Herman
And calendar blockers, and status dots. The entire surveillance apparatus of remote work exists to simulate the thing that remote work removed. Which is being observed.
Corn
Which is not the same as doing the work.
Herman
Not remotely the same. And the overemployed aren't hacking anything. They're standing in the hole.
Corn
So how do they get caught?
Herman
Almost never on output. That's the pattern, and it's consistent across cases. They get caught on presence. The camera, the Wi-Fi, the calendar, or a familiar face on a call.
Corn
Go through them.
Herman
Bryan Roque was working at IBM, Meta and Tinder at the same time. On track for over eight hundred and twenty thousand dollars a year across the three.
Corn
Eight hundred and twenty.
Herman
Tinder caught him because he connected his Tinder laptop to 's office Wi-Fi.
Corn
He brought the badge into the other building.
Herman
There's a man the Australian press called Tony. He was caught when a colleague from his other job happened to show up on a routine video call. His bosses were absolutely flabbergasted, which is the right word.
Corn
Nobody ever says flabbergasted except about this.
Herman
And there was an engineer a recruiter described who was taking remote calls from behind the counter of an Australia Post outlet.
Corn
He was working retail and two remote jobs at once. That's not overemployment, that's a shift pattern.
Herman
The detection infrastructure is where it gets interesting, and slightly ironic. The Cabinet Office runs something called the National Fraud Initiative. It cross-matches public-sector payroll data. That's what alerted Defra about Chowdhury.
Corn
Not a manager. A database.
Herman
There's a second UK case that shows the machine working. Sally Bodom was a business support officer at Barnet Council, and she was working full-time in Croydon Council's housing department at the same time. Barnet's own press release called it polygamous working.
Corn
They put that in a press release.
Herman
They did. The National Fraud Initiative flagged her in July 2024, after both councils separately noticed her availability was low. She pleaded guilty to two counts, got twelve months suspended, and had to pay ten thousand pounds in compensation.
Corn
Two councils, one person, and the trigger was that she didn't answer her email fast enough.
Herman
Which is the whole lesson. The failure mode is not bad work. It's that you can't be in two places in the same hour.
Corn
What else catches people?
Herman
LinkedIn activity. Tax-record checks. Background-screening firms. And in one case, a client who happened to be sitting in on the Zoom interview for the other job.
Corn
That's not detection. That's a coincidence with a scheduling system behind it.
Herman
And then there's the activity-monitoring side, which gets the headlines and seems to do the least. Wells Fargo fired more than a dozen wealth-management staff in May 2024 over what the filings describe as simulation of keyboard activity.
Corn
Mouse jigglers.
Herman
That's the media's assumption, and I want to flag it as just that, because the filings don't say how they were caught. It could have been anything. But everybody wrote mouse jiggler, because everybody wants that story.
Corn
Do we know it works? Any of the monitoring?
Herman
I don't know, Corn. I looked for someone who'd measured whether activity monitoring catches overemployment specifically, and I couldn't find it. There are anecdotes on forums. Someone says they got put on a performance plan after IT flagged a jiggler app. Someone else claims a four-job worker got caught because IT spotted a program called caffeine dot exe running. Those are unverified posts. Treat them as stories, not data.
Corn
Herman Poppleberry admitting he doesn't know something. Somebody note the date.
Herman
I have plenty of practice.
Corn
What about the sheer numbers? How many people are doing this?
Herman
It depends entirely on who you ask, and the range is embarrassing. A survey of about twelve hundred and fifty remote and hybrid workers in 2022 reported that seventy-nine percent had another job.
Corn
Seventy-nine.
Herman
That number got repeated everywhere. And critics pointed out that the question was written so loosely that it probably swept in anyone who ever sold something on Etsy. The same body of reporting gives figures between eleven and thirty-seven percent for holding two full-time jobs, depending on which write-up you read.
Corn
That's not a range. That's a shrug.
Herman
A government estimate put about four hundred and twelve thousand Americans in two full-time jobs, which is up a hundred and five thousand since 2019. And McKinsey estimated double-dippers at about five percent of a typical organisation's staff.
Corn
Five percent is one in twenty. In a company of four hundred people, that's twenty.
Herman
And that's the honest answer. Nobody knows, and the people who claim to know are selling something.
Corn
Here's the question I keep circling, Herman. If the work gets done, what's the fraud?
Herman
The community's position is exactly that. An engineer called George, quoted in one of the write-ups, put the whole defence in a sentence: the main reason people get caught is because they're slacking.
Corn
Meaning if you weren't slacking, you'd never get caught, so it isn't a crime, it's a capacity problem.
Herman
And there's a real distinction buried in that, which is that these people are doing the same job twice and getting paid twice. The work still happens.
Corn
So the breach isn't output. It's the contract.
Herman
It's the exclusivity clause. Most of these jobs have a term in them that says you won't work elsewhere. And what most of these workers are actually doing is breaching a contract, not stealing the work.
Corn
Well, flat-out fraud if you're a public servant taking sick leave at one job while billing a different department.
Herman
Which is the Chowdhury allegation exactly. The sick note is where it crosses over. You're not doing the job from a different desk. You're saying you can't work at all, and taking the money, while you work somewhere else.
Corn
There's a dark version of this, isn't there? Where it stops being cheeky.
Herman
There is, and it's worth sixty seconds because the whole conversation changes shape when you cross the line. North Korean IT-worker schemes run out of US laptop farms. A woman in Arizona, Christina Chapman, was sentenced in July 2025 to a hundred and two months for running one. Three hundred and nine US businesses, sixty-eight stolen identities, over seventeen million dollars in revenue.
Corn
Stolen identities. That's the line. That's not a person with a laptop and a KVM switch.
Herman
And in June 2025 the Justice Department searched twenty-nine suspected laptop farms across sixteen states, tied to workers placed at more than a hundred US companies. That is organised fraud with a nation-state behind it.
Corn
Different universe. Same vocabulary.
Herman
Same vocabulary, which is the problem, because people hear overemployed and think laptop farm, and they're not remotely the same thing.
Corn
What does all of this say about remote work itself?
Herman
It says we removed the thing we were actually measuring and never agreed on a replacement. So now we run two economies at once. One where employees are honest and managers measure vibes. And one where a small number of people noticed that nobody's measuring anything.
Corn
And the response has been to install more surveillance, which only the honest people comply with.
Herman
Exactly that. The jiggler is a device for defeating a metric that doesn't measure work. And the people who aren't defeating it are just being watched more.
Corn
So the whole arms race is between two things that were never the point.
Hilbert
It was a hundred and eighty-four, not a hundred and eighty-three.
Hilbert
The hours. The prosecution said a hundred and eighty-three. The court list said a hundred and eighty-four. It's a small thing, I just noticed it.
Herman
Hilbert, that's the kind of correction that gets you invited back.
Hilbert
I'm already here, Herman. I've been here. And I want to say something about this make-up business, because it's been bothering me for the whole segment. Amateur hour. Complete amateur hour.
Corn
The make-up specifically?
Hilbert
The make-up is the symptom. If you're at the point where you're painting your face to look ill, you've already lost. The professionals never get caught. And the reason they never get caught is one rule, and it's not technical. Never let your calendars touch. That's it. That's the entire trade.
Corn
Were you a professional?
Hilbert
I ran two and a half jobs for about a year and a half. Two and a half, because one of them was more of a hobby that paid me, so I don't count it fully, but it had a payroll and a pension scheme, so it counts. I had a wall planner. Colour-coded. Each job got a colour, and I kept the planner in a locked drawer, because the one thing you cannot do is leave it on the desk.
Corn
A locked drawer.
Hilbert
It's not a secret, it's just not public. There's a difference, Corn, and nobody under forty understands it.
Herman
What were the colours?
Hilbert
Red, green, blue, and then the hobby was yellow, and then a fifth colour for the days when two of them overlapped. I took a sick day from one of them to attend a mandatory training day at the other, and I want to be clear that that was the most productive day of my life.
Corn
You were sick at one job and in a training course at another.
Hilbert
I was in a training course about manual handling. Which I did not need. And I was being paid sick pay to be there. And I'll tell you what I learned in that training course. Nothing. But I learned it excellently.
Herman
How did it end?
Hilbert
It ended once. One time, in eighteen months. And it wasn't the calendars, it wasn't the planner. I sent an email from the wrong account.
Corn
To whom?
Hilbert
To my team at the second job. About a birthday cake.
Herman
That's it? A birthday cake?
Hilbert
Sandra's birthday. I was organising a collection. And I sent it from the first job's account, because I had two windows open and I clicked the wrong one. Nobody said anything. Nobody ever said anything. But I knew, and they knew, and we all agreed to never discuss it.
Corn
That's a better security model than the KVM switch.
Hilbert
And I'll tell you the other thing. I was never actually overemployed.
Corn
You had two and a half jobs.
Hilbert
I did, but one of them was a hobby that paid me, so in the strict sense, I was underemployed with a side interest. And I once attended two different Christmas parties on the same night.
Herman
Two Christmas parties.
Hilbert
Both on the twentieth of December. I told the first one I had a family emergency and left at half past eight, and then I went to the second. I told them the same thing. Family emergency. And I want to be clear, nobody questioned it, because nobody questions a family emergency. That's the whole point of a family emergency.
Corn
You used a family emergency to attend a Christmas party.
Hilbert
I used a family emergency twice in one night, at two different venues, and then I went home.
Herman
Do you still have the planner?
Hilbert
I do. It's in the drawer. I bring it out at dinner parties.
Corn
You bring a colour-coded schedule of your fraud to dinner parties.
Hilbert
I bring a planner to dinner parties. If people want to read it, that's their business.
Herman
So of the two of you, you're the one who got away with it.
Hilbert
Everyone gets away with it, Herman. That's not the interesting part. The interesting part is that it costs nothing to check. One phone call between two HR departments and it's over. Nobody made that call. For three years. And it wasn't a manager that ended it, it was a database.
Corn
That's the piece that follows you out of the room.
Herman
He's right, though. The Chowdhury case wasn't cracked by somebody noticing. It was cracked by two payroll systems being compared to each other.
Corn
Which is the least human form of detection available.
Herman
And the most reliable one. Because the one thing you can't fake is a national insurance number appearing in two payrolls at once.
Corn
So the answer to how they get caught is that we stopped asking people and started asking the data.
Herman
Which is exactly what a payroll database is for.
Corn
It's also the thing that never asked whether the work got done.
Herman
And there's the wire. The system can tell you that a person is on two payrolls. It can't tell you whether they did anything all week.
Corn
Which is the same problem remote work started with.
Herman
The system we built can detect the duplicate. It can't detect the work.
Corn
If you take one thing from this, take the fact that every single one of these cases broke on presence. The Wi-Fi network, the video call, the payroll record, the face somebody recognised. Not one of them broke on output, because output was never being measured in the first place.
Herman
And that's the bit that should worry anybody managing a remote team. The thing you're checking for is not the thing you want.
Corn
The question is whether the work gets done. The measurement is whether the person showed up. Those have never been the same thing, and remote work just made it impossible to pretend otherwise.
Herman
Which is why the arms race is only going to get stranger. More jigglers, more keyboard simulators, more software that tracks your mouse. And the people who are actually doing the work will simply be watched more closely, and the people who aren't will simply get better at it.
Corn
And somewhere, a wall planner stays in a locked drawer.
Herman
Somewhere it does.
Corn
Thanks to Hilbert Flumingtop, who produces this show, and who has a planner.
Herman
For more along these lines, there's episode sixteen, On Deepfakes, SynthID, And AI Watermarking; episode thirty-five, The Privacy Gap; and episode ninety-one, The Story Behind the Show. This has been My Weird Prompts.
Corn
If you enjoyed it, leave us a review, and you can find everything at my weird prompts dot com.
Herman
Send us your own prompt on Telegram at t dot me slash MWP listener bot.
Corn
We'll be back soon.

This episode was generated with AI assistance. Hosts Herman and Corn are AI personalities.