48 Remote Work Comics That Capture the Future of Work

Two years ago, Andrew and I had an idea.

What if we could create a single panel comic that could capture moments in time that showcased the depth of change remote workers had to endure, every single day.

It would be a chronicle that documents and pokes fun at our experience, going against mainstream office culture and traditional notions of what work has to be.

And it would be for ‘punchline’ a segment in our newly launched remote work newsletter.

Since then, Radically Remote has risen to become the largest remote work newsletter in the world, and the 11^th largest out of any genre on LinkedIn – with over 2.4 million people reading and relating to our work.

So now, I want to showcase some of these important moments in workplace history – told in our remote work comic series @crossover.

#1: Meeting Frustration

Fresh from the pandemic we were all overwhelmed by meeting fatigue.

#2: Where You Work

Where you work will never be as important as how you work – no-one understands that better than Where’s Wally/Waldo!

#3: Teachers Can’t Afford to Teach Anymore

The education system has completely stripped teachers of the ability to teach (and live).

#4: Syncing Systems

AI can be ambiguous, and this one was about how it can sometimes sink syncs.

#5: The Future of Work

In the future all work will be remote, because we’ll be scattered throughout the galaxy.

#6: Space for Jokes

Another jab at remote work not having to be done from home.

#7: Unicorn or Die

We’re all just searching for that unicorn AI company to join, right?

#8: Nothing is Fine

A commentary on return to office mandates and how bad jobs are still bad.

#9: Same Difference

Two paths, same job – AI levels the playing field for the right people.

#10: Passion for the Job

Cats have it good – just like remote workers who are happier and healthier people.

#11: Mad Resumes

Skill testing isn’t about how many hats you've worn, it’s about your potential in the job.

#12: Holiday Cramming

When you can only leave the office to travel once a year, does it ever go right?

#13: RTO for Teams

The hauntingly obvious reason for RTO…it was never about team connection.

#14: Run the Coop

Async work is so much easier than being forced to work on someone else’s time.

#15: The Robot Uprising

Even AI knows your best work can’t be done at the office.

#16: Strange Ancient Rules

Commuting is the worst, and future generations will acknowledge that.

#17: Back to The Office

After Covid, adjusting to hybrid work was unnatural.

#18: Degrees of Skill

A commentary about how you can be the best coder in the world, but without the right degree – it won’t matter to most companies.

#19: AI to HR

A fun play on what could happen if AI ends up everywhere in everything.

#20: Wilting Leaves

A sad office worker laments his commitment to the office.

#21: Office Work Life Balance

The reason why it’s tough to juggle is because there is no such thing at the office.

#22: Company Offsite

Sometimes offsites are weird and people don’t want to talk.

#23: Remote Management

Remote managers can be like cats, well positioned but supremely misguided.

#24: Remote Interview

Applying for ghost jobs is no joke.

#25: Meme Jokes

Based on a popular meme, this one speaks about job scope creep.

#26: Hybrid Hell

When you’re half remote and half office you’re 0% focused.

#27: Work When You Want

Remote workers get to fit work in around the holidays that matter, sans bitterness.

#28: Remote Managers (Again)

Many remote managers are so good at being bad, they must gather to learn how to do it.

#29: Driving Crazy

Things people don’t enjoy: long, angry commutes to work.

#30: A Degree of Irony

Go into massive debt for your degree, still can’t get a job because now AI skills matter more.

#31: Deep Work

All knowledge workers want is the chance to be left alone for some nice, deep work.

#32: Systems are Down

With so many AI upgrades this year, you’re lucky if you make it past the ATS systems at all.

#33: Cold Call Hell

In the future you’ll need to be a bit more careful with your smart devices.

#34: Problem Creators

Remote work was going well, so naturally all the tech CEO’s cancelled it.

#35: Capybara Family

It’s hard to have boundaries at home when your home is a forest.

#36: Best Buy Puns

This one was just fun with words at a time when you could Zoom from anywhere!

#37: Dog Days Are Over

A bit of fun with dogs, employee turnover and being a marketer.

#38: Tech Puns

When you want to work and travel really badly.

#39: Work is Life

If aliens invaded, they wouldn’t bother enslaving the already enslaved.

#40: Trendy Tech

The existential crisis of tech trends in modern times.

#41: Prompt Placement

In the early days of prompting people got it wrong. Now with GPT5, they can barely use tools that were once easy.

#42: AI Knows What’s Up

AI knows most meetings are useless.

#43: AI Fears

AI is a reflection of us all.

#44: Busy, Busy

Having to redefine your role in 2025 is no cake walk.

#45: People Pleaser

LLM’s were once dangerously sycophantic (still are sometimes).

#46: Where’s the Rizz?

ChatGPT 5, now with less personality than a blank wall.

#47: Do The Time

At the office it doesn’t matter how well you do, you still have to follow the rules which often means waiting YEARS for promotions.

#48: Bosses Without Boundaries

When you’re off the clock…but the office has a last-minute ask.

Funny Comics for Remote and Hybrid Workers

The future of work is remote. It’s also brimming with AI.

We’ve never much believed in cubicles, commutes or middle managers meddling in micromanagement. Instead, we work for a future that belongs to those who reject the office circus and embrace remote work as the transformative skill that it is.

We used to say the future of work is out of office, and it still is. It’s radically remote, radically changed by AI and radically overdue for better jokes.

This biweekly remote work comic series from Crossover chronicles the struggles, the shared realities and the satirical snapshots of this moment in time.

It’s 2025 – and that feels significant.

Most of us are still dreaming of a future without corporate constraints. One where we can be the captains of our career growth AND build a life alongside work.  

If you’re deadly serious (like we are) about building an epic career on your own vital terms – the office won’t get you there.

Not if you’re smart, multi-skilled and allergic to BS. Remote work will!

At Crossover we’ll keep drawing the line (and the comics) until the rest of the world catches up. In the meantime, keep reading and sharing.