Every employee knows the pain of expense reports: tedious forms, missing receipts, and endless time wasted on tasks no one enjoys. But here’s the truth: expense reports are already a solved problem. With AI-powered automation from Ramp, the leading financial operations platform, no one needs to suffer through them anymore. Still, until every company catches up, October 14 is National Expense Report Day—a tongue-in-cheek holiday dedicated to one of the workplace’s most dreaded rituals. This isn’t just a day to laugh at our collective suffering; it’s a chance to spotlight progress. One day, it won’t be a holiday at all—it’ll be National Expense Report Remembrance Day.
History of National Expense Report Day
Expense reporting is as old as commerce itself… literally. The oldest known written record ever discovered wasn’t a poem or a law, but a receipt carved into a clay tablet in Mesopotamia over 5,000 years ago. From the very start, humanity has been obsessed with tracking what we spend—and equally frustrated by the paperwork that comes with it.
For centuries, merchants, accountants, and employees have been stuck in the same cycle: record every transaction, keep every receipt, and prove every expense. In ancient markets, this meant chiseling records into stone or scrawling them onto parchment. By the 1800s and early 1900s, it meant ledgers filled with neat rows of ink, and shoeboxes stuffed with paper receipts.
The arrival of computers in the late 20th century promised relief, but for most workers, it simply meant swapping paper for spreadsheets. By the 1980s, expense reports were digital but still tedious. Employees spent hours entering line items, attaching crumpled receipts, and praying their math added up. Finance teams, meanwhile, spent equally long hours auditing, correcting, and chasing down missing documentation. The frustration was universal.
Then came the rise of cloud-based expense platforms in the 2000s. These tools made life easier but not easy enough. Employees were still doing the busywork, just on a slightly sleeker screen. And even today, billions of hours are wasted each year on a process that could be almost entirely automated.
That’s where Ramp comes in. Expense reporting, as painful as it’s always been, is officially a solved problem. With automation and real-time visibility, Ramp makes expense reports faster, simpler, and in many cases, unnecessary. Yet not every company has switched yet! That means millions of workers are still stuck doing things the “old way.”
Enter National Expense Report Day. Created in 2025, this holiday is equal parts satire and call to action. Its purpose is to recognize the absurdity of an outdated ritual that has been tormenting workers since the dawn of writing and to celebrate the innovation that’s finally putting an end to it.
The inaugural celebration features Brian Baumgartner (better known as Kevin from The Office) sitting in a glass box in New York City, furiously tackling expense reports the old, painful, inefficient, time-consuming way. It’s a spectacle designed to spark laughter but also a reminder that there’s a better way forward.
One day, October 14 won’t be National Expense Report Day at all. It will be National Expense Report Remembrance Day, a moment to look back at thousands of years of receipts, ledgers, and shoeboxes, and be grateful that the pain is finally behind us.
National Expense Report Day timeline
The oldest known written record is discovered on a Mesopotamian clay tablet—and it’s a receipt. Expense reporting is officially born.
Employees stash paper receipts in shoeboxes and submit handwritten ledgers. Finance teams brace for the chaos.
Excel enters the workplace. Expense reports move from paper to screens, but the pain stays the same.
Online tools promise relief, but employees still waste hours inputting line items and attaching digital receipts.
Ramp saves companies $10B and 27.5M hours, proving expense reports are a solved problem, even if not everyone has caught up yet.
October 14 is declared a holiday with Brian Baumgartner (Kevin from The Office) showcasing the “old way” of expense reporting in a live NYC stunt.
Once every company catches up, October 14 becomes a remembrance, not a burden.
See Brian Baumgartner in action
National Expense Report Day FAQs
Why October 14?
It’s the launch date of Ramp’s first National Expense Report Day activation, making it the perfect annual marker for progress (and laughter).
Is this a real holiday?
Yes! National Expense Report Day is officially recognized alongside other quirky workplace observances. And unlike most of them, this one has a live stunt to back it up.
Do I still have to submit my expenses today?
Unfortunately, yes—unless your company uses Ramp. In that case, you may not even notice, because your expenses take care of themselves.
Who’s Brian Baumgartner and why is he involved?
Brian is an actor best known for playing accountants on TV, and he’s starring in the launch event to showcase just how inefficient old-school reporting can be.
How can companies get involved?
Share your expense report horror stories, re-evaluate your workflows, and consider joining the companies that have already automated expense reporting with Ramp.
National Expense Report Day Activities
See Brian Baumgartner in action
On October 14, actor Brian Baumgartner will take on a mountain of expense reports inside a glass box in New York City. The live spectacle, and livestream, puts the inefficiency of old-school reporting on display for everyone to see.
Share your horror stories
Expense reports are a universal pain point, which means everyone has a story. On October 14, post your funniest or most frustrating expense report fails using #ExpenseReportDay and laugh (or cry) together.
Try a smarter solution
Celebrate progress by ditching outdated systems and exploring tools that automate expense reporting. Ramp is the leading financial operations platform combining AI and data insights to save companies both time and money—proof that it’s possible to turn National Expense Report Day into Remembrance Day.
5 Facts About National Expense Report Day
The first receipt
The oldest known written record in history is a Mesopotamian receipt carved on a clay tablet over 5,000 years ago.
Shoebox storage
Many employees once literally kept receipts in shoeboxes until report time.
Billions of hours
Globally, workers spend billions of hours each year completing expense reports.
Error magnet
Studies show up to 20% of manual expense reports include mistakes.
Smarter tools exist
Platforms like Ramp have already saved customers $10B+ and 27.5 million hours- proof that expense reports are officially a solved problem.
Why We Love National Expense Report Day
A universal pain point
Expense reports are one of the few things nearly every employee has suffered through. National Expense Report Day gives us permission to laugh at the shared misery, swap horror stories, and remember we’re not alone.
A call for innovation
The holiday isn’t just about poking fun- it’s about spotlighting the progress that’s already possible. By highlighting how outdated processes waste time and money, the day encourages companies to embrace modern AI tools and reinvest time into what truly drives growth.
From burden to remembrance
This holiday is designed to be temporary. Once expense reports are extinct, October 14 will shift from National Expense Report Day to National Expense Report Remembrance Day- a chance to look back at busywork we’ll never miss.
National Expense Report Day dates
Year | Date | Day |
---|---|---|
2025 | October 14 | Tuesday |
2026 | October 14 | Wednesday |
2027 | October 14 | Thursday |
2028 | October 14 | Saturday |
2029 | October 14 | Sunday |