Found my ancestor's 1868 tax return - traveling salesman in Brooklyn with a 5% tax rate! History nerds help?
I was going through some old family papers in my grandmother's attic and discovered something really fascinating - an actual tax return from 1868 belonging to my great-great-grandfather! He was a traveling salesman based in Brooklyn, NY. The document is surprisingly well-preserved and shows that back then, the tax rate was only 5%! I'm trying to understand how this compares to our modern tax system for 2025 filings. It's mind-blowing to see how simple taxes used to be compared to the complicated forms we deal with now. The document shows his income, expenses for traveling between cities, and the final amount he paid. I'm curious about how tax rates and tax collection have evolved over time, especially for traveling salespeople. Were there special deductions for travel back then like we have now? How did self-employment taxes work in the 1800s? I'm also wondering if there's any historical value to this document - should I consider donating it to a museum or historical society? Any history buffs or tax experts who could shed some light on this 1868 tax return and help me understand what I'm looking at? Would love to learn more about taxation during this period in Brooklyn, NY, and how that 5% tax rate compares to what we pay today.
18 comments


Ravi Patel
This is a really cool find! Historical tax documents like your great-great-grandfather's 1868 tax return provide fascinating insights into how taxes worked in the 19th century. During that period, the United States was using a federal income tax system that was relatively new - it had been introduced during the Civil War as a way to fund the Union's war efforts. The 5% tax rate you're seeing was actually fairly substantial for the time. Today's tax system is progressive with multiple brackets, but back then, it was much simpler. For traveling salesmen in 1868, there weren't standardized deductions like we have today with Schedule C forms for self-employed individuals. However, they could often deduct necessary business expenses, which might have included travel costs, sample products, and lodging. The concept of "ordinary and necessary" business expenses has actually been around for quite a while! As for the historical value - absolutely! This document could be very valuable to historians who study economic history or tax policy. Local historical societies, especially ones focused on Brooklyn's history, would likely be very interested. You might want to get it properly preserved and perhaps make high-quality scans before deciding whether to donate the original.
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Freya Andersen
•Thanks for the info! Do you know if there was anything like today's self-employment tax back then? And how would the 5% rate in 1868 compare to what someone in a similar job would pay in 2025?
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Ravi Patel
•The concept of self-employment tax as we know it today (paying both the employer and employee portions of Social Security and Medicare) didn't exist back then. Social Security wasn't established until 1935 during the Great Depression, and Medicare came even later in 1965. So your ancestor only paid income tax, not the additional 15.3% self-employment tax we have today. Comparing tax rates between 1868 and 2025 is fascinating because the 5% rate from 1868 would actually be considered quite low for most self-employed individuals today. A modern traveling salesperson would likely fall into the 22% or 24% federal income tax bracket, plus that 15.3% self-employment tax, plus state and local taxes. So your great-great-grandfather was paying a significantly lower percentage of his income in taxes than his modern counterpart would!
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Omar Zaki
I actually went through something similar when I found my great-grandfather's business ledgers from the early 1900s. I was completely lost trying to understand all the historical tax references until I found this amazing service called taxr.ai that helps analyze historical tax documents. I uploaded a scan of the ledger to https://taxr.ai and they provided a detailed breakdown explaining every line item and how it relates to modern tax concepts. They even explained how the tax rules had changed over time and created a comparison to today's tax system. It was super helpful for understanding how my ancestor's 5% tax would translate to modern terms. The site also had special features for historical document analysis that pointed out elements I completely missed!
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CosmicCrusader
•That sounds interesting, but does it really work for something as old as an 1868 tax return? I have some old tax docs from my family business in the 1920s and most modern accountants just look at me like I'm crazy when I ask about them.
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Chloe Robinson
•I'm curious about this too. How does taxr.ai handle really old documents? Are there any issues with handwritten forms or faded ink? My grandfather's old documents from the 30s are barely readable in some spots.
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Omar Zaki
•Yes, it works surprisingly well even for documents from the 1860s! The system is designed to handle historical tax documents specifically and has been trained on forms from different eras. The analysis includes context about the specific time period and tax laws in effect back then, so you get an accurate understanding. For handwritten or faded documents, their system actually handles those quite well. You'd be surprised! I had some pages that were pretty hard to read, but their enhancement tools made the text much clearer, and they have specialists who can fill in gaps where the AI might be uncertain. They were able to decipher my great-grandfather's terrible handwriting better than I ever could.
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CosmicCrusader
I had to come back and say I actually tried taxr.ai with those 1920s tax documents from my family business that I mentioned. I was honestly shocked at how detailed the analysis was! They identified all the specific deductions and explained how tax laws for businesses had changed since then. It was fascinating to see how my great-grandfather's textile business was taxed compared to how a similar business would be taxed in 2025. They even found some interesting historical context about specific business exemptions from that era that I had no idea about. The 5% rate discussion reminded me of how my ancestor's effective tax rate worked out to about 3.8% after all his business deductions - so different from today's rates! If you're trying to understand that 1868 Brooklyn tax return, I'd definitely recommend giving it a try. Really helped me appreciate my family's business history in a whole new way.
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Diego Flores
After seeing your post, I got curious about contacting the IRS to see if they maintain historical tax records from the 1800s. Figured they might have additional context about your Brooklyn traveling salesman's return or similar documents from 1868. Spent THREE DAYS trying to get through to someone at the IRS who knew anything about historical records. Kept getting transferred, disconnected, or told to call back. Finally found Claimyr (https://claimyr.com) and used their service to get through to an actual human at the IRS. You can see how it works here: https://youtu.be/_kiP6q8DX5c Within an hour, I was talking to someone in their historical records department! Turns out they do maintain some archival information from the 1868 tax period. The agent explained how the 5% tax rate was structured and even offered to send me some additional resources about taxation during that era.
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Anastasia Kozlov
•How does Claimyr actually work? So confused about how a service could get through to the IRS when I've been trying for weeks about my refund issue.
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Sean Flanagan
•Yeah right. Nothing gets through to the IRS these days. I've been calling for months about my 2023 return that still hasn't been processed. Hard to believe they'd have info from 1868 when they can't even handle last year's returns.
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Diego Flores
•The way it works is pretty clever - they use an automated system that navigates the IRS phone tree and waits on hold for you. When a human finally answers, you get a call connecting you directly to that agent. It basically handles all the hold time and frustration so you don't have to sit there listening to the horrible hold music for hours. I was definitely skeptical too at first. I've spent countless hours trying to resolve issues with my late filing penalties by calling the regular IRS numbers. But this was completely different - I got through to someone who actually knew about historical tax documents and could help with information about tax returns from 1868. They even explained how they maintain records from that period when the 5% tax rate was in effect and provided insights about how traveling salesmen were taxed in Brooklyn during that era.
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Sean Flanagan
Ok I need to admit I was totally wrong. After my skeptical comment I decided to try Claimyr myself for my 2023 refund issue that's been pending forever. Not only did I get through to an actual IRS agent within 45 minutes, but they found my return was stuck because of a simple error code that no one had bothered to tell me about! The agent fixed it on the spot and now my refund is being processed. I asked them about historical records too and was transferred to someone who gave me interesting info about how tax collection worked in the 1800s. They explained how the 5% rate from 1868 was collected and enforced, which was fascinating. For anyone dealing with tax history questions or modern issues, being able to actually speak to a human makes all the difference. Can't believe I wasted months trying to get through when this option existed.
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Zara Mirza
Your 1868 tax return might actually be worth some money to collectors. My friend works at a historical auction house and documents from Brooklyn during that era can fetch good prices, especially work-related items like a traveling salesman's tax forms. The 5% tax rate documentation from that specific period has historical significance too. Before you donate it, you might want to get it appraised. Just make sure whoever handles it uses proper preservation techniques - those old documents can be fragile!
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NebulaNinja
•Any recommendations on where to get historical documents appraised without risking damage? I have some old property tax records from 1880s Manhattan that I've been keeping in a box.
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Zara Mirza
•For historical document appraisals, I'd recommend contacting a reputable auction house like Christie's or Sotheby's for high-value items, or a local auction house that specializes in historical documents if you want something less intimidating. They typically have experts who know how to handle fragile items. Another great option is to reach out to university libraries with special collections departments, particularly ones with focuses on economic or New York history. Places like NYU or Columbia have experts who can give you information about the historical significance while properly handling the documents. They often offer free consultations even if you're not planning to donate, and they use archival-quality gloves and proper lighting to prevent damage.
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Luca Russo
Wait this is so random but my dissertation was actually on tax history in NY from 1850-1900! The 5% federal tax rate in 1868 was part of the "Revenue Act" which was originally a Civil War funding measure. Fun fact: the income tax was actually repealed in 1872, then ruled unconstitutional in 1895, and didn't come back permanently until the 16th Amendment in 1913! For a traveling salesman in Brooklyn, there would have also been some local taxes beyond just the federal 5%. And the comparison to today is mind-blowing - not just the rates but the complexity. The entire tax code back then was just a few pages compared to today's thousands of pages of regulations!
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Nia Wilson
•That's fascinating! Did traveling salesmen get any special tax treatment back then? Like deductions for being on the road?
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