Products · Broad category
Tax software
Raised as a usability problem by 23 people on Hacker News over 17 years (2010–2026), in 22 threads.
This is a broad category rather than one product, so its issues aren't ranked on the home page.
People raised many different problems with Tax software, but no single problem has yet been raised by 3 people in 3 different months and threads.
Unreviewed issues were grouped by machine: Claude Haiku labelled each comment as a usability complaint, named what it's about and summed up the problem in a line, and a small model grouped similar problems. Nobody has checked them by hand. Expect mistakes.
The newest 20 complaints
- Portal showed only one amount due, hiding that the penalty included minimum tax, late fee and interest2025-11-10
- Slow loading and unskippable question pages make filing take longer than paper forms2025-10-16
- Tax software has janky UI, logins, ads, and unreliable progress saving2025-06-04
- Competitors use dark patterns that push users into choices they did not intend2023-10-17
- Clunky interface loaded with dark patterns that users find frustrating2023-10-17
- Tax filing process is too hard and confusing to complete2023-05-15
- Self-filing taxes is so confusing that people give up and make mistakes2022-03-30
- Spent a long time reading instructions and couldn't get the software to handle their case2021-10-21
- Password field blocks pasting, forcing long manual re-entry after mistakes2021-05-28
- Tax software fails to record RSU cost basis, causing double taxation unless the user knows to correct it2020-01-08
- Tax software import feature doesn't work correctly, forcing manual tab-based data entry workaround2019-10-22
- The leading tax planning software has a terrible user experience2019-07-31
- Wastes time copying numbers between tax forms each year2019-01-16
- Tracking income, expenses, deductions and quarterly estimates is a major hassle for contractors2016-04-19
- Taxes are very confusing for a first-year remote worker2016-04-07
- Tax filing collapsed into a wrong bill after marriage to a foreigner without an SSN, requiring costly rework2016-04-05
- Accelerated scroll speed makes the site very hard to read2014-04-19
- Must manually re-enter 1099 investment data from forms, slow and error-prone2013-03-26
- Date validation message gives unclear format and no date picker2011-07-24
- Clicking import silently upgrades user to paid version without confirmation or undo2010-03-24