- Mark as New
- Bookmark
- Subscribe
- Subscribe to RSS Feed
- Permalink
- Report Inappropriate Content
Retirement tax questions
There are reasons the IRS will not charge a penalty (paid 100% of prior year tax bill or new retiree) and the program thinks that if you won't have a penalty, you don't really want to pay.
If you prefer to keep the balance below $1,000 so you don't accidentally get into extra penalties for willfully failing to pay when owing $5,000 or more.
You have 2 options:
- You can ask Social Security to withhold more in taxes, Online use Request to withhold taxes | SSA
- You can make estimated payments. The IRS has announced they prefer payment through their online portal. Mailing in checks and paperwork takes much more manpower. You can make Payments.
**Say "Thanks" by clicking the thumb icon in a post
**Mark the post that answers your question by clicking on "Mark as Best Answer"
**Mark the post that answers your question by clicking on "Mark as Best Answer"
‎February 9, 2026
11:29 AM
3,652 Views