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If permitted by the SIMPLE IRA plan, participants who are age 50 or over at the end of the calendar year can also make catch-up contributions. The catch-up contribution limit for SIMPLE IRA plans is $3,500 in 2023 ($3,000 in 2015 - 2022).
During the first 2 years of participation in a SIMPLE IRA plan, you may roll over amounts from another SIMPLE retirement account. After 2 years of participation, you also may roll over amounts from a qualified retirement plan or an IRA.
After the 2-year period, you can make tax-free rollovers from SIMPLE IRAs to other types of non-Roth IRAs, or to an employer-sponsored retirement plan. You can also roll over money into a Roth IRA after the 2-year period, but must include any untaxed money rolled over in your income.
The amount an employee contributes from their salary to a SIMPLE IRA cannot exceed $15,500 in 2023 ($14,000 in 2022; $13,500 in 2020 and 2021; $13,000 in 2019 and $12,500 in 2015 2018).
You must establish a new SIMPLE IRA plan between January 1 and October 1 of the tax year unless your business is established after October 1. You may not maintain any other retirement plans such as SEP-IRAs, profit-sharing or 401(k) plans. (Unionized employees are an exception to this rule.)
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Plan participants typically can leave money in the plan, take a withdrawal, or roll over their savings. If your money has been in the SIMPLE IRA for two or more years, income taxes may be withheld, and a 10 percent penalty tax may be owed, depending on your age.
25 percent tax The amount of the additional tax you have to pay increases from 10 percent to 25 percent if you make the withdrawal within two years from when you first participated in your employers SIMPLE IRA plan.
Are There Downsides to SIMPLE IRAs and SEPs? Employee limitations. SIMPLE IRAs can only be implemented at companies with 100 or fewer employees. Total annual contribution limits. Lower contribution limits than a 401(k). Mandatory employer contributions. No loans or Roth contributions.

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