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Yes, you can invest in both an IRA and a 401k (or a Roth 401k and a Roth IRA) at the same time, or any combination of those accounts.
It might be unusual to belong to a 401(k) and a SIMPLE IRA in the same year. Employers canât offer both at the same time, although they can make separate arrangements for employees covered by a collective bargaining agreement. Nonetheless, as an employee, you might be able to contribute to both plan types in one year if you change employers.