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Should I even start looking at the Roth IRA at this present time or just concentrate on my 401K plan at work.
First decide how much you want to contribute per year. Allocate that contribution so that you fund your 401k up to your employer's match threshold. Allocate the next $2000 to fund your Roth IRA. If there is anything left, add that to your 401k allocation.

And do I contribute to the Roth IRA at the end of each year in a lump sum or can my job take money out of my check and contribute to the account for me.
You want to invest in your IRA throughout the year to maximize your return. First decide if you are opening a Roth IRA through a mutual fund or brokerage. Many mutual funds and some brokerages will let you setup an automatic withdrawal from the your checking or savings account. I don't know if they will permit automatic deposits to the account since there is a IRA trustee to consider.

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