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gilj

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Msc. Computer Engineer currently studying statistical data analysis

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It's not about using the 20 years of data to fit your model, it's about using the 20 years of data to test your strategy on (a process called backtesting). Once you know how it performs historically, you can develop an intuition for where it breaks down, and try to alleviate the problem (keeping in mind overfitting and all those types of issues).

When using IB, you can trade on your own machine/vps/whatever. I suggest you do this, and set it up such that you trade on an IB paper account, make sure everything is running correctly and in line with your backtests, and then start trading with some real money. Good luck!