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My approach in Quicken for Mac is straightforward.

> Each paycheck transfers dollars into the 401k cash account.

> At the end of the quarter, I create a misc transaction for company matching.

> I buy the appropriate number of shares to equal the shares on the statement with the cash deposited in the account at the share price at the end of the quarter. The differences in actual purchase price is accounted for in a plus or minus commission.

> I've had funds without tickers. I either enter the prices manually ever week or select a similar fund with a ticker.

This approach doesn't yield a precise rate of return or net worth, but it's actually pretty close and not much work.

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