Presented By Rav Baruch Fried
Answer: In Sefer Ahavas Chesed, the Chofetz Chaim provides a step-by-step outline for giving ma'aser.
First of all, he says that before someone starts giving ma'aser, he should say he is doing it b'li neder. The reason for this is because there is a dispute if ma'aser kesafim is d'oraysa, d'rabbanan or simply a good minhag. If it is a minhag, then giving ma'aser may constitute a neder; therefore, one should clearly verbalize prior to giving that he is giving it b'li neder.
The Poskim add that one should also say that he is having in mind to utilize all the leniencies found in the Poskim regarding the laws of ma'aser. If one does so, he will be able to rely on these leniencies if shailos come up later on.
The Chofetz Chaim then says that one should have a designated Ma'aser register or account where he deposits all his earnings and from which he withdraws funds to cover expenses and losses, and any tzedakah that is given out. In this way he can have a clear calculation of his profits in order to give ma'aser in the best possible way.
Next, he says that everyone should make a set time when he separates ma'aser from his earnings. Early Acharonim say that one should do this on erev Rosh Hashanah; however, that is not practical for most people. It is easier for most people to set their time for giving ma'aser at the end of their fiscal year. In any event, one should choose a time of year that is best for him and he should make an accounting of all the money he earned after losses and expenses, and then deduct whatever amount he already donated to tzedakah. He should then separate ma'aser from the remaining total. One does not necessarily have to give out all the ma'aser money immediately. If he knows of a specific cause he wishes to donate to at a later point during the year, he can hold onto some of his ma'aser money to donate when the time arises.
If when making his accounting one discovers that he already gave more than 10% to charity, he may roll over the excess money towards next year's ma'aser total.
The Chofetz Chaim notes that there are some businesses where it is impossible to know exactly how much money came in and how much the expenses equaled. He uses a storekeeper as an example of this. Because the money flies in and out of the register very quickly, it may not be possible to know exactly how much was earned. In such a case, he says that one should make as good of an estimation as he can of the profits and expenses. | 
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