Still and all, a person sometimes needs to daven many times before he is answered. Even if one’s tefillos are not fulfilled in the beginning, he should keep davening because he doesn’t know how many prayers are needed to open the gates of Heaven.
Sefer Meor Einayim explains that whenever blessing is sent to us from Above, prosecutorial forces are aroused to try and block them. The way to get around them is to daven to Hashem. Every tefillah helps push the blessings through the obstructions. This can take a number of prayers to accomplish, so one should keep davening, even if he does not see an answer at first.
This is especially true regarding the blessing of parnassah. The yeitzer hara does all it can to stop us from receiving our livelihood because it knows that we will use the money for charity and kind deeds. The Chida writes (Sefer Avodas Hakodesh) that tzedakah atones even for deliberate sins. Therefore, it is obvious why the yeitzer hara does all it can to stop it from occurring. For this reason, one must daven a lot for parnassah until the blessing breaks through and reaches him.
Furthermore, some times are not as auspicious for prayers to be heard as others. Therefore, one should pray at all times in order to ensure that he davens at an “eis ratzon” for tefillos to be accepted.
The pasuk states (Tehillim 81:11): “Open you mouth wide and I will fill it.” Sefer Beeros Mayim quotes Rav Hersh of Rimanov zy”a as explaining this to mean that one should “open his mouth wide” by reciting many tefillos, and Hashem will then “fill it” by fulfilling his request, as he certainly prayed at an eis ratzon.
Sefer Likutim Yekarim quotes Rav Rafael of Bershad zy”a as saying that one should never stop davening for his needs, even if he needs to do so 100 times a day. One should even daven in his own language and his own words and say, “Ribono Shel Olam, please give me parnassah.” And Hashem will certainly hear his words.
Rav Bunim of Peshischa zy”a said that the reason most wealthy men are simple people is because they pray to Hashem in their own, simple words and ask him to grant them wealth. They don’t claim to have any merits, and simply ask for His help, and He fulfills their desire.
