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Ziyarat Ashura can be recited in many ways, e,g. Repeating the two paragraphs 100 times each, or reciting each of the two paragraphs once then saying: 99 times.

'We don't have in the narrations to repeat 10 times, yet you will get the reward for whatever you recite.

Wassalam.

Ziyarat Ashura is one of greatest recitations narrated from Ahlul Bayt (AS). It was narrated through authentic chain of narrators from Imam Muhammad Al-Baqir (AS). It has great benefits in solving problems and getting us peaceful and successful life here and hereafter. Many of our great scholars, including Grand Ayatullah Na'eeni, the teacher of Ayatullah Khoei, said that its benefits are more than any other recitation which he knows.

We have authentic narrations that Imam Al-Mahdi (AS) advised sincere believers not to miss Ziyarat Ashura nor Night Prayer nor Ziyarat Al-Jami'ah.

Ziyarat Ashura does not need a special method to be performed. It is recommended to perform Wudhu, face the direction of Karbala and recite it.

It is very useful to gift the reward of it to the Infallible Ahlul Bayt and your parents and relatives and all the Mo'mineen and Mo'minaat who are alive or deceased. This will make your reward much greater.

Wassalam.

Bismihi ta'ala

This is an expression mentioned towards the end of Ziyarat 'Ashura`, and wurūd here means entry, or returning back. The wurūd is entering into the sovereignty of God, and it could be positive and good, or negative and bad [as in Surah Hud, 98]. Yawm al-wurūd may not just be Judgment Day, but any stage after death, like entering the grave, barzakh, and resurrection. It is during these stages that we ask Allah ta'ala to grant us the shafa'ah of Imam Husain (a.s.). 

This is why in the Ziyarah, we say:

 اَللَّهُمَّ اُرْزُقْنِي شَفَاعَةَ اَلْحُسَيْنِ يَوْمَ اَلْوُرُودِ

We hope to be blessed with the intercession of Imam Husain (a.s.) at these very difficult times once we depart this world. Imam Husain (a.s.) is the Ark of Salvation, and it is for this reason that we seek his intercession. 

Of course, it is more probable that yawm al-wurūd is referring to Judgment Day alone, as such has been expressed in other narrations, like the following in reference to Imam Ali (a.s.) being in charge of supplying water (al-sāqī) on Judgment Day, as the Prophet (s.a.w.) had proclaimed:

 اَلسَّاقِيَ يَوْمَ اَلْوُرُودِ

In any case, this ziyarah is an important ziyarah that we should recite as much as possible, and hopefully be granted the intervention of Ahlul Bayt (a.s.) on Judgment Day, at the time we will need it most.

With prayers for your success. 

Bismihi ta'ala

You can recite Ziyarat Ashura`, or Ziyarat Warith on a daily basis, and it would be something highly recommended and beneficial. 

As for the repeating of certain passages 100 times in Ziyarat Ashura`, no, you do not necessarily need to do that. 

With prayers for your success.