In my opinion I dont think it is a good idea to single out a particular day that the non-muslims celebrate in disobedience to Allah to give dawah. All the anbiya [prophets] ad rusul [messengers] never picked a particular day to call the non-muslims/disbelievers to Allah's religion [Al-Islam]. Also we have benn forbidden from immitating the disbelievers as Allah's Messenger said:
"Man Tashabbaha Bi-Qawmin Fahuwa Minhum"
"Whoever immitates a people then he is from them"
[collected by Ahmed in his Musnad & Abu Dawood in his Sunnan]
Not to mention we were likewise commanded to be different from the non-believers as our beloved Messenger [sallallaahu alayhi wa sallam] said:
"Khaalifu Al-Mushrikeen"
"Be different from the Polytheist"
[collected by Bukhaaree and Muslim]
The job of the individual who desires to give dawah [invite people to Tawheed] then it is a full time job and every opportunity to give dawah should be utilized but singling out Halloween as a specific day to give dawah was something not practiced by any of the anbiya wa rusul [prophets and messengers] nor any of the companions nor those who followed after them in beliefs, statements, actions,understandings, and implimentation of the religion qadeeman wa hadeethan [of old and of today]. Just as Allah said on the tongue of Nuh [Noah] (alayhi salam)
"Qaala Rabbi Innee Da'awtu Qawmee Laylan wa Nahaaan"
[71:5]
"And Noah said, Oh my Lord indeed I called my people[to worship You] night and day"
[71:5]
'Thumma Innee Da'awtuhum Jihaaraa"
"Then I invited them Publicly"
[71:8]
"Thumma Innee A'lantu Lahum wa Asrartu Lahum Israaraa"
"Then indeed I announced to them and [also] confided to them secretly"
[71:9]
So invite the people to this Tawheed openly and secretly but do not choose a specific day to do this while keeping in mind not to single out Halloween as a day specifically to give dawah. Like i mentioned previously this is my opinion based on a few Ayaat and a few authentic ahadeeth.
Wallahu Alam [And Allah knows best]
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