Question: Just the contrary, this is a great Mitzvah (the ideal Tzedakah)! It should save from judgment of Gehinom, which is worse!

Answer (Ri): Most matters do not help a person in this world, only after death. In this world, only great Mitzvos stand for a person;

Source - Citation (Kidushin 39b - Mishnah): These matters, a person eats the Peros in this world, and the principal remains intact for him in the world to come.

Therefore, it says that it saves even from a bizarre death, which is in this world.

Explanation: [The overseer of the Tzedakah box] must be trustworthy like [R. Chananya], but he need not be [as great] a Tzadik as him, for in the days of the Amora'im, there were not Tzadikim like him;

This is why it mentioned R. Chananya ben Tradyon due to the episode that occurred with him. He said (Avodah Zarah 17b) "I mixed up with coins for Purim with coins for Tzedakah, and I gave them to Aniyim" (and he bore the loss due to his mistake).

Support: Also in Shabbos (49a), it says that Tefilin require a clean body, like Elisha;

It does not mean a Tzadik like Elisha, rather, a clean body, that he knows to be careful not to sleep in them and not pass gas in them. It mentions Elisha only because a miracle occurred with him [with Tefilin].

Explanation (R. Chananel): The Ge'onim had a tradition, Rebbi from Rebbi, that "a reversed world" means that he saw Shmuel sitting in front of his Talmid Rav Yehudah.

Note: R. Yehoshua responded "what you saw is reality!" I.e. due to the episode below, it is proper that Rav Yehudah is Shmuel's Rebbi.

[Rav Yehudah became Shmuel's Rebbi] because he rebuked Shmuel in Shabbos (55a) regarding the woman who was screaming in front of Shmuel [to judge her case], and he did not heed her;

Rav Yehudah said to Shmuel 'does the master not hold that "Otem Azno mi'Za'akas Dal" [applies also to judgment]?'

Explanation #1: At that time, he did Tzedakah. He was zealous for Hash-m's honor.

Explanation #2: [At that time] he permitted Yirmeyah from the fetters, like is written there.