The 24 obstacles to Teshuva are: (Loose translation. It would be too lengthy to delve into the details of each one. If you have any questions as to the definitions, or details of each one, please feel free to Contact me)

 

1)      One who frequently spreads Rechilus (slanderer)
2)      One who regularly speaks Lashon Hara (Gossiper)
3)      One who gets angry quickly
4)      One whose bad (impure) thoughts control him
5)      Being connected to a rasha (evildoer)
6)      Taking from  food that isn’t sufficient for its owner
7)      Gazing at Arayos (members of the opposite gender, etc.with sinful intent)
8)      Partnering with a thief
9)      One who says "I will sin and repent afterwards" or " I will sin and Yom Kippur will atone for the sin"
10)   One who derives honor [and pleasure] from his fellow man’s humiliation.
11)   One who separates him/herself from the Tzibbur (congregation).
12)   One who ridicules his forefathers and/or teachers
13)   One who curses the public
14)   One who prevents a group of people from doing a Mitzvah
15)   One who causes another Jew to leave the good path and take a bad path [of living not according to the Torah]
16)   One who uses the pillow of a poor person [i.e. causes a poor person to lose the use of  any of his meager possessions]
17)   One who accepts bribes in order to skew and distort justice from prevailing.
18)   One who finds a lost object and doesn’t [try and] return it to its proper owner.
19)   One who sees their child going off the [Torah] path, and doesn’t admonish them.
20)   One who eats [i.e. usurps] the food [i.e. livelihood] of poor people, orphans or widows.
21)   One who argues [and does an action] against the will of the sages.
22)   One who accuses good people of doing wrong [without proper proof or reason]
23)   One who hates [and cannot accept constructive] criticism.
24)   One who ridicules all or some of the Mitzvos of the Torah [or those instituted by the sages]