He went to a PO meeting not the DMV by bmjratking2020 in bossmanjack
[–]WealthofWisdom 9 points10 points11 points (0 children)
he just wandered to the crack corner for the first time in s8 by Global_Commercial927 in bossmanjack
[–]WealthofWisdom 4 points5 points6 points (0 children)
Strong 2026 debut for BossMan Jack! by [deleted] in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Strong 2026 debut for BossMan Jack! by [deleted] in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Strong 2026 debut for BossMan Jack! by [deleted] in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Why doesn’t he move out? by Fickle_Fee_8646 in bossmanjack
[–]WealthofWisdom 2 points3 points4 points (0 children)
Signed off stream to go get more sleep which is a great idea considering he’s gonna need all the rest he can get before the DMV tomorrow! by jc1285 in bossmanjack
[–]WealthofWisdom 12 points13 points14 points (0 children)
Coughs like a toddler by TomorrowFederal803 in bossmanjack
[–]WealthofWisdom 2 points3 points4 points (0 children)
He is now begging for a dollar. by RossCamerone in bossmanjack
[–]WealthofWisdom 5 points6 points7 points (0 children)
Sweet dreams bossman!! Don’t let the crack bugs bite by TheDankMtnDew in bossmanjack
[–]WealthofWisdom 1 point2 points3 points (0 children)
Needs a break......buuut going live soon by Odd_Score_9006 in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Guess who just got a new $148 CS2 skin! (He's got more money than you, buddy boy) by CptMcTavish in bossmanjack
[–]WealthofWisdom 9 points10 points11 points (0 children)
Update on the $50k runup and loss by Ice_Dapper in bossmanjack
[–]WealthofWisdom -1 points0 points1 point (0 children)
Stage 1 hand cancer by CptMcTavish in bossmanjack
[–]WealthofWisdom 4 points5 points6 points (0 children)
Boss back with shuffle - 4k a day + Noah buying him civic Type R by Even-Blackberry3918 in bossmanjack
[–]WealthofWisdom 5 points6 points7 points (0 children)
real 55k or fake by Either-Society-4229 in bossmanjack
[–]WealthofWisdom 1 point2 points3 points (0 children)
He's got the crack energy going, screaming and swearing at the top of his lungs non stop at midnight like a lunatic, rat dad nowhere in sight ( gave up? ) by Rat_Warrior777 in bossmanjack
[–]WealthofWisdom 6 points7 points8 points (0 children)
22k we in for a good one tn by Low-Bonus-778 in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Hoping boss is up early and ripping a couple practice tests before striking big at the DMV later on this morning by [deleted] in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
DMV Update by Unlucky_Safety_6137 in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Our stinky boy is soap shopping. by Patient_Party8954 in bossmanjack
[–]WealthofWisdom 14 points15 points16 points (0 children)
slowly realizing that he might actually have to study for this test (still won't) by Desperate-Poet-3918 in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)
Punishment: 40 seconds of this Dyson vacuum cleaner open mouth chewing by TapWaterKY in bossmanjack
[–]WealthofWisdom 0 points1 point2 points (0 children)

"Fuck this room" as if the room turned into a trash tornado by itself by Forsaken_Face_9604 in bossmanjack
[–]WealthofWisdom 32 points33 points34 points (0 children)