Embarrassing moments are an inevitable part of life. Whether you realized after getting home from a first date that you had spinach in your teeth the whole time or you accidentally sent your father a spicy text meant for your partner, we’ve all been there. But these awkward moments can be even more painful when they happen in professional settings.
Bored Panda has searched far and wide and gathered photos of the most mortifying interactions that have occurred between bosses and employees. I’ll warn you right now, pandas, that this list will probably give you second-hand embarrassment. But enjoy scrolling through these painfully awkward pics, and keep reading to find conversations with Ekta Capoor, Co-Founder and Editor-in-Chief of Amazing Workplaces, and Career Coach Dr. Twanna Carter!
#1 Such A Worthy Memory
Image source: afaang_
#2 The Look Of Pure Potato Sadness
Image source: PettyClegg
#3 What I’m Hearing Is That You Should Be The Boss Instead Of Someone Flustered By Arrows
Image source: TheLilyLester
#4 It’s Pretty Funny
Image source: PaxBiggs
#5 Work Just Got Very Interesting
Image source: Cherrybomb1993
#6 Oops
Image source: Twelvyyyyyyyy
#7 This Is The Correct Response
Image source: Marshall__Scott
#8 Hope They Felt Really Awkward
Image source: OutofstpmaineAF
#9 At Least You Didn’t Get Fired
Image source: _claudiapolanco
#10 Respect The Honesty
Image source: billybrizzle420
#11 I Accidentally Told My Boss To “Come Grab My Meat” Instead Of My Wife
Image source: thebluevanman73
#12 There Was An Attempt To Text An Old Boss Of Mine, Professionally
Image source: rehabforcandy
#13 Boss Got Locked In His Office And A Section Of The Wall Had To Be Cut Out
Image source: thowitawaypeese
#14 Accidentally Reported My Bowel Movements To My Boss Instead Of My Girlfriend
Image source: Bennybyrnes
#15 There Was An Attempt To Get A New Job
Image source: Sapionist
#16 Yikes
Image source: jamill_steezy
#17 Boss Is Probably Freaked Out
Image source: atdanwhite
#18 A New Guy At The Company Accidentally Sent These Texts To His Manager
Image source: Time_Advisor4822
#19 Subtle
Image source: A_gligs
#20 This Is Really Awkward
Image source: LukeMones
#21 That Awkward Moment When You Accidentally Ask Your Boss For A Hookup
Image source: ShakesSpear
#22 So My Boss Kept Asking Why His Battery Was Running Out So Fast. He’s Pretty Much Had The Stopwatch Running Since He Got The Phone. 631 Days
Image source: Nightspade
#23 Zoom Meeting
Image source: myungbug
#24 Text From My Boss
Image source: senti_naro
#25 Insane Boss Story
Image source: RyanLostinTX
#26 Nothing Like A Sincere Apology
Image source: Barphbie
#27 Insane Boss Story
Image source: vaughnbroadnax
#28 Sending A Text To The Wrong Person
Image source: ChrisIsFantastic, GoHeadBlockMe
#29 Unbelievable
Image source: jenilane29
#30 This Wins
Image source: daberhasher
#31 Insane Boss Story
Image source: KatieSSanders
#32 There Was An Attempt To Check In With My Boss
Image source: 42words
#33 Well. I’m Sure That Was Great For My Friend’s Coworkers And Bosses To All See
Image source: moumou122
#34 Been Working My Butt Off For Over A Year At Work In Hopes Of Getting A Management Opportunity This Summer And Just Received This Text Message From My Boss
Image source: phoxious
#35 Started A New Job Today And My Teenager Had The Computer Before Me. I Opened It In Front Of My New Boss
Image source: Wldhorscodntkepmeawa
#36 Boss Just Sent Me This Text Twice. Shouldn’t Make Things Awkward I’m Sure
Image source: kGibbs
#37 That’s No Way
Image source: momofemcel
#38 This Is A Valid Reason
Image source: johnsiyawajr
#39 Oh, To Be A Boss, Not Knowing How Anything Works, And Still Earn More Than Anyone Else
Image source: MeekyBlinders
#40 That Is Unfortunate
Image source: 2bkomfykozy
#41 Left My Boss A Birthday Cake. The Tube Of Frosting I Was Writing With Broke So I Squiggled On There. Now I Have To Have A Meeting With My Boss And Union Rep To See If I Was Drunk At Work
Image source: reddit.com
#42 There Was An Attempt By My Significant Other’s Korean Boss To Get A Cake That Says “Happy Birthday Hong”
Image source: heritagepilot
#43 I’m Sorry The “Hehe” Made Me Fall Over
Image source: fcksighmoan
#44 The Lecture After
Image source: keeiir
#45 Got A Phone (Didn’t Have One). Texted My Boss To Verify I Had The Right Number And This. I Didn’t Know
Image source: oodlesofschmoodles
#46 At Least He Knows What The Meme Means
Image source: MUSlCALKORDEI
#47 That’s Awkward
Image source: zozyjh
#48 He Probably Did Need It
Image source: jaredadairbell
#49 My Boss Texted Me This. Just Thought This Was Funny
Image source: Correct_Luck3831
#50 When The Hot Straight Boss Sends Me A Rude Email On The Weekend
Image source: TN_GA_Bromo
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