1.3Mviews

50 Examples Of The Best And Funniest Bosses

More often than not we read about toxic workplaces where bosses micromanage, pressure and manipulate their employees. Where they don’t give them well deserved paid time off, or where they refuse a salary raise.

But the truth is, there are still many devoted and passionate bosses out there who are true leaders and stand for the people. And this post is a celebration of exactly that.

Below is a collection of pictures that show the moment people realized their boss is so much more than their formal superior. Scroll down, upvote your favorites and be sure to share your best boss stories in the comment below!

This post may include affiliate links.

Manager Helps His Employee Get A Raise

Final score:

925points

50 Examples Of The Best And Funniest Bosses

Manager Helps His Employee Get A Raise

A True Angel Indeed

My Sister's Boss Passed Away Several Months Ago, But Before She Did, She Arranged To Have This Sent To Her Staff

This Wholesome Manager

This Nice Old Man Just Came Into McDonald's Asking For Directions, And The Manager Has Taken At Least 10 Minutes To Set Up Google Maps On His Phone

The Owner And Employees Of Our Local Pizza Shop Surprised Their Waitress For Graduating High School

The Kind Of Boss Everyone Wants

Wholesome

When You Had A Bad Day And Your Boss's Boss Leaves This On Your Desk

A Group Of Managers At RBC Decided To Take A Picture In The Outfits They Use For Zoom Meetings

My Boss Gets Trapped In Outlook's "Numbering" Feature

My Boyfriend Told Me To Post This, Came Out To My Bosses And Expected To Be Fired

My Boss And I Are In A Contest To Lose Weight. Today Is My Birthday. This Is What He Brought Me

The Restaurant I Work For Is Closing Until Further Notice. My Manager Gave Me A Gift

I Don't Work For This Guy Anymore But Enjoy These Text Conversations Between Me And My Old Boss

My Husband Has Been In The Hospital For 4 Months Dealing With A Brain Tumor, And I Brought Him Home. He Is Bedridden And Needs Total Care. My Brother's Boss Gave Me This

Luigi, The Boss Of Bosses

What I Would Do To Have A Boss Like This

I Work Construction In The Midwest And My Boss Just Delivered All Of These Food Goodies To Our Home In Time For The Holiday

My Boyfriend Is Going Through Chemo For 6 Months And Has Surgery Coming Up. This Morning This Was Left On My Desk By My Boss

I’ve Had Terrible Teeth My Entire Life. It’s Been The Bane Of My Existence. Today I Got A $10,000 Quote On The Cost Of What Needs To Be Done

Store Manager Being A Bro

Boss Being An Absolute Bro Over A Mistake

I Help Take Care Of My Mother, And Have Had Such A Hard Few Months. My Bosses And Co-Workers Found Out And Brought All This To Us Tonight

Just Had My Last Day With My Summer Job Back Home, Boss Choked Up A Bit And Said He Wished Me The Best With My Future Health And Career

My Boss Knows What's Up

My Company Recently Opened A New Campus And I Run The On-Site Help Desk. My Printer Started Working Today And My Boss Wanted To Test It From Overseas

My Boss Asked Me If I Play Games And Gave Me This

My Boss Asked If Anyone Browsed Reddit, I Was The Only One Brave Enough To Say Yes

So My Dad Is The Manager For A Local Grocery Store Chain. There Was A Fundraiser Where His Co-Workers Taped Him To The Wall For Two Hours, And This Was The Outcome

I Didnt Have Thanksgiving With My Family This Year So My Boss Made Me A Plate And Said That I'm Part Of Her Family

My Old Boss Has Been 3D-Printing Reusable Masks And Delivering Them To Medical Facilities Amidst A Shortage

My Boss Is Unreal. He Knows I’ve Been Trying To Get A 3080 And We’ve Had Them In Stocks For Systems We Build

I'm A Programmer, And My Boss Handed Me This Piece Of Paper On My First Day At Work

Boss And Coworker Made A Weight Loss Bet - Loser Had To Cross Dress. That Is His Real Hair Though

Called In Sick To Work With The Flu. My Boss Brought A Care Package Over At Lunchtime. I’m Truly Blessed

Leaving For Vacation Tomorrow And My Boss Hands Me My Paycheck With This Included. He Continually Goes Above And Beyond For Me

Boyfriend Lost His Serving Job Because Of Corona. Bosses Cleared Out The Kitchen To Provide Food For Employees And Intend On Making Them Weekly Care Packages

It Was My Managers Last Day Yesterday. She Has A Sense Of Humor

I Bought This For My Boss But He Didn't Think HR Would Approve, So He Made It HR Approvable

Manager Put My Day Off Work In His Calendar

I Too Make $11/Hour, And I Got A TV From My Boss At Our Company Party. I Was Kind Of In Shock

Covid-19 Cookie Package My Boss Sent Me

Boss Bought Burgers To Celebrate Portugal Win Last Week

Manager Holds Umbrella For Employee Who Is Changing Wiper Blades While It's Raining Outside

Wise Words From The Boss

I Work In Construction And Get Paid In Cash. My Boss Thinks He's Funny

My Boss Got This Ridiculous Excuse The Other Week And Decided It Needed To Be Hung Up

I Started A New Job A Few Months Ago And I Have Never Felt More Appreciated And Valued. Here Is A Christmas Card From My Boss

So My Boss Set This Up Underneath Our Coffee Grinder For My Other Boss To "Find" This Morning

So, My Friends Boss Handed Him This Today. They Aren't Extending Hours

My Sister Has Been Preparing Some Sweet-Bags For Her Team At Work, She Drew Every Little Flag, And She Wrote Every Message By Hand On The Bags

Yesterday During A Lunch Meeting I Told My Big Boss That I Absolutely Despise Tomatoes And I Would Rather Eat A Raw Onion Whole. Today He Sent This Company Wide Survey

I Have The Most Amazing Boss! I Mean, Who Does Stuff Like This? Faith In Humanity Restored

I Got This Clever Plaque From My Department Manager At Work

My Boss And I Get Along

My Girlfriend’s Boss Makes Her Healthy Lunches Because She Has Fainting Spells

My New Boss. He Wanted To Know How My First Month Of Work Went. I Expressed Concerns Over Specific Job Duties That Were New To Me

I’ve Just Started Working (In January) After Being On Disability For 5 Years. This Came In The Mail From My Boss. I Smiled And Cried

Walked In My Bosses Office And Saw This Sign.

When You Request A Wall Clock For Your Office But Your Boss Has A Different Idea

My Girlfriend Finally Got The Promotion She Was Working Towards. This Is Her New Boss' Supervisor's Way Of Telling Her

After Years Of No Mercy Bosses, I Finally Have One Who Doesn’t Think Productivity Is Only Reached By Hours At A Desk

My Girlfriend Got A New Job. Cake From Her Old Boss

My Boss Gave Me This And Said "We're Using This For Water Balloon Fights"

Around Halloween I Received A Raise And I Really Love How My Boss Approached This

Manager's Last Day At Work. Another Manager Doesn't Want Them To Leave

Had To Work On Christmas Eve But These Adorable Cookies Made By My Old Boss Made It Worth It

It Isn’t Hard To Treat People Well. My Office Has A Snack Closet, Always Stocked, Always Free, Things Run Out-Boss Buys More

Some Kind Words From My Boss During A Hard Time Really Made The Difference

Lab Manager's Desk

Recently Had Issues With Ulcers And Almost Bled Out, And In My Recovery I’ve Been Very Poor And Unable To Eat Enough. I Passed Out Recently And My Boss Surprised Me With This

Started A New Job Four Months Ago After A Long Period Of Unemployment - Pictured Are All Of The Christmas Gifts I Received From My Bosses

I'm 14 And This Is My First Paycheck, And My Boss Decided That I Did Such A Great Job And Tipped Me 20 Dollars

My Wife's New Boss Has A Sense Of Humor

Went Through A Lot Of Terrible Bosses Only To Now Have The Best One Ever

We Got A Snowstorm Last Night. My (Female) Boss's Email Probably Shocked A Few People In Our Socal Office

My British Boss Left This On My Desk During The 4th Oh July Holiday

Birthday Message From Boss, After I Called In Sick (Sick Baby)