Fun bad sales stories

Love to hear the best of the worst sales stories from everyone…I’ll kick it off


My SE and I were onsite with a CIO and some of his team. He started grilling us about something our software couldn’t exactly do, but could kind of do…he immediately was like your software needs to be able to block my employees from using some app. It’s why I bought your product.


My engineer turned to him and said listen, “we can see it’s on the device and you can put other policies in place or you stop playing a game of hide the sausage all together.”


Dead Silence…dead fucking silence. That was the last time we ever met with that CIO, but thankfully it stayed in the room 🤣




😂 Sales Humor
☁️ Software Tech
7
Thatsalesdude
Politicker
4
Account Executive
May or may not have flipped off a guy in traffic for cutting me off and he may or may not have been my meeting on Monday morning.
Smilesndialz
Politicker
3
SDR
I’ve accidentally called another state’s emergency line twice in one day
LordOfWar
Tycoon
2
Blow it up
I once flew to Bangladesh (about a 24hr trip), then sat in a hotel for a week before going to conduct a field demo where the product failed after 15 mins.

I wasn't allowed to bring a spare since the company was so confident I wouldn't need it.
ScopeCreep
Good Citizen
1
Regional Sales Manager
That’s is the most vindictive demo god story…man…epic fail
LordOfWar
Tycoon
1
Blow it up
Wasn't even an isolated incident. After the 3rd time, I was finally questioning the company's future.

I guess I'm a slow learner.
CuriousFox
WR Officer
1
🦊
Damn that's embarrassing for sure.
Pachacuti
Politicker
1
They call me Daddy, Sales Daddy
I have thought my flight for today is tomorrow and I may or many not be sitting in an airport trying to rebook.
Boutdamtime
Politicker
1
Client Executive
I’m presenting a product in front of a room full of women and they ask if I have any marketing material in Russian for all their Russian customers. My boss mentions that he thought I ran into a Russian hooker the night before in front of all the women. Awkward silence followed by “yeah they’re everywhere downtown”. It was honestly amazing.
ScopeCreep
Good Citizen
1
Regional Sales Manager
🤣🤣🤣🤣🤣
Justatitle
Big Shot
1
Account Executive
Had a colleague that was on a call and got told a clients wouldn’t sign with us because our product wasn’t offered in dark mode…