Worst / Best / Weird moments with clients

It's no secret that magic happens when meeting with a client...


The most fml moment I've experienced was back in Q2 2020 when my client was practicing his divorce speech in front of the mirror open mic with my whole team listening.


Your turn.

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32
CharmingSalesGal
Politicker
15
Account Executive
Had a client use the bathroom while on a Zoom call and not wash his hands. Heard the emptying and flushing and couldn't hide my face when I didn't hear the hand washing. Needless to say, that deal went nowhere besides here to state my horrific story.
funcoupons
WR Officer
6
👑
That's nasty /Cleveland Brown voice
No_ty
Politicker
3
Sales Dir.
NO WAY - burn it in hell
CharmingSalesGal
Politicker
0
Account Executive
😂 Yeah, pre-COVID days when everyone wasn’t diligently checking if they were muted or not. Best part about it was it recorded, needless to say that basically got brought up at any company function or meeting for quite some time.
hurtscuzimold
Opinionated
1
Dude abiding
Same story except they thought they were muted and came back to make a huge deal about it. They definitely made it worse.
RaymundoFlex
Opinionated
13
AE
I like when I fart loud enough that zoom reminds me I’m on mute thinking I had something to say
hurtscuzimold
Opinionated
2
Dude abiding
Hilarious!
poweredbycaffeine
WR Lieutenant
11
☕️
A client got wasted at dinner, tripped on the way out of the hotel lobby/restaurant, and split open their chin on the sidewalk outside. Despite the waterfall of blood, they still wanted to go out to a few bars. I took that as my cue to go back to my own hotel and call it a night. 
funcoupons
WR Officer
5
👑
Wow...yeah. When someone starts gushing blood, the party is over.
cw95
Politicker
3
Sales Development Lead
Result or?
poweredbycaffeine
WR Lieutenant
1
☕️
??
cw95
Politicker
0
Sales Development Lead
Did the relationship last! I guess?
poweredbycaffeine
WR Lieutenant
0
☕️
Ohh, yeah they stayed a client. I saw them the next day at our user conference with a well-covered-up blackeye. They ended up getting poured into an Uber shortly after I left.
cw95
Politicker
0
Sales Development Lead
I wish I was there to see it. Always the best nights out.
No_ty
Politicker
2
Sales Dir.
Drinking is life
DungeonsNDemos
Big Shot
7
Rolling 20's all day
One of my favorites is my old BDR at a past company scheduled me a demo and swore it was for a large opportunity client, a university actually: 6 figure budget and he claims to have vetted them and made sure they met all our requirements for a demo and swore he was the decision maker.

So I get to the demo later that week and the contact signs on. I quickly discovered that no, it's not a university... its a university STUDENT.... it was his capstone project. LMAO

That BDR wasn't the brightest tool in the shed and didn't last much longer due to other issues related to his performance. 
He also bought a monkey right when the pandemic was starting. He made some interesting choices.
mrsexyspizza
Politicker
3
Account Executive
"He also bought a monkey" lmfao I'm dead
DungeonsNDemos
Big Shot
0
Rolling 20's all day
I’m dead serious. It blew my mind man
braintank
Politicker
6
Enterprise Account Executive
Had dinner with a prospect who was visiting town for an event. IT exec for a mid-size city. Pleasant, middle-aged guy. Spent most of the evening making small talk about our career paths and families. As we were leaving the restaurant he asks me if I know where he could find some "young girls".
GDO
Politicker
4
BDM
We had a client using our product in combination with a partner's product. Our company had some bad blood with the partner company and the partner. That client took a meeting with us together while we did not know if we would be partners the week after. During the meeting, our partner started pitching our competiton.
Beans
Big Shot
4
Enterprise Account Executive
Absolute unfiltered racist (Chinese & Indian were the targets) was my channel contact in Australia for a Med Dev deal, having to smile and nod through his shit (especially during the beginning of COVID) was brutal. 
No_ty
Politicker
1
Sales Dir.
danger
privateryan
Politicker
4
Director of Sales
Oh man, I sell to homeowners so I’m with people in “their space” and all sorts of stuff has happened. Best is actually I was outside looking around when some police roll up next door and start looking around. They knock, identity themselves, but no one comes to the door. They didn’t force entry but they started looking in the windows etc…then as they went in back a guy opened the window on the second story, drops out, looks at me, and runs. A couple minutes later a cop comes around and asks me if I’ve seen anyone…I’m no snitch so I just shook my head no and went about my business
looper1010
Celebrated Contributor
4
Solutions Specialist
Worst and weirdest was agreeing with an anti-vaxxer to get a deal closed.  Not my proudest moment but the biggest deal of the month!
No_ty
Politicker
1
Sales Dir.
sneeze on them xD
looper1010
Celebrated Contributor
0
Solutions Specialist
Lol, I want that sale!
LegacySales
Politicker
4
Account Executive
I had arranged a lavish helicopter experience for myself, gorgeous SDR who I was supposed to be "mentoring", and EB at F500 company. 

As we're approaching the pilot's desk to get ready for this flight, my SDR was tugging at my side saying "Legacy, LEGACY, we're gonna have a problem!" 

Pilot "Sir we have a strict weight limit for these helicopters" 
Me: "Great!" (SDR and I are skinny) 

In walks my client who is morbidly obese with his spouse who has a similar stature. 

I ended up paying an extra 10k to get a twin engine helicopter for a POC that didn't go anywhere. 
UserNotFound
Politicker
2
Account Executive
Oh sweet Jesus... that is about as awkward as it gets, 'eh?
No_ty
Politicker
0
Sales Dir.
It can always go worst
No_ty
Politicker
0
Sales Dir.
No way :/
harebrained
Politicker
3
Enterprise Account Executive
Lunch meeting ends - we shake hands...

Customer: Can I hug you?
Me: OK..?
Customer: Holds me in a tight hug for like 30-45 seconds.
Me thinking: I'm never going to dinner with this man.
funcoupons
WR Officer
6
👑
Please tell me you're both dudes
cw95
Politicker
2
Sales Development Lead
Ditto.
No_ty
Politicker
0
Sales Dir.
No ty 
hurtscuzimold
Opinionated
0
Dude abiding
If they started crying I would lose it
cw95
Politicker
3
Sales Development Lead
Had a client pick his nose for a very long time and then blame it on hayfever. I was chill. 

We had a meeting two weeks later and he did it again. 

I ignored it, still odd. 
No_ty
Politicker
1
Sales Dir.
NO TY!! damn
hurtscuzimold
Opinionated
3
Dude abiding
Once in zoom, A real estate agent I was pitching stood up to grab something from their nearby counter…. The client was wearing no bottoms. Then she just kept moving right along assuming I didn’t notice. So that’s how I played it too.
No_ty
Politicker
0
Sales Dir.
fancy as usual
youKNOW
Politicker
3
Sales Manager
Called in to a customer and Lindsay picked up. I said, "Hi Lindsday...is Larry available." (Larry was my contact.) Lindsay says, "Sorry, Larry isn't 'with us anymore'". I immediately fear the worst and am thinking the guy died, so I say "I'm terribly sorry to hear that, what happened?" Lindsay then whispers over the phone...."I used to be Larry."
No_ty
Politicker
1
Sales Dir.
LOL!!!! I'm in a process.... you know
UserNotFound
Politicker
2
Account Executive
This text conversation from yesterday with a client is top of mind:

Me: "Hey! Is there any chance you'd let me share your contact info and be a reference for [my company]/[product]?" 
Client: Sure
Client: I also have some shirtless pics if you'd like them
Client: Smile emoji 

Was going to post the screenshot, but I either don't know how or that's just not an option. 
No_ty
Politicker
0
Sales Dir.
send nudes! now
BamPeesly
Good Citizen
2
Sales Director
Walked in on a client viewing a local escort website on company computer. Moments later, received email asking me to go out for drinks. Harddd pass
No_ty
Politicker
0
Sales Dir.
No ty! haha
KendallRoy
Politicker
1
AM
It's always funny when points of contact are openly talking about wanting to quit. I've had some ask if my company is hiring. 
No_ty
Politicker
0
Sales Dir.
woa! Ask for a referral commission
Kinonez
Celebrated Contributor
1
War Room Enthusiast
A client (female) logged in with the camara on right before he put her shirt on, she realized this 2 or 3 minutes later and just left. 

 she had been very interested in the product up till that point but we never heard of her again. 
No_ty
Politicker
1
Sales Dir.
sneaky sneaky 
Kinonez
Celebrated Contributor
0
War Room Enthusiast
It’s was an experience for sure, I even cover es my eyes in front of the camara
Justatitle
Big Shot
1
Account Executive
It guy on a tech eval call was off camera and left his mic on, ripped the loudest fart I’ve ever heard. We all laughed. 
No_ty
Politicker
0
Sales Dir.
hahahahaah he die there
Mr.Pickles
Arsonist
0
Sr. Customer Success Manager
Once I visited one facility (water treatment) and my POC was missing one arm - unfortunately was the right hand and I was SOOO excited to meet him that I forgot that tiny detail. Then I offered my right hand super hyped ready to shake his prosthetic arm - sh*t!
TennisandSales
Politicker
0
Head Of Sales
I sold insurance before Saas....the houses I went into.....just unreal. One time I counted 19 cats in one house.....
Post
Executive
0
Outside Sales Executive
I once pre-contacted an owner 5 minutes before meeting with his ops manager on-site. He answered his cellphone and I told him I would like to introduce myself while there. He lost it, called me every name in the book and said he is sick of sales people going to insane efforts to sell deals and get ahead. He then told me to let the front desk know as soon I got there so he could “bring me a soda, or whatever the hell I want”. 
After arriving, I knew he was hot so didn’t mention anything to the front desk, but went in immediately to meet with ops a manger and said “John may stop by to say a quick hello”… and before I could even finish the sentence the owner busted in the door of the conference room and started laying into me. He was sweating, spitting while he yelled and the ops guy was terrified and had no idea what had happened. 
I just stood there and let the him go on. Then when he was finished I introduced myself and said “you have a rather large sales team here don’t you?”. The owner said, “yes, why?” and I told him they should be Pre-calling the owners of the companies their are trying to win contracts for, and if they aren’t, he is losing business. 
He stood there thinking for a second, I had my bag in hand ready to be kicked out, while the ops manager sat there frozen. 
A few seconds later, the owner reached out to shake my hand and said “you’re right, great job” and walked out. Sold them 2 weeks later… but still remains the most awkward moment in the books. 
cifu
Opinionated
-3
SDR
Farts and Crying babies. 
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