The War Room
Sales Development Lead
What’s the biggest emotional rollercoaster you’ve gone through in a deal?
We have all been there, what are your classic stories?
😎 Sales Skills
🏹 War Room
Fun topic bc we’ve all been there 😂 Best was that I was top rep my first 2 years under 2 separate managers that loved me. New external manager comes in and is a complete moron. Puts me on a PIP, I get off it a month later and he grovels telling me how great I am and proud of me he is (while I’m on vacation without him knowing). I quit when I got back from vacation bc of all his BS, collected my annual commish, ended up #2 on the team (even though I hadn’t done a damn thing for 6 months), and most importantly he’s so dumb, he forgot to submit an education reimbursement charge to me bc I left too soon after having them pay. That dumbass paid for 75% of my masters 😂🤣
Sales Development Lead
Silver linings and all haha!
EVP - RevOps
I got fired the moment after I hung up a call. Ceo was listening (I was new and sucked) and had missed quota month before and had a $0 on the board month 2. Guy ended the call, went well but didn’t really move forward. Hung up, I get a buzz, he calls me down to his office and says, “we’re gonna let you go, it’s not working out.” Took my badge and gave me my check, let me out the side exit. The cmo brought me my stuff to my car stacked on my diploma. That was a rough day.
Ouch. I have a similar, but it didn't end as badly.
I worked at a company (Vista-owned for the saas Savages out there) who tried and failed to ramp by "adding more oars". When this failed they walked out about 30 reps, half the team, on one day.
Later i was grabbing some coffee and the CEO was there and said hey how's it going. I off the cusp said well days like this suck. And he goes why don't you come to my office and chat.
I legit had a panic attack walking there with him. He then proceeds to explain why they had to do what they did and how I personally will benefit from it (he was right by the way). But still scariest moment of my life.
To this day though, I haven't learned how to keep my thoughts quite to execs and SLT. See my post early
Sales Development Lead
Geeez tough times!
Senior Account Executive
That's fucked up man.
My favorite and worst job was the same one: my first taste of silicon valley Series B life. Got hired at this data company, founders were both from a FAANG company (one first 20 in and another a top engineer) - so they got series C shortly after I joined and proceeded to spend it like whoa because none of the C-level had experience running a startup.
So yeah, lots of fun and ridiculous stories; but while this is going on I am working on a deal with an Atlanta company that we all know and love that is going to be the biggest deal at the company. This deal is 11 months long, and I have to fly to fucking Atlanta (I hate that fucking city) every week for 8 months, basically. Also have to pay for pet sitting every trip, so we are talking thousands of dollars in out of pocket expenses for what would be insane commission if we got it since I was individual percentage commission as an SE (very, very rare).
We get to the end of the deal, and my AE is convinced we are going to win it if we do this one bs tech thing. I think he is crazy, but then I get all sorts of mean emails from my boss asking me if I am committed to my job for calling this out as not an actual part of the deal - but after crying about it, I wake up at 3am, order a windows laptop with my own money through Amazon Prime (because you cannot do macros on Mac), and get the damn thing done for a demo.
The next week, we have a meeting and it turns out no - we had lost that deal for months due to pricing to a company 25% of what we quoted. Roller coaster down.
But slight bump back up is the CTO told my CEO that the only reason we would have won was me. So that was cool and I have taken that with me, even though I can never get those thousands back for pet sitting and hours spent in that fucking city.
The roller coaster continued until I left a week before they fired half the company and then did a fire sale. Their glassdoor reviews today remain hilarious and horrible in their panning of the executive leadership. Glad I did it, glad I got out - god that was a weird part of my life.
Hey your shitty story makes me feel better about my shitty stories... thanks!
Seriously though, why do we do this career?
I spent lockdown considering that and came back with "I have been doing this job so long that it only takes 10% of my brain power to do it better than everyone else." Also, money.
When it is good, it is very very good. When it is bad, it is horrid.
Show 1 more replies
What company in atlanta that we know and love? Also, i live in tht city… not a big fan either lol.
My entire fucking career. I've been fired the day after securing verbal commitment on a 15 mil deal (to avoid commission and collect credit), I had 4 deals this year (2 delayed, 1 won, 1 lost) lose a key senior level buyer, and just posted this
I'm guessing people just don't believe my stories anymore
...wow. You take this to a whole other level.
And yet I'm addicted to this career. The highs are so good damn good, I keep chasing
Chief Revenue Officer
I’ve been with two different companies who were 90% of the way to a liquidity event for me….TWICE I’ve been that close. TWICE the deals flamed.
Biggest influencer for winning large enterprise deals: Sales process or Politics?
What has been the biggest deal you've closed in your career? 💰
Biggest deal you have ever made?
Welcome to the Bravado War Room
An exclusive Sales Community for the
Best Sales Professionals.
Join the community
*Upon sign up we require LinkedIn Authentication to verify that you are a sales professional.
Bravado is a community of trusted sales professionals endorsed by their customers.
The War Room
How It Works
Commission Program Terms
Terms of Service
Bravado Inc. Copyright 2021