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When do you know it’s time to leave?

I have a pretty good gig going.  I'm a top performer at a market leader but have found myself getting pretty crotchety to some the same internal issues as we all deal with like updating CRM, sales leaders don't know how to use or have access to SF so you have 20 extra processes/steps outside the system done in parallel, someone somewhere buying technology and forcing us to use which killed 4-5 months of pipeline, territory shrinking, more odds stack against you and incredibly higher quotas (mine went up 90% YoY from 2021) and so on.  I don't even work that hard.  

But I see little things that I used to brush off or just accept, really get to me.

Anyone else like this?  Is it time to find something different?  What have you tried?
🧠 Advice
🚀 Career Goals
🙏 Mental Wellness
24
braintank
Politicker
7
Enterprise Account Executive
Never hurts to interview, but those problems are common all over. In this climate, if you're still making good money and not being asked to do anything unethical it's best to stay put. The devil you know vs the one you don't...
Kosta_Konfucius
Politicker
4
Sales Rep
I would say it never hurts to start interviewing and see what is out there. You can be extremely picky with the thought process of "the grass is always greener" to remind yourself to be critical. And back-channel so you aren't hearing all the great things from HR and the manager, but the truth about the role.

Then you can see if it makes sense to leave or not. Just because you interview doesn't mean you need to leave, but helps you find the true market value vs your current company
Sunbunny31
Politicker
4
Sr Sales Executive
It's always going to grate when the money's not there. If you're not making quota ... everything is an irritant!
ThatNewAE
Politicker
1
Account Executive - Mid enterprise
So true! Every goddamn thing gets to your nerves if you are not making money !
CuriousFox
WR Officer
4
Senior Account Executive
Interview on the down low and see what you're offered. 🤷‍♀️
Nairobi
Politicker
4
Sr. BDR
I know it’s time to leave for me when I ask myself that question haha
Diablo
Politicker
2
Sr. AE
When I don’t feel like working there anymore. I go by my intuition.
ventox35
Politicker
2
Director of Business Development
when you ask that question you asked, it's time.
punishedlad
Politicker
2
Field Sales
Would moving to another org solve these things for you, or are you just becoming jaded with sales?
TennisandSales
Politicker
1
Enterprise Account Executive
well....if your asking your self these questions....then it might be time to leave.

I would try to get some interviews and see what it would be like at a different company. then you can see if it would be worth it to leave.

heck if you can make the same money somewhere else, then it might make sense to leave
FinanceEngineer
Politicker
1
Sr Director, sales and partnerships
The second you get the feeling that “is this the time to leave” it probably is time to check the waters. It might not be, but just never be complacent and also be looking.
antiASKHOLE
Big Shot
1
Account Executive
when the clock hits 5 P.M.

But really, you feel it in your gut. Just listen to it.
activity
Politicker
1
VP, Business Development
If you're feeling unmotivated and agitated easily, I would get my mental game worked out first. Then, if things are still bothering you, start interviewing. It will be the best of both worlds for you if you get your mental game right first because you will have more confidence/charisma in your interviews.
Justatitle
Politicker
1
Account Executive
quite honestly, when you have to ask this question, it's time
IndianaShep
Politicker
1
Director of Sales and Marketing
That’s gonna be everywhere, hoss. The answer is in you.
TheIncarceration
Politicker
0
SDR Manager
When you start asking yourself that question, that should be your sign to start putting out feelers
directormike
Personal Narrative
0
Director Of Strategic Accounts
When you are no longer valued.
When you have reached the ceiling but still want more.
When the money runs out.
When the culture that you preach to prospects isn't reflective of reality.
ScottL
Personal Narrative
0
Sales Leader
When is it time to leave? - usually when you ask that question. :) IF you want to stay, focus inward on you and your continued success as a top performer. Can't fix the other things outside you, so just accept them, do them, and move forward. (always ok to give constructive feedback to leadership about the hurdles you are facing.)
SaaSniper
Tycoon
0
Enterprise Account Executive
If you're not making money, and/or learning to advance your career IMO
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