When do you switch jobs?

I got a verbal offer from a company Friday evening and should have an offer letter early next week...


Things are going pretty well at my company. I'm finishing out the half around 145% to goal, have a healthy pipeline (though not nearly as many news leads and prospects compared to 3 years ago), obtainable goals, and am getting compensated very well. On top of all of that, we have amazing leadership and I fully believe in the companies vision. I'm starting to get a bit frustrated with some process/selling barriers and lack of SDR support (they're been in the process of hiring my new SDR for 9 months), but nothing thats too bad... but overall, I'm starting to feel some slight boredom with my day-to-day.


Enter company #2 -

  • More start-up mode with around 200 employees
  • AEs might get as many as 60-80 inbound leads a month
  • Slight pay increase, but nothing wild
  • I feel like I could be on the front end of something BIG while they're working to scale their sales organization.
  • There are a few familiar faces over there... People I genuinely rust that I've worked with previously and have told me that they're very happy.
  • Based on current valuation, very low risk from what I can tell


My wife thinks I'm nuts to entertain the switch, but it's almost like I just have a gut feeling that it's time...

When are you most willing to switch jobs?

Attached poll
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🙏 Mental Wellness
💰 Compensation
🤝 Interviewing/Offer
8
braintank
Politicker
2
Enterprise Account Executive
If you're in a good position at your current role, I'd think twice about starting new. I waited until I was at my absolute wits end before turning in my notice. If I was doing 145% and had a healthy pipeline I'd be inclined to stay put. 
SlinginSoftware
Politicker
0
Account Executive
I totally understand that thinking...

My counter-point: one of my biggest regrets at my current company is that I didn't join earlier when they were more in start-up mode (then I joined and we were acquired almost immediately). The prospect of more equity in the company and "getting in early" is what has me really considering this offer. I would essentially have the flexibility to let my AE roll evolve as I see fit as we scale (this is what I was told).

Also, after a crazy fiscal year last year, I have enough f*ckup money (in the event everything goes south) that it won't have any lasting effects on my current lifestyle haha
braintank
Politicker
0
Enterprise Account Executive
So based on your profile and post history, we might be colleagues... Let me know if my avatar looks familiar. I wish we had a DM feature!

To address your points (which are valid) unless you are a very early (series a) technical or senior level employee the equity play is a long shot. You're banking on a lot of things going right to get that payout. And if even they happen (I've been through two exit events myself, one IPO the other acquisition) the payout for salespeople who come on series C or later is equivalent to a nice comission check. Remember that most start ups fail.

As for the role evolving, this could also be code for "we haven't figured our shit out yet". For some this is exciting, for others its exhausting. You could be dealing with shifting strategy, product pivots, lack of organization and progress, and end up playing multiple hats (sales, revops, account manager, help desk, etc.)
SlinginSoftware
Politicker
0
Account Executive
I have to say that it does not look familiar… hmmm. But still possible!

This very much is a “we’re still figuring things out, come help us build” situation… which to me is way more exciting than “but that’s the way we’ve always done it…”

Every few years I go crashing into a full blown existential crisis like this haha.
braintank
Politicker
0
Enterprise Account Executive
Do you work for a SaaS security company in MI that was acquired by a large networking company based in CA?
SlinginSoftware
Politicker
0
Account Executive
Nope! I’m actually just based in Michigan… I’ve always been a remote worker.
braintank
Politicker
0
Enterprise Account Executive
Gotcha! My mistake. 
SlinginSoftware
Politicker
1
Account Executive
Naaah! Not sure why I lied above… we’re definitely colleagues haha. Our secrets are safe with each other.
braintank
Politicker
0
Enterprise Account Executive
I knew it ;) hit me up on slack and we can talk in more detail
OnlySales
Opinionated
0
Regional Enterprise Sales Manager
Can to talk to an AE at the company to confirm or deny the 80-90 leads a month? I actually interviewed with a company that provided their AEs with those same numbers. I wonder if it’s the same company. This one was helping to automate the meeting set up process.
SlinginSoftware
Politicker
0
Account Executive
I actually have… and he’s a friend/former colleague that I trust. He said he sits down on Monday and will many times have 15-20 meetings set for him already.

they’re just starting to scale the sales org, so obviously it won’t be like that forever… but why not ride the wave while I can!
OnlySales
Opinionated
0
Regional Enterprise Sales Manager
Good point. I had the same mindset with leaving my old job cause of a big pipeline. But if AES are really getting 60-80 inbounds a month… just think of the potential. Yes you would have to start from scrap but getting leads is the hardest part
CuriousFox
WR Officer
0
🦊
You're excited. You've done your research. I dunno man kinda sounds like you got your mind made up to me 🤷‍♀️
slaydie
Big Shot
1
Account Executive
Totally agree with @CuriousFox - you're bored at your current role and you've found a new role that excites you. In terms of self development I'd always encourage people to move on and take a new opportunity if they are feeling bored and not challenged at work. It sounds like a great opportunity and the sooner you get started, the sooner you will be hitting 145% at this new company
aiko
Politicker
0
Sr. Account Executive
Something my manager reminded me is that when you move to another company, you have to start all over. You have to re-build connections, re-learn a product, and start your vesting period all over. There will be ups and downs when you stay at a company. Remember, the ups will come back. 

I still decided to move bc I ultimately need to go back in to the office for my well being. But it sucks that I have to re-build all my connections. 
KendallRoy
Politicker
0
AM
Leverage a higher offer if they're chasing you perhaps? 
GDO
Politicker
0
BDM
Switching is always a risk. 
OnlySales
Opinionated
0
Regional Enterprise Sales Manager
I recently started a new job. I was almost halfway to quota. I stayed longer than I should have because I was working a $2m deal, which didn’t go through but I had other deals in the works. What I would do is shop around. If this company gave you a verbal offer go look around at what other companies are out there. I wish I left my job in the beginning of the year not halfway through but 🤷🏼‍♀️ the grass isn’t always greener on the other side so just be aware of that - do your research (Glassdoor), interview the company to make sure they’re a good fit, ask for more money, leverage that offer to get more money in your current job, and leave if it feels right!
Jimsalestheblue
Opinionated
0
Sales development representative
If you find a company that you will enjoy more or it offers something that would make a benefit change to your life. 
Cyberjarre
Politicker
0
BDR
Money, my lifestyle is expensive.
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