Advice on an offer

What's up savages. I'm currently an mid market AE who's doing well. 77% of my quota in one month and already at my yearly quota YTD. I get paid poorly (55/85). My company (5k employees) is owned by private equity and has been a mess (shocker right?) and the people that hired me are gone. 

interviewing with a direct competitor who's smaller (200 employees but funded and growing) not in venture or private equity. They are offering me 100/200 for an Enterprise AE role. It's pretty much identical to the work I do now at the larger company. I'd be a part of growth and that excites me. 

What red flags should I look for? I feel good about the health of the company, the leadership and financial health of the company. The only major downside is the product is slightly less robust than the big company. Granted, the larger company is a Frankenstein of stitched together tools from purchased start ups that competed with them. 

Anyone have advice on jumping ship from a bigger company to a smaller one?

Thanks in advance!
🧠 Advice
🎯 Career Development
☁️ Software Tech
13
poweredbycaffeine
WR Lieutenant
9
☕️
Ask them to book you a demo with their best rep and assess their skills.

On that demo, ask about their quota attainment. Things they like, what they'd improve, etc.

Smart ask that they should be totally fine with granting.
CuriousFox
WR Officer
2
🦊
Yep get the goods via the demo and see how you feel. 
CaneWolf
Politicker
1
Call me what you want, just sign the damn contract
They might say no given direct competition though
poweredbycaffeine
WR Lieutenant
1
☕️
It's possible, but if you're at the offer stage and need to see the demo to know the product is worth it then I'll grant the demo. Or, say not the demo but yes to connecting with the best performer on the team.
cw95
Politicker
1
Sales Development Lead
This is sick, might use this approach in future interviews to get a feel for them!
DungeonsNDemos
Big Shot
0
Rolling 20's all day
Out of curiosity, would you send/offer the rep who demos you a gift card or thank you for taking the time away from selling?

poweredbycaffeine
WR Lieutenant
1
☕️
Not a bad etiquette move, but I have not done that before. I've only used this tactic once and got the offer. I have since bought him a beer, but not because of the work on the demo.
DungeonsNDemos
Big Shot
0
Rolling 20's all day
Thats fair. Always a solid move to buy someone a drink when appropriate.
Coffeesforclosers
Notable Contributor
2
Director Sales and Market Development
More comp, growth, stable leadership, product you know. Go. 

Sure it's not as robust, they need you to sell the shit out of it and sounds like you can while wiping the floor with fud on the major competitor having a robust system stitched together. Draft your resignation letter man, congrats 
Do.it.for.the.checks
Politicker
1
Account Executive
Id ask for an extra week of PTO (unless is already unlimited) and take the job already. There's enough of a jump to make it worth the risk 
Do.it.for.the.checks
Politicker
0
Account Executive
Actually ask to see their sales dashboard. You want to know quota is possible
Justatitle
Big Shot
1
Account Executive
Seems like the next company is ideal. At the 5k person company you are a cog in the machine and likely stuck there. Also your earning potential is capped. You also know exactly how to beat your current company and the weak spots. Other reason is more money and the potential growth at the next role. If you ask me you’re 2 weeks is 3 months overdue…
CaneWolf
Politicker
1
Call me what you want, just sign the damn contract
In addition to what folks have said, look at -turnover -What clients did they land in the past 6 months in what they consider enterprise? -how the comp plan works Seems like this is probably a solid move though
RaymundoFlex
Opinionated
0
AE
Don’t look and you won’t find! Get that money, you clearly don’t like where you are at.
alecabral
Arsonist
0
Director - Digital Sales Transformation
The way you've described it, I'd go to the new job just based on the fact the newer company seems to have the right energy and the right ideas. I would probably double-click a bit more on the comp side, make sure there's nothing fishy there. Not meaning they would do it on purpose, but smaller companies are usually more challenged with getting these things right from the start as they're learning.
nomdeguerre
Executive
0
Account executive
Seems like a good opportunity.

I'd ask to talk to marketing and try to gauge if they know what they are doing. It's a smaller company, so probably not as well known as the one where you are now, so it's important that they know what they are doing.

I would also try to find out if they have a partner/channel strategy, as that can be a good way to get deals when you are a smaller company. Is there a complimentary product out there, that you can help fill a gap for when they are competing against the bigger company you are at now?

Finally, if you have any trusted customers at your current company that you can have a confidential conversation with? If so, I would ask them what they think of the smaller company and their product(don't tell them that you are considering the move)?
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