Enterprise Sales Manager, Americas
Monte Carlo · Remote · US
- Base
- Not disclosed
- OTE
- $360K–$400K
- Posted
- 8d ago
Still open · checked 1h agoon Monte Carlo's careers page
What Monte Carlo sells
Watches AI agents so teams can trust them
A company that runs AI agents often can't tell when they make a mistake, because the agents work out of sight. This product keeps watch over the data and decisions the agents use. When something goes wrong, the team can see what happened and fix it, so they can trust the agents with real work.
In plain English, from their own job posts. Something wrong? Tell us
More AI & data companies →The Braun Read
Worth a lookSolid on the basics. Use the first call to fill in the gaps.
- Pay
- OTE is listed. Ask what the base is.
- Transparency
- Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
- Pipeline
- A mix of self-sourced pipeline and inbound or SDR help.
- Time on market
- Open 7 days.
- Company hiring
- Ramping up: posted 5 sales roles in the last 30 days.
Red flags
None spotted.
Green flags
- Publishes OTE. It tells you the on-target earnings up front. Most postings don't.
Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.
Questions to ask on the first call
Built from what this posting leaves out. How they answer tells you as much as what they say.
- 1.
What percentage of fully ramped reps hit quota last year?
OTE is what you could earn. This is how likely you are to earn it.
- 2.
What's the base, and how is the rest paid out?
OTE without a base doesn't tell you what you can count on.
- 3.
What's the annual quota, and how was it set?
A quota built from real data is a target. Otherwise it's a hope.
- 4.
How long is ramp, and what's the quota during it?
Full quota on day one means you start behind.
- 5.
What's a typical deal size and sales cycle?
Together they tell you how many deals it takes to hit your number.
- 6.
Why is this role open? Did someone leave, or is it new?
New headcount is growth. A replacement means someone left. Ask why.
When the offer comes
Save these for later. They land better once they've said yes to you.
- 1.
Can I see the full comp plan in writing, including clawbacks and accelerators?
What's in writing is what gets paid. Read it before you sign.
- 2.
Can I see the actual comp distribution for the team last year, not just the OTE?
The spread shows what most reps really take home. OTE is just the target.
- 3.
I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?
Leaving money behind is a fair reason to ask. The worst answer is no.
Got an offer from Monte Carlo? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
The role
Lead a 4-to-6-rep enterprise new-logo team selling agent observability software to companies with 1,000–7,500 employees. Coach outbound prospecting, multi-threading, and MEDDPICC; remote, Americas.
Enterprise · New Logo
Selling motion
Who you're selling to
- Buyer:
- Data and AI teamsIn their words: “Monte Carlo empowers data and AI teams to ship trusted AI at scale”
- Company size:
- Enterprise
Pipeline expectations
Compensation
What is not disclosed
This posting doesn't tell you:
- Base salary
- Quota size
- Quota attainment
- Average deal size
- Sales cycle length
The questions above cover the big ones.