Enterprise Account Executive
Rilla · NY
- Base
- Not disclosed
- OTE
- $400K–$1M
- Quota attainment
- Not disclosed
- Posted
- 7d ago
Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.
Ask: “What percentage of fully ramped reps hit quota last year?”
Still open · checked 2h agoon Rilla's careers page
What Rilla sells
Records sales talks and coaches reps with AI
Salespeople who meet customers face to face have no easy way to look back at how their talks went. Rilla's mobile app records those conversations, and its AI transcribes and analyzes them. Reps then get clear feedback that helps them sell better.
In plain English, from their own job posts. Something wrong? Tell us
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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
- Says nothing about quota, attainment, deal size, territory or sales cycle.
- Pipeline
- Mostly self-sourced. Great if you like outbound, rough if you don't.
- Time on market
- Open 6 days.
- Company hiring
- 3 sales roles open, hiring at a steady pace.
Red flags
None spotted.
Worth asking about
- Pay range too wide to mean much. The top of the range is more than double the bottom. Ask where in that range this offer would really land.
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.
Where in the range would someone with my background land, and why?
A wide range means the top number may not be your number.
- 2.
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.
- 3.
What percentage of reps on the team have been here more than 18 months?
Tenure shows whether people stay long enough to get paid.
- 4.
Has the comp plan changed in the last 12 to 18 months? What changed?
A plan that changes every year means the goalposts keep moving.
- 5.
Who sits with reps and reviews calls each week?
Coaching is often what's behind a good or bad attainment 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.
Josh's top five questions for any sales interview →
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Got an offer from Rilla? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
The role
Sell Rilla's virtual ridealong and conversation-intelligence software to Fortune 1000 enterprises, running multi-stakeholder cycles from discovery through close. Prospecting and new-market entry are central to the role.
Enterprise · New Logo · Outbound
Selling motion
Who you're selling to
- Buyer:
- Operational revenue leadersIn their words: “Sell directly to C-Suite, VPs, Directors, and operational revenue leaders”
- Industry:
- Home improvement, home building, property managementIn their words: “Think home improvement, home builders, property managers, and other sales people who talk to customers face to face.”
- 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
- Territory
- Sales cycle length
The questions above cover the big ones.