Job boards don't pick up the phone. I do. Call or text me: 954-695-0844 · Josh
Stripe · Chicago, IL
Posted today
New Business: you win brand-new customers.
Still open · checked 3h agoon Stripe's careers page
Helps businesses take payments online and in person
When a business wants to get paid online, it usually has to piece together a bank, a card processor and fraud checks. The problem is, that takes months to set up and breaks as it grows into new countries. Stripe handles payments, billing and payouts in one place, so businesses start selling sooner and get paid anywhere.
In plain English, from their own job posts. Something wrong? Tell me · More Finance & payments companies →
Too much is left unsaid. Make them answer before you invest.
None spotted.
Based only on what the posting says. Lights are a starting point for your first call, not a final judgment.
Built from what this posting leaves out. How they answer tells you as much as what they say.
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.
What's the base, and how is the rest paid out?
OTE without a base doesn't tell you what you can count on.
What's the annual quota, and how was it set?
A quota built from real data is a target. Otherwise it's a hope.
Where does pipeline come from: inbound, SDRs, or me?
Tells you how much of your week is prospecting versus selling.
How long is ramp, and what's the quota during it?
Full quota on day one means you start behind.
Rather talk it through? Call or text me: 954-695-0844 (text)
Why is this role open? Did someone leave, or is it new?
New headcount is growth. A replacement means someone left. Ask why.
Save these for later. They land better once they've said yes to you.
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.
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.
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.