Solutions Engineer, AI Build Team
Stripe · Remote · US
- Base
- Not disclosed
- OTE
- Not disclosed
- Posted
- 6d ago
Still open · checked 2h agoon Stripe's careers page
The Braun Read
Proceed with cautionA few things here deserve a hard look before you spend time on it.
- Pay
- No pay listed at all.
- Transparency
- Says nothing about quota, attainment, deal size, territory or sales cycle.
- Pipeline
- Doesn't say where pipeline comes from. Ask.
- Time on market
- Open 5 days.
- Company hiring
- 80 sales roles open, hiring at a steady pace. Ask how many reps they hired last year and how many are still there.
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 are the base and the OTE for this role?
No point investing hours before you know the number.
- 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.
Where does pipeline come from: inbound, SDRs, or me?
Tells you how much of your week is prospecting versus selling.
- 5.
How long is ramp, and what's the quota during it?
Full quota on day one means you start behind.
- 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 Stripe? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
The role
Technical solutions engineer who scopes and leads proof-of-concept builds with frontier AI companies on Stripe payments and billing infrastructure, from discovery through activation, and feeds product gaps into the roadmap.
Selling motion
Who you're selling to
- Buyer:
- Frontier AI companiesIn their words: “you’ll work directly with frontier AI companies on the payments, billing, and monetization infrastructure underlying their core businesses”
- Industry:
- Artificial intelligenceIn their words: “active engagement in the broader AI industry”
Pipeline expectations
Compensation
What is not disclosed
This posting doesn't tell you:
- Base salary
- OTE
- Quota size
- Quota attainment
- Average deal size
- Territory
- Sales cycle length
The questions above cover the big ones.