Braun Board

Account Executive, SMB Grower

Stripe · Toronto, ON, Canada

Base
Not disclosed
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
26d 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 just nowon Stripe's careers page

What Stripe sells

Takes payments and pays people around the world

A business that sells online has to collect payments from customers, then pay the sellers, contractors, and creators it works with around the world. Stripe helps businesses accept those payments and send money to those people across the globe. Money moves with greater speed, flexibility, and control.

In plain English, from their own job posts. Something wrong? Tell us

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The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
No pay listed at all.
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 25 days. Normal, but not fresh.
Company hiring
77 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. 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. 2.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    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.

  4. 4.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  5. 5.

    What are the base and the OTE for this role?

    No point investing hours before you know the number.

  6. 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. 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. 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. 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.

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The role

You'll drive renewals, upsells, and adoption of Stripe products with existing SMB and startup customers, and also generate your own leads through cold calling and prospecting to close new business.

SMB · Mixed · Outbound

Selling motion

Mixed

Who you're selling to

Buyer:
Startups and small/medium businessesIn their words: “Own the full sales cycle from lead to close for startups and small/medium businesses”
Company size:
SMB

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

The posting doesn't list pay.

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.

Full posting
Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The Account Executive, SMB Grower team is a highly consultative sales team that is responsible for the growth and retention of Stripe’s largest and fastest growing SMB customers. As an Account Executive, SMB Grower team member, you’ll identify new opportunities for our clients to get the most out of Stripe by quickly understanding our clients’ needs, execute scaled sales strategies to close upsell and renewals with existing Stripe customers, and drive end-to-end campaigns to increase adoption of Stripe’s offerings. What you’ll do Responsibilities - Own contract renewals and lead negotiations to increase and retain existing customer revenue and Stripe market share - Develop and implement full sales cycle strategies for driving product adoption, net new product sales, and client retention at scale among existing Stripe customers - Solve complex client needs and work across product, sales, risk, and operations teams to improve our product - Own the full sales cycle from lead to close for startups and small/medium businesses - Generate your own leads through cold calling, blitzing, research, networking, and driving your territory. - Make every potential Stripe user happy with every interaction, regardless of deal size - Identify and understand users’ pain points to propose Stripe solutions - Make sure that internal teams are set up for users’ success by coordinating with other Stripe teams Who you are We’re looking for a well-rounded strategic seller who can build strong relationships with Stripe’s users and manage high velocity deal cycles. If you’re hungry, smart, persistent, and a great teammate, we want to hear from you! Minimum requirements - 3+ years of experience in a client-facing/sales role - Ability to understand complex technical ecosystems and build great relationships with technical users - Ability to drive and close upsell opportunities for additional Stripe products in long-term, consultative engagements - Analytical ability to manage complex pricing and cost considerations - Experience managing projects with input from cross-functional teams - A knack for working well with a wide range of stakeholders, both internally and externally - Ability and motivation to operate in a highly ambiguous and fast-paced environment - Superior verbal and written communication skills Preferred qualifications - Prior experience in a sales and/or customer-facing role at a high growth technology company - Experience with Excel and SQL, or a willingness to learn
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