Braun Board

Account Executive - Bridge

Stripe · Nyc, NY

Base
Not disclosed
OTE
Not disclosed
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 Stripe's careers page

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
A mix of self-sourced pipeline and inbound or SDR help.
Time on market
Open 7 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. 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 own a book of existing mid-market and high-growth Bridge (Stripe) accounts, driving upsells, cross-sells, renewals, and churn prevention through data-led prioritization and volume playbooks.

Mid-Market · Expansion

Selling motion

Expansion

Who you're selling to

Buyer:
Not stated in the posting.Ask: “Who's the economic buyer, and who else is in the deal?”
Company size:
Mid-Market

Pipeline expectations

A mix of self-sourced pipeline and inbound / SDR support.

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 Management team at Bridge is dedicated to the growth, retention, and expansion of key customers. Our Scaled Account Management team focuses on driving measurable expansion across a broad portfolio of mid-market and high-growth customers through data-driven strategies, efficient processes, and strong cross-functional partnership. What You'll Do As a Scaled Account Manager at Bridge you will own a book of existing accounts and be responsible for expanding revenue, identifying product gaps and driving product adoption, preventing churn and ensuring renewals at scale. You will combine consultative selling with volume playbooks, prioritization based on quantitative signals, and hands-on execution to identify and close upsell opportunities across your territory. As Bridge continues to develop within Stripe’s Money Management organization, you will also drive your customers’ adoption of additional features available through Stripe. Responsibilities - Own a book of existing accounts and drive revenue growth through additional usage, upsells, cross-sells, and renewals. - Develop and execute scalable go-to-market strategies that increase revenue per account and accelerate product adoption across your portfolio. - Use data and quantitative analysis to prioritize accounts and identify the highest-impact expansion opportunities. - Generate leads through targeted outreach, research, and campaign execution; manage high-velocity deal cycles from qualification to close. - Build strong relationships with customer stakeholders to understand business priorities, surface pain points, and tailor Bridge solutions. - Lead commercial negotiations and renewals to expand and retain customer revenue. - Identify churn signals in your book and implement strategies to prevent revenue losses. - Coordinate with product, success, risk, and operations teams to solve complex customer needs and ensure a great user experience. - Translate customer feedback into actionable product and process improvements to better serve scaled customer segments. Who You Are -5–8 years of full sales cycle or account management experience focused on existing business accounts; experience managing a large book of accounts or high-velocity portfolio strongly preferred. - Strong analytical skills with experience using data to prioritize accounts, build business cases, and track outcomes. - Comfortable understanding technical product requirements and articulating solutions across multiple technology products. - Demonstrated ability to close upsell opportunities and manage complex pricing or commercial negotiations. - Excellent operational acumen and proven ability to manage time and prioritize across a high-volume territory. - Highly motivated, persistent, and effective in ambiguous, fast-paced environments. - Superior written and verbal communication skills. - Willingness and ability to work in-office in New York or San Francisco at least three days per week. Preferred Qualifications - Previous experience at a high-growth payments, fintech, crypto, or technology company. - Experience with CRM tools, Excel, and basic SQL or a demonstrated comfort with data tools and analysis. - Background in working cross-functionally with product, risk, and operations teams to deliver outcomes for customers. Why Bridge Join a team that values clear thinking, quantitative rigor, and customer obsession. At Bridge you’ll own meaningful customer outcomes, operate with autonomy, and have the opportunity to shape how we scale revenue across high-potential accounts.
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