Braun Board

Sales Manager, Billing

Stripe · Remote · US

Base
Not disclosed
OTE
Not disclosed
Posted
6h ago

Still open · checked 5 min agoon 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
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Doesn't say where pipeline comes from. Ask.
Time on market
Brand new.
Company hiring
79 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 are the base and the OTE for this role?

    No point investing hours before you know the number.

  3. 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. 4.

    Where does pipeline come from: inbound, SDRs, or me?

    Tells you how much of your week is prospecting versus selling.

  5. 5.

    How long is ramp, and what's the quota during it?

    Full quota on day one means you start behind.

  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.

Josh's top five questions for any sales interview →

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The role

Lead and coach a team of Account Executives selling Stripe Billing across AMER, focused on expansion, retention and attach rates with the largest existing Billing users, plus some new client acquisition.

Enterprise · Mixed

Selling motion

Mixed

Who you're selling to

Buyer:
CEOs, CFOs and CTOsIn their words: “building strategic relationships with executives (CEO, CFO, and CTO) across the AMER region”
Industry:
AI industryIn their words: “especially for AI industry users”
Company size:
Enterprise

Pipeline expectations

Not stated in the posting.

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
  • 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 world is having a monetization moment – every ambitious company is replatforming their billing solution in response to AI. Stripes Billing is a team of deep functional and technical specialists who both lead and advise on deals for one of the most strategically important products in Stripe’s portfolio. Billing Sales is tasked with attacking a $100B market opportunity for automating the entire order to cash process and helping companies not get left behind in the AI era. What you’ll do As the Head of Grower Sales (Billing), you will use your leadership and management skills to manage and grow a team of Account Executives to drive expansion and retention of Stripe Billing across the AMER region. You will build and lead a team of sellers, while collaborating with the core sales leadership, marketing, product marketing, and product teams to develop deep product and industry knowledge and drive strategic deals. You will own the coaching, development, and performance of your team, driving the forecast of the business. You will be instrumental in leading in-depth product discussions with existing and prospective customers and building and executing against our go-to-market strategy. Responsibilities - Recruit, develop and lead a team of product sales executives focused on expansion and retention of our largest Billing Users - Create go-to-market plans and solutions to meet our customer needs, in collaboration with Product, Sales, Finance and Marketing stakeholders. - Manage day-to-day operations, with a focus on performance against key sales metrics. - Be accountable for driving revenue, increasing attach rates, and new client acquisition at high rates of growth. - Coach and guide the team in developing consultative and solution-based sales skills through all facets of the sales cycle. - Get hands on engaged in the largest, most strategic opportunities, leading executive relationships and helping the team win new customers. - Inspire, motivate, and enable individual development to promote career growth of direct reports. - Lead with clarity and context with a compelling plan in line with Stripe’s direction. - Create structure and focus for GTM ideas and product sales campaigns that the product team is exploring. Drive execution and measurement. Analyse results and make recommendations for action in a timely manner. - Constantly innovate and improve programs and program management mechanisms, suggesting new ideas, sharing best practices, and improving the business and customer engagement model. Who you are You are an adept sales leader, capable of engaging in business-level and technical conversations at multiple levels of the organization. You have a reputation and drive for building strategic relationships with executives (CEO, CFO, and CTO) across the AMER region, including core markets like NA, CA, and LATAM. You excel in building clear plans to grow a region through a high-functioning sales team, with strategic thought leadership and strong management. You see value in competitive situations and enjoy working on products that require both deep product understanding and technical knowledge, especially for AI industry users. You’re as comfortable working with clients as with internal stakeholders (including executives) and are excited to become an expert and share your knowledge. You possess an organized, self-starter mindset and excellent communication skills, with a track record for improving the processes and organizations around you. Minimum requirements - 10+ years of sales leadership experience, launching and growing high-functioning sales teams/products. - 15+ years of experience in hyper-growth SaaS environments across the AMER region. - Industry experience in finance, revenue management, financial services, or similar software services. - Proven ability to be a self-starter, capable of driving business results without significant supervision. - Ability to understand complex technical requirements and craft solutions across multiple stakeholders. - An enthusiastic “roll up your sleeves” mentality. - Excellent verbal and written communication skills. - Strong presentation skills, particularly for in-person meetings with multiple stakeholders. - Proven ability to lead complex negotiations involving bespoke agreements with startup, SMB, and Commercial businesses.
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