Braun Board

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 caution

A 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. 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

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

Not stated in the posting.

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

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
  • 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 AI Build team is a new, industry-focused team dedicated to building with the world’s leading and fastest-scaling AI companies. We work alongside Stripe’s AI Solutions Architecture and GTM teams, and across Stripe’s product suite to help customers adopt emerging products, close interoperability and 0→1 solution gaps, and bring field learning directly into Stripe’s product roadmap. The team owns strategic proof-of-concept engagements across the pre- and post-sales lifecycle, complementing Stripe’s AI account teams and the product depth of Stripe’s specialist teams. What you'll do As a Solutions Engineer on the AI Build team, you’ll work directly with frontier AI companies on the payments, billing, and monetization infrastructure underlying their core businesses. You’ll own complex proof-of-concept engagements on Stripe’s frontier products, from initial scoping through activation and handoff, combining customer discovery, solution design, rapid prototyping, and cross-functional leadership. You won’t simply implement a finished product: you’ll build with customers, identify where Stripe’s products or integrations need to evolve, and help customers feel as though they are inside our product roadmap. Responsibilities - Own strategic POCs end to end: Sell, scope, and lead proof-of-concept engagements from initial customer commitment through activation. - Build with customers: Work deeply with users’ engineers and technical leaders to understand their workflows, rapidly prototype solutions, and establish credible paths to production. - Design across Stripe: Create solutions that span multiple Stripe products and determine whether blockers require configuration, integration work, custom development, or a core product change. - Close 0→1 gaps: Navigate incomplete products, evolving requirements, and interoperability gaps while balancing immediate customer outcomes with reusable solutions. - Influence the roadmap: Translate customer needs and deployment friction into clear product requirements, and partner with product and engineering teams to shape how Stripe’s frontier products are built. - Lead cross-functionally: Coordinate AI account teams, AI and specialist Solutions Architects, product and engineering teams, Professional Services, and post-sales technical resources across the engagement lifecycle of new builds and deployments. - Create repeatable patterns: Turn successful customer-specific work into reusable prototypes, reference architectures, implementation playbooks, and solution components. - Stay close to the AI frontier: Operate at the pace and in the working style of AI-native companies, and remain current on emerging companies, products, business models, and technical developments across the industry. Who you are You are a customer-oriented technical builder who thrives in ambiguous, fast-moving environments. You build trusted relationships with engineers, technical leaders, and senior stakeholders, and you are equally comfortable discovering an unclear problem, designing an architecture, prototyping a solution, and coordinating teams through activation. You use code pragmatically to accelerate your work. You communicate clearly, lead through influence, and look for patterns that can turn one customer engagement into a better product or repeatable approach for many customers. Minimum requirements - 7+ years of relevant experience in customer-facing technical delivery, solutions engineering, implementation, technical product management, or a related field - Experience owning complex customer engagements from discovery and solution design through implementation or activation, including work across both pre- and post-sales phases - Demonstrated success in ambiguous, 0→1 environments where the standard product, integration, or implementation pattern did not yet exist - Strong understanding of APIs, integrations, application architecture, and data flows, with the judgment to distinguish implementation gaps from core product gaps - Ability to prototype rapidly using modern AI coding harnesses and development tools such as Cursor, Claude Code, or Codex - Working proficiency in one or more relevant languages, such as Python, JavaScript/TypeScript, Java, or Ruby; depth in a particular language is less important than the ability to learn quickly and build credible prototypes - Ability to build trusted relationships with customer engineers, technical leaders, founders, and other senior stakeholders - Ability to lead through influence across sales, product, engineering, implementation, and post-sales teams while maintaining clear ownership of the customer outcome - Experience operating at startup speed and in Slack-first, rapidly changing environments, along with active engagement in the broader AI industry This role offers a unique opportunity to partner directly with leading AI companies and work on the financial infrastructure that powers their businesses. As an early member of Stripe’s AI industry team, you’ll help shape how Stripe partners with frontier companies, brings emerging products to market, and translates customer insights into product direction.
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