Sierra

Sierra

Enterprise Sales Leader - Retail

US - Remote · Full-time

Sponsorship not specified$10k-$15kDetected 98 days ago
Agentic AIProduct ManagementSalesforceSalesPipeline ManagementNegotiationAR/VRLeadershipCommunicationMentoring

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odds of building a lasting career here

39Risky
Cap-exempt (no lottery)0
Sponsors this role90
Entry-level history0
PERM / green-card track0
Lottery odds (Level I)39
Fits your clock70

Thin sponsorship signal and lottery-bound (~15% per draw). A low-probability bet with your clock running. Prioritize cap-exempt roles and proven entry-level sponsors first.

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Employer immigration record

from this employer's Department of Labor filings

Files H-1B transfers

23 transfer filings in the last year, covering 23 workers. Median labor-condition decision: 7 days. An employer that already files transfers is one that can take over an existing H-1B.

Sourced from Department of Labor LCA, PERM and prevailing-wage disclosure data. Employer matching is by name, so figures may be split across an employer's legal entities. Absence of a filing means none appears in our copy of the data, not that none exists.

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About the role

  • Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/.
  • Bret currently serves as Board Chair of OpenAI.
  • Bret was also one of Google's earliest product managers and co-creator of Google Maps.

Responsibilities

  • Own regional performance: Own your regional number and forecast accuracy, Inspect pipeline quality and help unblock stalled deals. Drive consistent execution of our sales process. Partner with RevOps to ensure clean data and clear insights.
  • Be deeply involved in deals: Join key customer and prospect conversations. Help reps navigate complex buying committees and late-stage deals. Support pricing, negotiation, and close strategy.
  • People leadership experience: 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
  • Experience building GTM strategies: Building sales teams and sales motions from scratch, or from early stage growth.
  • We build trust in AI by making it more accessible, safe, and useful.
  • We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
  • Lead & develop a high-performing sales team: Hire, onboard, and develop AEs across your region, Coach reps on deal strategy, pipeline management, and execution.
  • Retail is also where AI agents go beyond support to generate revenue.
  • From product discovery and personalized recommendations to cart recovery, win-back campaigns, and in-store support that turns unanswered store calls into visits and sales, our team is redefining what an agent can do for a brand's top line - not just its cost line.
  • We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team.

Requirements

  • 10-15+ years of experience: Extensive experience in enterprise customer-facing sales role, identifying and closing large accounts.

Skills

  • Exceptional verbal and written communication abilities.
  • Ability to analyze market trends, identify opportunities, and make data-driven decisions.
  • Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.
  • Analytical mindset: Ability to analyze market trends, identify opportunities, and make data-driven decisions.
  • EVEN BETTER...
  • Industry knowledge: Familiarity with the AI landscape, key players, and emerging trends, as well as fluency with AI tooling and workflows.
  • Flexible (unlimited) paid time off
  • Medical, dental, and vision benefits for you and your family
  • Life insurance and disability benefits
  • Retirement plan dependent on country of employment
  • Parental leave
  • Fertility and family building benefits through Carrot

Compensation

  • These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans.

Benefits

  • We want our benefits to reflect our values and offer the following to full-time employees:
  • Discretionary benefit stipend giving people the ability to spend where it matters most
  • These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans.
  • Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.
  • Create a culture of accountability, learning, and collaboration.

Company info

  • At Sierra, we're creating a platform to help businesses build better, more human customer experiences with AI. We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
  • We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.
  • Our co-founders are Bret Taylor https://www.linkedin.com/in/brettaylor/ and Clay Bavor https://www.linkedin.com/in/claybavor/. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google's AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.
  • At Sierra, we're creating a platform to help businesses build better, more human customer experiences with AI.
  • We are primarily an in-person company based in San Francisco, with growing offices in Atlanta, New York, London, Paris, Madrid, Munich, Singapore, Tokyo, and Sydney.
  • We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family.
  • These values are the foundation of our work, and we are committed to upholding them in everything we do.
  • Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook.
  • Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs.
  • Earlier, he started and led Google's AR/VR effort, Project Starline, and Google Lens.
  • Before that, Clay led the product and design teams for Google Workspace.

Visa & Work Authorization

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This listing is sourced directly from Sierra's careers page and normalized into a canonical job model.