Sierra Ventures

Sierra Ventures

Sales Compensation Lead

San Francisco, CA · Full-time

Sponsorship not specifiedDetected 40 days ago
SalesforceSalesFinancial ModelingCompensationAR/VRLeadership

About the role

  • Sierra is hiring a Sales Compensation expert to own the design, modeling, and administration of compensation programs across the GTM organization.
  • You will build the compensation infrastructure that motivates a world-class sales team and keeps Sierra's incentive structures tightly aligned with how the business creates value.
  • Sierra's commercial model includes outcome-based pricing, a paid POC phase, and multi-year enterprise contracts, each of which creates nuances that standard compensation frameworks don't handle well.

Responsibilities

  • Build compensation frameworks from first principles that reflect Sierra's unique commercial model-outcome-based pricing, paid POC conversion, and multi-year enterprise contract structures
  • Develop and maintain the financial models that project cost and attainment impact of plan design choices before any plan goes to the field
  • Track in-year compensation performance, identify design gaps and anomalies, and surface insights that inform ongoing plan adjustments
  • Own compensation policy and documentation-ensuring reps and managers have clarity on how their plans work at all times
  • Partner with Finance on expense planning and accruals, and with HR on benchmarking, leveling, and the relationship between base and variable compensation
  • Deep expertise in sales compensation design and administration at an enterprise B2B software or AI company, across a range of GTM roles and plan types
  • Genuine design thinking applied to compensation-able to identify when a plan creates unintended incentives and fix it before it hits the field
  • We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team.

Requirements

  • Experience with outcome-based, usage-based, or consumption pricing models

Compensation

  • Own the end-to-end design and annual refresh of compensation plans across Account Executives, Sales Engineers, and other GTM roles, facilitating alignment across GTM Operations, Finance, and HR

Benefits

  • We want our benefits to reflect our values and offer the following to full-time employees:
  • 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
  • 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.

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.
  • The role
  • 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.

Visa & Work Authorization

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