Sales Programs, Sales Enablement

Posted Yesterday
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2 Locations
In-Office
170K-220K Annually
Mid level
Artificial Intelligence • Software
The Role
Own the full lifecycle of sales plays, from intake and prioritization through development, launch, seller training, measurement, and retirement. Partner with Product Marketing, Product, Sales Leadership, and Sales Engineering to create messaging, demos, battlecards, objection handling, and proof points. Measure play adoption and business impact, report results, and adapt programs for regional teams.
Summary Generated by Built In
About us

Sierra is the leading platform for customer-facing AI agents, working with many of the world's biggest brands — including The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank — to transform how they serve customers and grow their businesses. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

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 a commitment to balancing Family along the way. 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 and Clay Bavor. 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.

What you’ll do
  • Own the end-to-end lifecycle of sales plays: intake, design, build, launch, adoption, and retirement

  • Work with Product Marketing, Product, Sales Leadership, and Sales Engineering to decide which plays get built and in what order

  • Build play assets: messaging, discovery guides, demo flows, competitive battlecards, objection handling, and customer proof points

  • Train sellers and SEs on new plays through live sessions, async content, and practice

  • Define how each play's success is measured (usage, pipeline influence, win rate where attributable) and report on it

  • Retire or update plays that aren't working

  • Create the intake and prioritization process for play requests

  • Build plays so they can be adapted for regional teams, including our London office

What you’ll bring
  • 4+ years in sales enablement, sales programs, product marketing, or a related field at a B2B software company

  • Experience building and launching sales plays or go-to-market programs for both sellers and technical teams

  • Ability to say no and prioritize across competing requests from senior stakeholders

  • Strong writing and facilitation skills

  • Comfort with data, and honesty about what can and can't be attributed to enablement

Even better…
  • Experience in AI or enterprise software sales environments

  • Experience with enablement and conversation-intelligence tools (e.g., [Highspot, Seismic, Gong])

  • Prior experience as a seller or SE

Our values
  • Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. 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.

  • Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.

  • Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.

  • Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.

  • Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

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

  • Lunch, as well as delicious snacks and coffee to keep you energized 

  • Discretionary benefit stipend giving people the ability to spend where it matters most

  • Free alphorn lessons

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.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.

Skills Required

  • 4+ years of experience in sales enablement, sales programs, product marketing, or a related field at a B2B software company
  • Experience building and launching sales plays or go-to-market programs for sellers and technical teams
  • Ability to prioritize competing requests from senior stakeholders
  • Strong writing and facilitation skills
  • Comfort working with data and assessing enablement attribution
  • Experience in AI or enterprise software sales environments
  • Experience with enablement and conversation-intelligence tools such as Highspot, Seismic, or Gong
  • Prior experience as a seller or sales engineer

Sierra Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Sierra and has not been reviewed or approved by Sierra.

  • Healthcare Strength — Health coverage is described as top-tier medical, dental, and vision, alongside life insurance. These protections are highlighted consistently in company materials.
  • Parental & Family Support — Parental leave is described as generous, with fertility and family-building benefits noted (e.g., via Carrot). These offerings emphasize support for families across life stages.
  • Flexible Benefits — An annual discretionary stipend can be used for personal needs like equipment, childcare, or a phone plan. Food and onsite comfort perks such as lunch, snacks, and coffee are also included.

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The Company
HQ: Dublin
162 Employees
Year Founded: 2023

What We Do

Sierra is the conversational AI platform for businesses. We help companies elevate their customer experience with AI

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