Jobs at Sierra

Lead Sierra’s global integrated marketing function, building full-funnel campaigns across digital, offline, and account-based channels. Translate business priorities into pipeline, manage budgets and performance, establish campaign operating rhythms, and optimize investments using attribution and forecasting. Build and lead a high-performing team while partnering with Sales, Operations, Product Marketing, Brand, Events, Communications, Finance, and regional marketing teams. Apply AI and automation to improve research, content adaptation, experimentation, reporting, and campaign execution.

Negotiate and advise on SaaS, technology licensing, services, partner, vendor, privacy, security, and NDA contracts. Build scalable contracting templates, playbooks, and workflows; advise on contract law, intellectual property, privacy, AI regulation, and product issues. Collaborate with Sales, Operations, and Agent Development, exercise strategic risk judgment, and mentor junior legal team members.

Own the sales commission platform, including plan configuration, calculation logic, access, data integrations, and annual changes. Build workflows connecting Salesforce, HRIS, payroll, and commission systems; automate processes; create attainment and payout dashboards; and document rules. Partner with Accounting on commission accruals, reconciliations, month-end close, and capitalization while maintaining accurate employee records and confidential pay-data access.

Designs, launches, and scales global people programs spanning onboarding, manager training, development, feedback, performance, engagement, and recognition. Partners with HR, Legal, Finance, executives, and employees to ensure compliant, well-documented program execution. Uses data, systems, and process design to improve employee experience and operational efficiency in a fast-growing technology company.

Leads and develops a high-performing Sales Engineering team while serving as a player-coach on strategic enterprise deals. Owns discovery, demos, technical deep dives, proofs of concept, and presales execution. Partners with Sales, Product, and Engineering to create scalable frameworks, playbooks, metrics, and processes. Translates customer business challenges into AI-based technical solutions and guides technical customer conversations.

Lead and develop an enterprise sales team across Southeast Asia, owning regional revenue performance, forecasting, pipeline quality, and quota attainment. Hire, coach, and mentor strategic account executives; support complex enterprise deals, negotiations, and closing strategies; and partner with Revenue Operations on data and execution. The role also involves building go-to-market strategies, analyzing market opportunities, and developing future sales leaders.

Build and expand Sierra’s ecosystem of industry, technology, investor, VC, and PE partnerships. Develop customer acquisition channels, align partnership initiatives with go-to-market strategy, and collaborate with Sales and Marketing. Identify market expansion opportunities, provide market intelligence for product development, and establish relationships with senior executives and decision-makers. The role requires structuring high-value partnerships and introducing Sierra’s AI agents to portfolio companies and strategic customers.

Build and operate Sierra’s inference infrastructure across self-hosted models and third-party providers. Responsibilities include designing serving and routing architecture, managing capacity and quotas, optimizing latency, reliability, throughput, and cost, operating GPU-based inference, improving serving engines, and supporting post-training infrastructure. The role partners with frontier labs, inference providers, Applied Research, Models, and Agent Runtime teams.

Own order management from contract signature through bookings, usage tracking, billing, and reporting for a B2B SaaS company. The role coordinates with Sales, Finance, Legal, Pricing, GTM Systems, and Agent Development; manages quotes, order forms, consumption reporting, and billing accuracy; answers usage questions; and improves or automates operational processes for new products and pricing models.

Develop and deploy applied AI and machine learning systems for customer-facing agents. Responsibilities include model fine-tuning, reinforcement learning, evaluation design, large-scale text and audio data work, post-training, voice AI, long-horizon optimization, and production deployment. The role translates customer and product challenges into ML problems and carries solutions from experimentation through measurable customer impact.

Manage monthly and quarterly sales commission cycles across regions, currencies, and payroll schedules. Responsibilities include calculating and validating payouts, investigating discrepancies, reconciling commissions with payroll and bookings, configuring compensation plans, modeling plan-change impacts, supporting Salesforce data quality, automating processes, and building reporting. The role also partners with sellers, leaders, payroll, and data owners while maintaining accurate documentation and resolving payout issues.

The Enterprise Account Executive will prospect and close complex enterprise deals across the Nordic region, manage strategic customer relationships, negotiate contracts, develop sales strategies, and exceed revenue targets. The role requires building pipeline, managing a $1M+ quota, collaborating cross-functionally, and helping establish Sierra’s early-stage go-to-market and sales motion. Fluency in Swedish, Norwegian, or Danish and extensive enterprise sales experience are required.

Lead Sierra’s marketing and public relations efforts in Japan, including local marketing, press relations, public speaking, social media, and cross-functional awareness initiatives. Contribute to the global communications team while building relationships across Japan’s technology and business ecosystem. The role requires strong English and Japanese communication, sound judgment, creativity, entrepreneurial execution, and experience with marketing, press, social media, government, or journalism.

Coordinate high-volume phone, onsite, and video interviews; maintain accurate applicant tracking data; prepare recruiting metrics and reports; manage candidate travel and expenses; host onsite candidates; support recruiters and hiring managers; and improve recruiting workflows and office experiences. The role requires strong multitasking, confidentiality, scheduling, communication, and operational skills, with in-person availability Monday through Thursday.

Manage and mentor an APJ Sales Engineering team across Southeast Asia, Australia and New Zealand, Korea, and Japan. Lead technical sales engagements, build product demos, present solutions, support enterprise customers, establish team KPIs, and partner with Sales, Product, and Engineering. Adapt sales engineering strategies to regional markets, strengthen Sales alignment, and connect customer business needs with Sierra’s AI agent platform for technical and non-technical audiences.

Design and demonstrate AI agent solutions for enterprise customers, provide technical guidance throughout the sales process, and translate customer business needs into product and engineering requirements. Partner cross-functionally with Sales, Product, and Agent Engineering teams while building executive and technical customer relationships and supporting customer-driven product development.

Build production systems and reusable infrastructure for long-horizon AI agents. Responsibilities include developing feedback loops, evaluation systems, memory, orchestration, integrations, observability, decisioning, and multichannel engagement. The role involves turning prototypes into durable platform capabilities, shaping product architecture, solving complex customer problems, and collaborating across product and engineering. Candidates should have strong systems fundamentals, customer orientation, technical judgment, and experience with Python, TypeScript, or Go and React.

Manage and scale Sierra’s partner ecosystem by driving onboarding, enablement, certification, governance, engagement, and operational support. Coordinate cross-functional initiatives across product, engineering, sales, marketing, legal, customer success, and partnerships. Build scalable playbooks and partner resources, support launches and joint go-to-market programs, manage partner communications and business reviews, and use performance data to improve activation, engagement, pipeline contribution, and revenue.

Design and demonstrate Sierra’s AI agent platform for enterprise customers, develop technical solutions, answer technical questions, and support the sales process. Collaborate with Sales, Product, and Agent Engineering teams to improve customer-driven solutions. Build executive and technical relationships, translate business problems into product solutions, and communicate effectively with technical and non-technical audiences in Spanish and English.

Develop customer-specific value frameworks, ROI models, and investment cases for complex enterprise sales cycles. Partner with sales teams, customers, finance, operations, and executives to quantify business impact, including cost reduction, revenue growth, and customer loyalty. Build repeatable industry-specific business cases and establish the company’s business value methodology from the ground up while remaining hands-on with financial modeling and analysis.