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Lead end-to-end technical pre-sales for Sierra's AI platform: scope use cases, design and demo solutions, run technical/architecture reviews, and act as trusted technical advisor across the enterprise sales cycle while partnering with Sales, Product, and Engineering.

Own the end-to-end technical pre-sales process: scope customer use cases, design and demo Sierra's platform, lead technical and architecture reviews, and act as trusted technical expert throughout the enterprise sales cycle. Work cross-functionally with Sales, Product, and Agent Engineering to drive GTM and improve Agents. Lead early customer conversations, anticipate needs, and translate business problems into technical solutions.

Drive outbound prospecting and build relationships with commercial and enterprise customers to generate pipeline and revenue. Lead negotiations and close complex deals, collaborate with legal, finance, product, and GTM teams, develop and execute sales strategies, help define the company sales motion, and conduct market analysis to identify new opportunities.

Run and optimize Product & Engineering operational cadence: planning cycles, roadmaps, sprint planning, initiative tracking, cross-functional coordination, OKR and prioritization frameworks, analytics-driven process improvements, and build internationalization operations playbook to scale global launches.

Lead Product & Engineering operations: run planning cadence, optimize processes, build roadmaps and operational artifacts, coordinate cross-functional initiatives, implement goal-setting frameworks, analyze data to remove friction, and scale outbound operations with Legal.

The Enterprise Account Executive will focus on prospecting, managing customer relationships, closing complex deals and developing sales strategies while collaborating with cross-functional teams.

Lead end-to-end technical pre-sales for enterprise financial services clients: scope use cases, demonstrate and architect Sierra's AI platform, drive technical reviews, collaborate with Sales/Product/Engineering, and support GTM to win and onboard customers.

Lead enterprise sales: prospect, build relationships with key decision-makers, negotiate and close complex 6- and 7-figure deals, develop sales strategy, collaborate cross-functionally, and use AI tools to automate tasks and enhance selling effectiveness.

Lead Sierra's largest, multi-BU and multi-geo enterprise deals by designing deal structures, building C-suite relationships, engaging founders, shaping account strategy, and using AI tools across the sales cycle to automate low-value tasks and focus on high-value customer relationships.

Partner with sales to create pricing proposals and ROI case studies, negotiate complex customer partnerships, and collaborate with product, marketing, and operations to define pricing and packaging strategy and GTM operations using data-driven decision-making.