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Outset is hiring its founding Customer Experience (CX) Solutions Account Executive—the first sales hire for the company's new CX offering. Outset has invented AI-powered user interviews, enabling global brands like HubSpot, Microsoft, Uber, and Nestle to conduct qualitative research at unprecedented speed and scale. The company raised a $30M Series B in December 2025 and is experiencing 8x business growth as enterprises adopt AI-moderated research as the new standard.
In this founding role, you will own the complete sales cycle for CX solutions: discovery, demo, pilot, and conversion. You'll lead discovery conversations with CX leaders and technical stakeholders to uncover program goals, pain points, current tech stack (Medallia, Qualtrics, CRM, support, data platforms), and buying processes. You'll build and deliver tailored demos that map Outset's CX offering to each prospect's use cases, continuously refining narratives and demo environments. You'll scope pilots with clear success criteria and timelines, stand up integrations (APIs, MCP, data connections), and drive pilots to close. You'll convert successful pilots into paid contracts by building business cases, tying results to outcomes, and navigating procurement and security reviews.
When partnering with another Account Executive, you'll serve as the solution lead, co-owning deal strategy and the technical path to close. When working solo, you'll run the full cycle as both AE and Solutions Consultant, owning pipeline, forecasting, commercial negotiation, and close. You'll hand off cleanly to Customer Success and remain involved through onboarding and early value realization.
You'll be the voice of the CX customer inside Product, bringing structured, prioritized feedback from discovery, demos, and pilots to shape the short-term roadmap. You'll work hands-on with Product and Engineering to validate and deliver near-term roadmap items with pilot customers and design partners. You'll translate the roadmap into a compelling medium- and long-term vision that clients can buy into while keeping commitments credible. You'll spot patterns across deals (integration gaps, feature requests, competitive objections) and feed them into product and positioning.
As the founding hire, you'll create the CX sales playbook: discovery guides, demo scripts, pilot templates, business case models, and integration reference architectures. You'll define processes and metrics for CX sales and help shape future hiring.
REQUIREMENTS:
- 6+ years of hands-on enterprise software sales experience (SDR, AE, solutions consulting, sales engineering)
- 2+ years working specifically with customer experience solutions
- Track record in customer-facing pre-sales roles, owning discovery, demos, and pilots/POCs that converted to revenue
- Track record closing deals end-to-end, including pipeline management, business case, commercial negotiation, and close
- Experience partnering closely with Product teams, turning customer input into roadmap priorities and selling credible product vision
- Working familiarity with Medallia and/or Qualtrics, including deployment, configuration, and system connections
- Demonstrated experience building and supporting data integrations: REST APIs, webhooks, authentication methods (OAuth, API keys), data mapping
- Experience with or strong working knowledge of Model Context Protocol (MCP) and how it connects AI tools to external systems
- Clear written and verbal communication; ability to explain technical concepts in terms of business value to technical and executive audiences
- Founder's mindset: comfortable being first in a role and creating structure where none exists
BONUS:
- Integration experience with CRM platforms (Salesforce, HubSpot), Customer Success platforms (Gainsight, Totango, ChurnZero), Customer Support platforms (Zendesk, Intercom, Salesforce Service Cloud), or data lakes/warehouses (Snowflake, Databricks, BigQuery)
- Quota-carrying experience in combined AE and SC (technical seller) role
- Experience as founding or first sales hire for new product line or early-stage company
- Familiarity with CX program concepts: voice of the customer (VoC), NPS/CSAT/CES, journey analytics, closed-loop feedback
- Scripting or light development skills (Python, JavaScript, SQL) for building prototypes and demo tooling
- Experience with ETL/reverse-ETL tools or iPaaS platforms (Fivetran, Census, Workato, MuleSoft)
- Background with AI-powered or research products