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Account Executive

Riley AI

Account Executive

Riley is the enterprise intelligence engine that tells companies what to do next. Our Customer Data Orchestration System (CDOS) unifies every customer signal—product usage, support conversations, research insights, revenue data, competitive intelligence, and more—into a clean, context-rich layer. On top of CDOS, Riley's Adaptive Intelligence Engine analyzes patterns, surfaces risks and opportunities, and recommends the highest-impact actions to drive growth and retention. Instead of dashboards, teams get decisions: what to build, where revenue is leaking, and what's changing in their market. We work with mid-market and enterprise companies that want to turn their data into action, not noise.

Be part of a small and tight knit team that thinks in first principles and loves to build and learn quickly while having fun! Benefits include: competitive salary, healthcare coverage, real equity ownership, and a wellness budget you'll actually use - from marathon shoes and cold plunges to massages, matcha subscriptions, mechanical keyboards, or whatever keeps you feeling like your best self.

What You'll Do at Riley

  • Build and manage the full sales cycle for accounts, from self lead generation and qualification through negotiation, closing, and renewal
  • Use effective discovery and value-based selling strategies to establish strong relationships with key decision-makers at new and existing mid-market and enterprise customers (500-5000+ employees)
  • Engage with executives to understand their business challenges, securing sponsorship for company-wide adoption of Riley's solutions while aligning with their long-term strategy
  • Develop strategic account plans based on thorough analysis, identifying key priorities and expansion opportunities through multi-threaded executive engagement
  • Proactively manage a portfolio of accounts, segmenting customers effectively and implementing strategies to minimize churn
  • Collaborate closely with cross-functional teams to position Riley effectively, accelerate deal cycles, and drive customer success
  • Leverage in-person meetings and networking opportunities to deepen executive relationships and expand Riley's footprint

About You

  • Proven experience in enterprise SaaS sales, closing multi-year deals
  • A track record of meeting or exceeding pipeline generation targets for new business
  • Proven success in driving multi-department adoption and scaling solutions enterprise-wide
  • Expertise in managing complex sales cycles (3+ months) and navigating multiple stakeholders
  • A structured sales methodology that delivers clear value to customers

Bonus Points for:

  • A track record of thriving in fast-paced, evolving environments.
  • Experience selling to technical audiences (e.g., Product, Engineering, Design teams) at a strategic level.
Vacancy posted 1 day ago
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