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Specialist Seller - Enterprise Select AI Products

Samsara Inc.
Remote - Chicago, IL
RemoteUSD 350,000 / year

About this role

About the Role Samsara is seeking a high-impact, strategic seller to lead the go-to-market execution for AI Products. As an Enterprise Specialist (Overlay), you will partner with Account Executives to build deep partnerships with our largest, most complex accounts, ensuring customers realize continuous value from AI-driven automation. What You'll Do

  • Architect deals that align Samsara’s AI Products value with customer use cases to provide maximum value and ROI
  • Co-develop new product pipeline with ADRs/AEs across high-potential “AI-ready” accounts
  • Drive high-touch pilot strategy and success metrics for early adoption
  • Partner with GTM and Product to feed back insights and help shape roadmap
  • Build frameworks, assets and insights that scale across the sales org What We're Looking For
  • 5+ years in complex, full-cycle Enterprise sales
  • 2+ years of direct experience selling in AI-based commercial models (e.g., Snowflake, AWS, Twilio, or AI-native platforms)
  • Proven Track Record: Consistent quota over-achievement in complex accounts with $500k+ ARR transactions
  • Deal Complexity: Demonstrated success navigating 6- and 7-figure deals involving multiple stakeholders (Legal, Procurement, InfoSec, and C-Suite)
  • Entrepreneurial Agility: Experience selling "Version 1.0" products where the playbook is still being written
  • An ideal candidate also has:
  • Experience working in a specialist/overlay co-selling with a mainline AE team
  • 4+ years direct experience selling AI-based commercial models with a deep understanding of forecasting and expansion mechanics
  • Strong grasp of AI/ML concepts and how AI Products differ from standard automation Compensation & Benefits
  • Annual OTE Salary: USD 350,000
  • Total Rewards: above-market total compensation with base salary, performance-based bonus/variable pay, and equity (for eligible roles)
  • Flexible remote model, professional development stipend, comprehensive health and parental leave plans, and more

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