Specialist Seller, Enterprise Core (AI Products)

Samsara•Chicago, IL
•Remote

About The Position

Samsara is seeking a high-impact, strategic seller to lead go-to-market execution for its AI Products. As a Core Enterprise Specialist in an overlay role, you will partner with Account Executives to build deep relationships with enterprise accounts and help customers realize continuous value from AI-driven automation. The role focuses on translating AI capabilities into meaningful operational outcomes and pioneering go-to-market approaches for new products. The specialist team reports to a Sales Director and includes sellers aligned by segment and product. Specialist sellers drive growth by executing strategic, high-value deals and enabling the broader segment to succeed. This is a remote position open to candidates residing in the United States.

Requirements

  • At least 5 years of experience in complex, full-cycle sales.
  • At least 2 years of direct experience selling AI-based commercial models, such as Snowflake, AWS, Twilio, or AI-native platforms.
  • Consistent quota overachievement in complex accounts involving transactions of $200,000 or more in ARR.
  • Demonstrated success navigating six-figure deals involving multiple stakeholders, including Legal, Procurement, InfoSec, and C-suite leaders.
  • Experience selling Version 1.0 products with an evolving sales playbook.
  • Ability to translate LLM and agentic capabilities into tangible safety and efficiency gains.
  • Ability to build trusted relationships with customers and collaborate with account teams in an overlay role.

Nice To Haves

  • Experience in a specialist or overlay role co-selling with a mainline Account Executive team.
  • At least 4 years of 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.

Responsibilities

  • Architect deals that align the value of Samsara’s AI Products with customer use cases to maximize value and return on investment.
  • Co-develop new product pipeline with ADRs and Account Executives across high-potential AI-ready accounts.
  • Drive high-touch pilot strategy and define success metrics for early adoption.
  • Partner with go-to-market and Product teams to share insights and help shape the roadmap.
  • Build frameworks, assets, and insights that can scale across the sales organization.
  • Lead through influence and contribute to the success of the broader account team.
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