Specialist Seller - Enterprise Select AI Products

Samsara • Chicago, IL

4d • Remote

About The Position

Samsara is seeking a high-impact, strategic seller to lead the go-to-market execution for our newest frontier: AI Products. As an Enterprise Specialist (Overlay), you will partner with our Account Executives (AEs) to build deep partnerships with our largest, most complex accounts. You aren't just selling a tool; you are pioneering GTM, ensuring our customers realize continuous value from AI-driven automation. This specialist team reports into a Sales Director (SD) and consists of specialist sellers aligned by segment and product. AEs on the team are charged with accelerating the growth of a new product and will be incentivized on quarterly product sales targets mapped to 1 or more regional directors for mainline sellers in the segment. Product Specialist sellers drive growth through strategic, high-value deal executing and enabling the segment overall to be successful. This is a remote position open to candidates residing in the United States.

Requirements

• 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.

Nice To Haves

• 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.

Responsibilities

• Architect deals that align Samsara’s AI Products value with customer use cases to provide maximum value and return on investment
• 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 This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed