About the Position

Specialist Seller, Enterprise Core (AI Products)

Remote - Chicago

About the Role

Samsara is seeking a high-impact, strategic seller to lead the go-to-market execution for our newest frontier: AI Products. As a Core Enterprise Specialist (Overlay), you will partner with our Account Executives (AEs) to build deep partnerships with our enterprise accounts. You aren't just selling a tool; you are pioneering GTM, ensuring our customers realize continuous value from AI-driven 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.

Requirements

Experience: 5+ years in complex, full-cycle sales.
Industry Experience: 2+ years of direct experience selling in AI-based commercial models (e.g., Snowflake, AWS, Twilio, or AI-native platforms).
Performance: Proven track record of consistent quota over-achievement in complex accounts with $200k+ ARR transactions.
Deal Complexity: Demonstrated success navigating 6-figure deals involving multiple stakeholders (Legal, Procurement, InfoSec, and C-Suite).
Agility: Experience selling "Version 1.0" products where the playbook is still being written.

Nice to Have

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.

We Offer

Compensation: Annual OTE Salary $222,400-$278,000 USD.
Total Rewards: Base salary, performance-based bonus/variable pay, equity (for eligible roles), and more.
Flexible Working: Embrace of a flexible working model that caters to the diverse needs of our teams.
Belonging at Samsara: We welcome everyone regardless of their background and are committed to equal opportunity in employment.

About the Company

Samsara's Mission

Improve the safety, efficiency, and sustainability of the operations that power the global economy.

At Samsara, we are helping improve the safety, efficiency, and sustainability of the physical operations that power our global economy. Representing more than 40% of global GDP, these industries are the infrastructure of our planet, including agriculture, construction, field services, transportation, and manufacturing - and we are excited to help digitally transform their operations at scale.

Working at Samsara means you’ll help define the future of physical operations and be on a team that’s shaping an exciting array of product solutions, including Video-Based Safety, Vehicle Telematics, Apps and Driver Workflows, and Equipment Monitoring. As part of a recently public company, you’ll have the autonomy and support to make an impact as we build for the long term.

Specialist Seller, Enterprise Core (AI Products)

Job description