Senior Account Executive
Location: NYC
Employment Type: Full-time
ABOUT US:
We're building an AI-native supply chain operating system for restaurant chains. We automate planning, inventory management, and spend optimization — driving higher sales, lower COGS, and saving operators meaningful time every week. Sightline OS was co-founded by Yusha Hu, who previously led supply chain and procurement teams at Chipotle, sweetgreen, and HelloFresh.
THE ROLE:
As a Senior Account Executive, you'll be a driving force behind our growth, taking us from a highly engaged early customer base to become the category-defining platform in the market. You’ll work side-by-side with our CEO — running the full deal cycle from prospecting to close and navigating organizational stakeholders. Our CEO will stay committed to driving founder-led sales, but this is not a hand-it-off role. You'll own your number and you'll own the process.
KEY RESPONSIBILITIES:
Full-Cycle Mid-Market Sales: You'll source, qualify, run discovery, deliver demos, build business cases, navigate procurement, close, and expand accounts.
Founder-Led Motion: Work hand-in-hand with our CEO. You'll learn to articulate our value prop with depth and credibility, and be able to run deals independently as you ramp.
MEDDPICC Discipline: Apply structured deal qualification rigorously. You'll know exactly where every deal stands, what the path to close looks like, and what's needed to accelerate.
Outbound & Prospecting: You'll build and work a target account list, use signal-based outreach, and partner closely with marketing on ABM campaigns to get in front of the right key stakeholders at restaurant chains.
Playbook Building: You'll document what works — discovery frameworks, objection handling, competitive positioning, business case templates — and be a key contributor to the sales infrastructure we build.
Voice of the Customer: You'll bring back what you hear in the field — objections, pain points, competitive intel — and directly shape our marketing, product roadmap, and messaging.
REQUIREMENTS:
At least 2 years of Mid-Market restaurant sales experience. You know what a complex deal looks like and you know how to move it.
Comfortable owning the full cycle. You've sourced your own pipeline, not just worked inbound. You're a hunter.
Structured and rigorous. You use MEDDPICC or an equivalent framework, keep your CRM clean, and can give an accurate forecast. You believe process creates freedom.
Entrepreneurial mindset. You're not just running a playbook — you're building one. You care about whether the company wins, not just whether your quota is hit.
Clear, compelling communicator. You can distill a complex ROI story into a crisp business case for a CFO and adjust your pitch for a VP of Supply Chain in the same meeting.
Willing to travel to conferences, customer sites, and other events.
NICE TO HAVE:
Background in supply chain, procurement, or operations software
Prior experience as an early account executive at a Series A/B startup
WHAT WE OFFER:
Founding team member equity package
Market rate OTE with un-capped upside
The opportunity to build and own the sales function at a high-growth startup, working directly with the CEO
Be at the forefront of agentic AI solving meaningful, real-world operational problems