Senior Enterprise Sales, Account Executive

About The Role

Loop is redefining how enterprise restaurant brands operate through AI. Our customers aren’t buying another piece of software—they’re fundamentally changing how critical operational, financial and marketing workflows run across hundreds or thousands of locations.

We’re looking for an exceptional enterprise seller who wants to build something meaningful. As a Senior Enterprise Sales, Account Executive, you will own strategic relationships with some of the largest restaurant organisations in North America, partnering directly with C‑suite executives and senior leaders across Operations, Finance, Technology and Marketing. You will lead complex commercial engagements from first conversation through executive alignment, procurement, negotiation and long‑term account growth.

• Own the complete enterprise sales lifecycle across strategic accounts—from initial engagement through commercial negotiation, procurement, legal review, executive alignment and close.
• Develop and execute a territory strategy focused on winning large enterprise restaurant brands while expanding long‑term strategic partnerships across existing customers.
• Build executive relationships with CEOs, CFOs, COOs, CIOs, CMOs and other senior stakeholders, becoming a trusted commercial advisor rather than a software vendor.
• Lead highly consultative discovery to understand customer strategy, operational challenges and commercial priorities before positioning solutions.
• Develop compelling business cases demonstrating measurable financial outcomes, operational improvements and return on investment.
• Navigate complex buying committees involving executive sponsors, finance, procurement, legal, information security and technical stakeholders.
• Generate enterprise pipeline through strategic outbound prospecting, executive networking, referrals, industry events and account‑based selling.
• Partner closely with Product, Engineering, Customer Success and Marketing to ensure customer insight influences product strategy and go‑to‑market execution.
• Own accurate forecasting, territory planning and pipeline management through Salesforce, maintaining exceptional forecast discipline.
• Represent Loop at executive meetings, customer events and industry conferences, strengthening our reputation within the restaurant technology ecosystem.
• Help build the enterprise sales function by contributing to sales methodology, commercial playbooks, competitive positioning and best practices as the organisation grows.

• Have 8‑15 years of enterprise B2B SaaS sales experience with a consistent track record of exceeding quota.
• Have successfully closed complex six‑figure enterprise software agreements.
• Have experience selling to C‑suite executives within large enterprise organisations.
• Understand how to navigate long enterprise sales cycles involving multiple stakeholders, executive sponsors, procurement, legal and technical teams.
• Build pipeline independently through strategic prospecting, relationships and executive networking rather than relying solely on inbound demand.
• Think commercially before thinking tactically, understanding customer business models, operational challenges and financial drivers.
• Can confidently communicate with executive stakeholders across finance, operations and technology functions.
• Have exceptional negotiation skills and commercial judgement.
• Thrive in fast‑moving, high‑growth environments where process is built alongside execution.
• Operate with a founder mentality, taking ownership beyond your territory and helping improve how the business sells.

• Experience selling enterprise software into restaurant, hospitality, retail or other multi‑location businesses.
• Experience selling AI, workflow automation, analytics or operational technology platforms.
• Previous experience as an early enterprise sales hire at a high‑growth venture‑backed company.
• A proven history of consistently achieving President’s Club or equivalent top‑performer recognition.
• Experience building enterprise sales playbooks, account strategies or commercial processes within scaling organisations.
• Familiarity with enterprise sales methodologies such as MEDDPICC, Challenger, Force Management or Command of the Message.
• Experience managing complex commercial negotiations involving legal, procurement and executive leadership.
• You have previously succeeded within highly selective organisations, whether in enterprise software, strategy consulting, investment banking, private equity, big technology or similarly high‑performance environments.

Competitive uncapped commission structure with expected On‑Target Earnings of approximately $300,000 - $400,000
, together with a competitive equity package.