Senior Enterprise Sales, Account Executive

Senior Enterprise Sales, Account Executive

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'll own strategic relationships with some of the largest restaurant organizations in North America, partnering directly with C-suite executives and senior leaders across Operations, Finance, Technology and Marketing. You'll lead complex commercial engagements from first conversation through executive alignment, procurement, negotiation and long-term account growth.

This is a senior enterprise sales role. You'll help define how Loop wins enterprise customers, shape our commercial playbook, influence product direction through customer insight, and play a key role in building the enterprise sales organization as we scale.

The people who succeed here don't wait for opportunities—they create them. They thrive in complex sales environments, build trusted executive relationships, challenge customer thinking, and are motivated by helping customers solve meaningful business problems. If you're looking to build a category-defining AI company rather than simply carry a quota, we'd love to speak with you.

Responsibilities

• 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 organization grows.

Eligibility / Fit

You are most likely a strong candidate for this role if you:

• 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 organizations.
• 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.

Preferred Spikes

Having one or more of the following makes you a preferred candidate, in addition to the above:

• 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 organizations.
• 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 organizations, whether in enterprise software, strategy consulting, investment banking, private equity, big technology or similarly high-performance environments.

$150,000 - $200,000 a year competitive uncapped commission structure with expected On-Target Earnings of approximately $300,000 - $400,000, together with a competitive equity package.

Hiring Process & AI Disclosure

At Loop AI, we may use AI tools to support parts of the hiring process - reviewing applications, analyzing responses, supporting interview workflows. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are always made by people. Questions about how your data is processed? Reach out directly.

Accessibility & Reasonable Accommodations Loop AI is committed to providing an accessible and inclusive hiring process. If you require a reasonable accommodation at any stage of the recruitment process, please let us know and we'll work with you to provide appropriate support.