VP of Sales

About the Role

As VP of Sales, you will build and scale the commercial engine that takes Loop from a high-growth startup into the defining AI platform for operators across restaurants and beyond.

Reporting directly to the Chief Revenue Officer, you will own the execution of our sales strategy, build a world-class sales organization and create the operating cadence that consistently delivers predictable revenue growth.

This is not a role for someone who simply inherits a mature sales machine.

We're looking for a builder.

You'll refine our sales methodology, improve forecasting accuracy, recruit exceptional talent, coach frontline leaders and create a culture where high performance becomes the standard. You'll spend time with customers, in deals, on calls and alongside your team-not behind dashboards.

You'll personally help close strategic opportunities, recruit outstanding sales talent, develop future sales leaders and build the systems that allow Loop to scale from today's business into one serving tens of thousands of customers across multiple industries.

You'll lead Account Executives across multiple customer segments while helping shape future Sales Development and Sales Leadership as the company grows.

Working closely with the CRO, CEO and leadership team, you'll become one of the key leaders responsible for turning ambitious growth plans into predictable commercial execution.

Responsibilities

• Build, lead and scale Loop's sales organization across Account Executives, Sales Development and future sales leadership.
• Deliver predictable revenue growth through disciplined pipeline management, forecasting and execution.
• Build repeatable sales motions across SMB, Mid-Market and Enterprise customer segments.
• Recruit, hire, onboard and develop exceptional sales talent while continuously raising the performance bar.
• Coach sales managers and Account Executives through complex sales cycles, negotiations and customer engagements.
• Personally participate in strategic customer meetings and help close the company's highest-value opportunities.
• Build a culture of accountability, urgency, coaching and commercial excellence.
• Own sales forecasting, pipeline health and revenue visibility, providing leadership with accurate forecasts and operational insight.
• Develop scalable sales playbooks, qualification frameworks, deal inspection processes and operating rhythms that improve win rates, shorten sales cycles and increase average contract value.
• Own territory planning, quota design, capacity planning and sales resource allocation.
• Operate AI-first by default. Leverage AI across account research, pipeline inspection, forecasting, proposal generation, CRM hygiene, coaching, call analysis and sales productivity.
• Partner closely with Marketing to improve lead quality, messaging, campaign effectiveness and pipeline generation.
• Partner with Customer Success to ensure outstanding customer onboarding, adoption, retention and expansion opportunities.
• Work alongside Product and Engineering to ensure customer feedback directly influences roadmap priorities and product development.
• Collaborate with Finance on forecasting, compensation planning, headcount planning and commercial performance metrics.
• Drive CRM excellence and sales discipline, ensuring Salesforce remains the trusted operating system for the commercial organization.
• Help shape pricing strategy, packaging, commercial policies and enterprise negotiation frameworks.
• Build leadership succession within the sales organization by developing future managers and senior commercial leaders.

Eligibility / Fit

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

• Have significant sales leadership experience within high-growth SaaS, AI or enterprise software companies.
• Have successfully built and scaled sales organizations rather than simply managing established teams.
• Have personally carried and exceeded quota earlier in your career and understand what great selling looks like firsthand.
• Have recruited exceptional Account Executives and built high-performing sales cultures.
• Understand how different customer segments require different sales motions, commercial strategies and operating rhythms.
• Are highly commercial and understand the financial drivers behind customer buying decisions, ROI and value creation.
• Build systems rather than relying on individual heroics. You create repeatable, scalable sales engines that consistently outperform.
• Think in metrics and operating discipline. Pipeline quality, conversion rates, deal velocity, forecast accuracy, sales cycle length, win rates and customer acquisition efficiency all matter.
• Are AI-native. You actively use AI to improve sales productivity, coaching, forecasting, account planning and operational excellence.
• Are comfortable coaching a new Account Executive one hour and negotiating with executive buyers the next.
• Demonstrate Loop's cultural defaults: radical ownership, customer obsession, speed, intellectual honesty and relentless execution.
• Thrive in ambiguity and genuinely enjoy building functions from the ground up.

Preferred Spikes

Having one or more of the following makes you a preferred candidate:

• Ideally 5+ years experience scaling a Series A, B or C SaaS company through significant commercial growth.
• Experience building sales organizations across SMB, Mid-Market and Enterprise segments.
• Experience selling AI, workflow automation, finance, operations or vertical SaaS software.
• Deep understanding of consultative and value-based selling methodologies such as MEDDPICC, Command of the Message, Challenger or similar.
• Experience hiring and developing multiple high-performing sales managers.
• Experience working directly alongside founders during periods of rapid company growth.
• Strong expertise with Salesforce, Gong, Clay, Outreach, HubSpot and modern AI-powered sales workflows.
• Experience leading organizations with significant outbound, inbound and partnership-generated pipeline.
• Strong commercial negotiation skills across multiple customer sizes and buying motions.

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.

$200,000 - $250,000 a year