Senior Manager, Enterprise Sales

GRUBBRR•Boca Raton, FL

6d•Remote

About The Position

GRUBBRR is a leading provider of self-ordering kiosks, digital ordering, customer engagement, and AI-powered commerce solutions serving restaurants, hospitality, convenience retail, entertainment venues, and other high-volume customer environments. Our platform helps brands increase revenue, improve labor efficiency, enhance the guest experience, and accelerate digital transformation. As we continue our rapid growth, we are investing in expanding our enterprise sales organization and deepening relationships with some of the most recognized brands in North America. This is a pure enterprise hunting role. GRUBBRR is seeking a highly motivated, strategic, and results-driven sales professional to identify, develop, and close new enterprise opportunities within large restaurant, hospitality, convenience retail, and entertainment organizations. We are looking for someone who thrives on opening doors, creating opportunities where none previously existed, building executive relationships, and winning transformational business. The ideal candidate is energized by pursuing new logos, navigating complex organizations, and leading multi-stakeholder sales cycles from initial outreach through enterprise deployment. This is not an account management role. Success will be measured by new logo acquisition, enterprise pipeline creation, strategic account penetration, and revenue growth. At the same time, we're looking for a hunter who believes that great enterprise sales is about building lifetime customer relationships. The best candidates understand that enterprise sales is not about closing deals and moving on—it's about becoming a trusted advisor, creating customer advocates, and building partnerships that drive value for years to come. Reporting directly to the SVP of Sales, this individual will play a critical role in expanding GRUBBRR's presence among some of the largest and most recognizable brands in our target markets. The Senior Manager, Strategic Enterprise Sales will own the complete enterprise sales cycle, from prospecting and opportunity creation through contract execution and rollout planning. This individual will engage Operations, IT, Digital, Marketing, Finance, Procurement, Franchise Leadership, and C-level executives to understand business challenges, develop compelling business cases, and position GRUBBRR as a strategic technology partner. The ideal candidate combines executive presence, strategic thinking, disciplined sales execution, and a relentless drive to win.

Requirements

7+ years of quota-carrying enterprise sales experience with a demonstrated history of exceeding targets.
Proven success acquiring new enterprise customers through complex, multi-stakeholder sales cycles.
Experience selling SaaS, POS, payments, digital ordering, kiosk technology, hospitality technology, retail technology, customer engagement platforms, or related solutions.
Experience selling into organizations with 100+ locations and multiple decision-making stakeholders.
Strong executive presence with the ability to engage credibly with C-level leaders.
Exceptional presentation, storytelling, negotiation, and relationship-building skills.
Demonstrated ability to build pipeline, create opportunities, and drive new logo acquisition.
Experience developing ROI-driven business cases and executive presentations.
Strong forecasting, pipeline management, and CRM discipline.
Willingness to travel up to 40% including regular travel to GRUBBRR's HQ in Boca Raton, Florida.

Nice To Haves

Experience selling into multi-unit restaurant brands, hospitality organizations, entertainment venues, convenience retailers, or franchise systems.
Existing relationships with restaurant operators, hospitality executives, franchise groups, technology leaders, consultants, or strategic decision-makers.
Experience leading pilot programs that expand into regional or enterprise-wide deployments.
Formal sales methodology training including MEDDICC, Challenger, Command of the Message, SPIN, or similar frameworks.
Experience with Salesforce, HubSpot, or similar CRM platforms.

Responsibilities

Identify, prospect, and develop enterprise opportunities within restaurant, hospitality, entertainment, and convenience retail organizations.
Build and execute strategic account plans focused on acquiring new enterprise customers.
Develop executive-level relationships across target organizations.
Create and maintain a robust pipeline of qualified opportunities capable of consistently exceeding revenue objectives.
Represent GRUBBRR at industry events, conferences, trade shows, and executive customer meetings.
Lead complex sales cycles involving multiple stakeholders across Operations, IT, Marketing, Digital, Finance, Procurement, and Executive Leadership.
Develop compelling ROI analyses, business cases, pilot strategies, and executive presentations.
Navigate legal, procurement, security, technical validation, and contracting processes.
Build and manage close plans, mutual action plans, and executive alignment strategies.
Effectively communicate GRUBBRR's value proposition to both business and technical audiences.
Develop account strategies that create a path from pilot programs to regional and enterprise-wide deployments.
Establish trusted advisor relationships with senior decision-makers and executive sponsors.
Develop a deep understanding of customer business objectives, operational challenges, and growth initiatives.
Position GRUBBRR solutions as strategic investments that improve guest experience, drive revenue growth, increase operational efficiency, and support digital transformation initiatives.
Build relationships that extend beyond individual opportunities and create long-term strategic partnerships.
Serve as a trusted advisor before, during, and after the sales process.
Build credibility and trust through transparency, responsiveness, and a commitment to delivering customer outcomes.
Maintain executive relationships beyond contract signature to help support successful adoption, expansion opportunities, and long-term customer satisfaction.
Develop relationships that lead to customer references, referrals, case studies, and future growth opportunities.
View every customer engagement as the beginning of a long-term partnership rather than the conclusion of a sales process.