Senior Manager

Summary

Join Toast as a Senior Manager, Business Operations to lead and scale operational support for the rapidly expanding Mid-Market and Enterprise segments. This high-impact role requires strong strategic thinking, execution, and cross-functional collaboration. You will own and drive the Deal Desk process, ensuring high-quality execution and operational excellence across the sales lifecycle. Lead a growing team supporting complex deals, partnering with stakeholders across various departments. Design and optimize systems, processes, and policies to empower the sales motion. Solve ambiguous problems, communicate clearly, and influence stakeholders to remove friction from the sales cycle. This role offers the opportunity to shape operational strategy, forecast, and communicate key performance indicators to senior stakeholders.

Requirements

• 10+ years of relevant experience in business operations or revenue operations, and deal desk, with at least 3 years in people management
• Strong experience supporting Enterprise or complex B2B sales cycles, ideally in SaaS, FinTech, or other high-growth environments
• Exceptional problem-solving and critical thinking skills with the ability to thrive in ambiguity and resolve issues that span systems, teams, and functions
• Excellent written and verbal communication skills with a proven ability to distill complexity and drive alignment across diverse stakeholders
• Proven track record of strong cross-functional partnership and the ability to influence at all levels of the organization, including executive leadership
• Demonstrated success in building scalable processes, driving operational efficiency, and leveraging data for decision-making
• Experience hiring, leading, and developing high-performing teams with a focus on coaching and strategic impact

Responsibilities

• Own and lead the Deal Desk function for Mid-Market and Enterprise segments, ensuring consistent, scalable support for complex, high-value deals from structuring through execution
• Partner closely with Sales and other stakeholders to advise on optimal deal structures based on scalability, operational feasibility, and historical precedent, ensuring alignment with business goals and cross-functional requirements
• Own and Lead the Mid-market/Enterprise Business Operations function, managing a team who support pre- and post-sale deal execution for large restaurant groups and franchises. Ensure all work is delivered accurately and on time, in alignment with established service level agreements (SLAs)
• Serve as the primary point of escalation for operational challenges tied to high-value and complex Enterprise deals, applying critical thinking and problem-solving skills to drive resolution quickly and efficiently
• Build and nurture strong cross-functional partnerships across Sales, Legal, Finance, Product, and Services to align on goals, streamline operations, and accelerate deal velocity
• Define and drive operational strategy to support Enterprise growth, identifying and implementing scalable processes, tooling improvements, and policies that enhance efficiency and customer satisfaction
• Own operational forecasting, and key performance indicators (KPIs); communicate insights clearly to senior stakeholders to influence strategic decisions
• Champion cross-functional collaboration and change management, influencing without authority to build consensus and drive initiatives forward
• Lead, coach, and develop a high-performing team, instilling a culture of accountability, continuous improvement, and strong communication

Preferred Qualifications

Highly proficient in Salesforce and Excel; familiarity with CPQ, CLM tools (Ironclad), and BI platforms (e.g., Looker, Tableau) is a plus

Benefits

• Competitive compensation and benefits programs
• Cash compensation (overtime, bonus/commissions, if eligible)
• Benefits
• Equity (if eligible)
• Hybrid work model