Vice President – Enterprise Sales

atToastRemoteUS flagAlabamaFull-timeVice PresidentLead$252k – $403k/year

Posted Jul 28

This is a fully remote position, open to applicants in Alabama.

📋 Description

• Establish trusted and collaborative relationships with global enterprise executives, supported by a disciplined and repeatable sales process.

• Lead the go-to-market strategy for Toast's latest hardware and software offerings, positioning our platform as the preferred partner for high-volume, multi-unit brands.

• Review and enhance current sales cycles to boost velocity, promoting measurable operational efficiency and consistency across all enterprise segments.

• Implement and scale predictive, machine-learning-driven forecasting tools to replace manual projections with data-validated insights.

• Partner with Product and Engineering leadership to convert complex, enterprise-level partner requirements into a scalable and repeatable product roadmap.

• Represent Toast in the enterprise sector, participating in key industry forums and fostering strategic partnerships to reinforce our market leadership.


⛳️ Requirements

• Proven success in leading high-performing enterprise GTM organizations capable of securing complex, large-scale annual contract value agreements ($100M+ ACV) with well-known brands.

• Demonstrated ability to evolve an organization's go-to-market strategy—transitioning from transactional, relationship-driven initiatives to structured, enterprise-level execution while maintaining operational momentum.

• Extensive knowledge of modern sales technology stacks, with a clear vision for utilizing machine learning and data analytics in revenue operations and pipeline forecasting.

• Advanced proficiency in enterprise sales frameworks (e.g., MEDDPICC, Sandler) and a successful history of applying them to minimize friction in complex sales cycles.

• Outstanding capability to collaborate with Product and R&D teams to translate specific technical requirements into platform features that consistently secure deals.

• Ability to excel in a fast-paced environment, balancing a long-term strategic vision with the agile execution necessary to seize a rapidly changing market.


🏝️ Benefits

• Competitive compensation and benefits packages

• Health insurance

• 401(k) matching

• Flexible work hours

• Paid time off

• Opportunities for professional development

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