VP of Enterprise Sales - Plum POS

Company Overview

Join Plum POS, a rapidly growing and innovative restaurant technology company transforming the way restaurants run their businesses. Founded in 2020, Plum POS offers a powerful, all-in-one platform that helps restaurants take orders, process payments, customize menus, create pricing events, manage delivery, and more all from a single, seamless system.

At Plum POS, we believe in setting our team up for success. We provide clear career paths, supportive and transparent leadership, and a collaborative environment where your ideas are valued. We thrive on building strong relationships with our customers and our employees and were looking for driven, curious, and customer-focused professionals who share our passion for helping restaurants succeed.

Major Responsibilities and Essential Functions

• Set aggressive revenue targets while collaborating with marketing and executive teams on joint sales and marketing strategies and initiatives.
• Demonstrate in-depth knowledge of enterprise SaaS sales processes, including pipeline generation, management, and forecasting.
• Build and sustain executive-level relationships with C-suite and senior decision-makers, positioning yourself as a trusted advisor in the buying process.
• Drive competitive positioning by differentiating our solution against alternatives and securing stakeholder alignment at all levels.
• Deliver tailored proposals, ROI analyses, and persuasive pitch decks that connect platform insights and industry trends to client business challenges.
• Own the full sales cycle from discovery through close, advancing opportunities with urgency, rigor, and executive presence.
• Actively contribute to organizational best practices for enterprise deal execution and strategy.
• Leverage data, insights, and executive relationships to expand influence across business units and geographies within target accounts.
• Proactively identify and pursue new business opportunities, mapping key stakeholders and decision-makers within target accounts.

Required Education, Skills, and Experience

• Bachelors degree required
• 5 years of experience in technology sales (SaaS and market research sales preferred)
• Proven track record of excellence with year-over-year quota attainment
• Strong business and financial acumen with the ability to evaluate deal alternatives
• Demonstrated success leveraging the channel to build and close deals across all organizational levels, from developer to C-suite
• Strong ability to influence, particularly in negotiating and closing business deals
• Ability to identify and prioritize risks that transactions may pose to various aspects of the business
• Understanding of market and competitive environment, including deal activity and potential opportunities
• Experience in strategic thinking, innovation, mentoring, and collaboration
• Willingness to travel up to 75%

Disclaimer: Plum is an Equal Opportunity Employer and participates in the E-Verify program to confirm employment eligibility of all newly hired employees.