Vice President of Sales

Summary

Join PeopleGrove as the Executive Vice President of Sales and lead our enterprise sales organization through a critical growth and integration phase. This high-impact role requires a strategic and performance-driven sales leader with extensive B2B SaaS and higher education experience. Reporting to the CEO, you will oversee the strategic direction, operational excellence, and performance of the entire sales operations organization. You will manage a national team and be responsible for all bookings revenue across all product lines. Success demands advanced strategic thinking, exceptional leadership, data-driven decision-making, and deep fluency in complex enterprise software sales and M&A integration. This position offers a chance to significantly impact the company's growth trajectory and shape the future of sales operations.

Requirements

• 10+ years of progressive sales leadership experience within higher education and B2B SaaS environments
• Proven track record of building, scaling, and managing high-performing sales teams through growth, transformation, and integration
• Progressive sales leadership expertise in enterprise sales methodologies, key account management, and solution selling across diverse stakeholder groups
• Proficiency in sales enablement platforms such as Salesforce, SalesLoft, 6Sense, Gong, and related tools
• Advanced forecasting, pipeline management, and executive reporting capabilities
• Deep domain knowledge of the education technology landscape and higher ed procurement cycles, with established relationships across multiple institutional departments
• Strong executive presence, excellent communication skills, and the ability to influence both internally and externally
• Highly competitive, entrepreneurial, and driven to succeed in a dynamic, fast-paced, results-oriented environment

Responsibilities

• Build, scale, and mentor a high-performance sales organization, balancing “hunter” and “farmer” mindsets to drive both new logo acquisition and account expansion
• Represent and manage all bookings revenue for the company across every product line—current and future as acquisitions are anticipated. Today, this position represents legacy CORE, PeopleGrove, SOC, and PathwayU sales teams
• Establish a unified sales culture and performance framework that scales across a growing and diversified portfolio
• Collaborate cross-functionally with executive leadership to ensure sales strategy is aligned with long-term corporate goals and product innovation
• Oversee the revenue operations function, managing the full sales tech stack (CRM, automation, quoting, billing systems) to optimize visibility, forecast accuracy, and speed-to-close velocity
• Drive a culture of rigor, predictability, and performance through data-driven reporting and proactive pipeline management
• Develop and execute go-to-market strategies and territory account plans that maximize growth across new and existing markets
• Provide key internal and external context to optimize pricing strategies, product priorities, and product packaging
• Partner closely with Marketing and Customer Success teams to align on demand generation, pipeline acceleration, and customer lifecycle expansion
• Lead the sales development function to build a robust, sustainable top-of-funnel pipeline
• Oversee coordinated outbound and inbound prospecting initiatives across higher education institutions and key decision-making personas
• Design and implement account growth initiatives that deepen institutional relationships and expand adoption across the PeopleGrove portfolio
• Lead key account planning efforts in collaboration with Customer Success and Product teams, ensuring account strategies are informed, targeted, and measurable
• Foster entrepreneurial approaches to cross-product strategy by identifying, testing, and scaling innovative go-to-market motions that span multiple solution lines
• Use data insights, segmentation, and behavioral patterns to drive targeted expansion that aligns with client goals and institutional priorities
• Own and continuously improve the full sales cycle—from lead generation to contract close—ensuring operational consistency and repeatable success through documented playbooks, scripts, and onboarding materials
• Serve as a visible, senior-level sales leader by participating directly in key client meetings (virtual and onsite) and helping accelerate deal velocity with executive presence
• Act as an additional point of executive support for key accounts, fostering trust, influence, and strategic alignment with institutional stakeholders
• Provide thought leadership externally through authored white papers, industry webinars, and public speaking engagements, elevating PeopleGrove’s presence as a category leader
• Create a culture of performance, accountability, and continuous improvement through robust KPI tracking, hands-on coaching, and goal alignment
• Lead from the front with a player-coach mentality and a passion for growth, execution, and market impact

Benefits

• Healthcare and wellness coverage
• Paid time off and holidays
• Ongoing professional development and career growth opportunities
• Company-provided sales technology and resources