Executive Vice President of Sales

About PeopleGrove

PeopleGrove is a leading provider of software solutions that empower colleges and universities

to support students from enrollment through alumni engagement. Our comprehensive platform

connects meaningful engagement, experiential education, and career readiness to ensure learners

thrive throughout their academic and professional journeys.

Trusted by 500+ higher education institutions, PeopleGrove delivers tools that foster deep

student support, scalable mentorship, real-world learning, and lifelong alumni relationships. By

integrating key components such as competency tracking, clinical education management, career

exploration, and employer engagement, our solutions enable institutions to drive outcomes that

matter—for students, educators, and the workforce.

At PeopleGrove, we are transforming the way learners connect to opportunity, and we’re proud

to partner with institutions committed to equity, access, and impact across the full student

lifecycle.

Position Overview

We are seeking an accomplished and highly motivated Executive Vice President of Sales to

lead our enterprise sales organization through a critical phase of growth and integration. This is a

high-impact, demanding executive role ideal for a strategic and performance-driven sales leader

with deep experience in B2B SaaS and the higher education sector.

Reporting directly to the CEO, the EVP of Sales will be responsible for the strategic direction,

operational excellence, and performance of the entire sales operations organization. This includes

managing a national team of Account Executives, Sales Development Representatives, and

Revenue Operations professionals, all aligned with a product-specialist, territory-based coverage

model.

This individual will own and represent 100% of bookings revenue across all product lines, for

both current and future acquisitions under the PeopleGrove umbrella. Success in this role

requires advanced strategic thinking, exceptional leadership, data-driven decision-making, and

deep fluency in complex enterprise software sales and M&A integration.

Key Responsibilities

Sales Leadership & Team Building

• 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.

Revenue Operations & Sales Enablement

• 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.

Strategic Planning & Execution

• 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.

Pipeline Development & Opportunity Management

• 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.

Cross-Sell & Upsell Strategy

• 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.

Sales Process Optimization

• 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.

Client Engagement & Field Leadership

• 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.

Team Accountability & Performance Management

• 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.

Qualifications & Experience

• 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.

Compensation & Benefits

We offer a competitive compensation package, including performance-based incentives, equity

opportunities, and a comprehensive benefits program. Additional perks include:

• Healthcare and wellness coverage

• Paid time off and holidays

• Ongoing professional development and career growth opportunities

• Company-provided sales technology and resources

PeopleGrove is an equal opportunity employer. We celebrate diversity and are committed

to creating an inclusive environment for all employees.