Job Description
The VP of Strategic Growth & Cross-Selling will lead the enterprise-wide strategy to increase the adoption of ESS's expanding portfolio of services across our existing customer base. This leader will serve as the primary catalyst for identifying, developing, and driving cross-selling opportunities involving Substitute Teachers, Paraprofessionals, Virtual Instruction, Clinical Services, Tutoring, Special Education Solutions, and future service offerings.
The primary objective of this role is to deepen ESS's relationships with school districts by increasing the number of services utilized within each account. Working across business units, the VP will build strong internal partnerships, align growth initiatives, and drive accountability to ensure districts receive comprehensive solutions while maximizing customer value and revenue growth across the organization.
Reporting directly to the CEO, this highly visible leadership role requires an individual who can build strong relationships across multiple business divisions, influence senior leaders without direct authority, and drive accountability throughout the organization. The successful candidate will create alignment between sales, operations, and executive leadership teams to maximize customer value and revenue growth.
Day-to-Day Responsibilities:
• Develop and execute enterprise-wide cross-selling strategies across multiple service offerings and business units.
• Analyze customer penetration, service adoption trends, and account-level opportunities to identify untapped revenue streams.
• Build strategic growth plans focused on expanding services within existing customer accounts and districts.
• Partner with Executive Vice Presidents across six regions to understand budgets, growth targets, operational challenges, and expansion opportunities.
• Collaborate with operations leadership, account management teams, and sales executives to align customer growth strategies and execution plans.
• Create executive presentations, dashboards, forecasts, and reporting tools to measure cross-selling performance and track strategic opportunities.
• Facilitate recurring business reviews, hold stakeholders accountable for agreed-upon initiatives, and remove barriers inhibiting growth.
Travel approximately 25–40% to build relationships with business units, customers, and leadership stakeholders across the organization.
We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.
Required Skills & Experience
• 10+ years of leadership experience within a large enterprise organization driving strategic growth, revenue expansion, or enterprise account initiatives.
• 10+ years of experience growing revenue through strategic account management, enterprise sales, client expansion, or cross-selling programs.
• 5+ years partnering across multiple business units and executive stakeholder groups without direct management authority.
• Proven ability to influence executive leaders and drive accountability through relationship-based leadership.
• Strong analytical and technical capabilities including data analysis, forecasting, executive reporting, dashboard creation, and presentation development.
• Bachelor's degree required; Master's degree preferred.
• Self-starter with exceptional communication, relationship-building, negotiation, and executive presence.
Nice to Have Skills & Experience
• Experience within K-12 education, education services, education staffing, clinical services, virtual learning, tutoring, or adjacent industries.
• M&A integration experience or experience driving growth across acquired business units.
• Clinical services growth experience strongly preferred due to significant growth opportunities within that vertical.
Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.