Vice President, Innovation & Social Entrepreneurship

Role Summary

The Vice President of Innovation & Social Entrepreneurship is a forward-thinking, entrepreneurial leader and change architect responsible for advancing Pioneer Human Services’ next era of growth and impact. This role leads the strategy and execution of enterprise innovation, expanding mission-aligned ventures that create economic opportunity for justice-involved individuals and strengthen Pioneer’s financial sustainability.

Core Responsibilities

• Strategic Innovation & Enterprise Growth

• Develop and implement an enterprise-wide innovation roadmap aligned with Pioneer’s long-term vision.
• Lead incubation, testing, and scaling of new business ventures that deliver measurable financial and social impact.
• Create frameworks to evaluate opportunities, measure ROI, and ensure sustainable performance.

• Business Launch & Revenue Diversification

• Translate market insights into viable new business models and social enterprise ventures.
• Drive revenue diversification by identifying and pursuing opportunities that strengthen Pioneer’s economic resilience.
• Partner with Finance to ensure profitability, sustainability, and strategic reinvestment.

• Partnership & Ecosystem Leadership

• Build collaborative partnerships across public, private, and philanthropic sectors.
• Represent Pioneer as a thought leader in innovation, workforce reentry, and social entrepreneurship.
• Advance cross-sector initiatives that expand pathways to employment and economic mobility for justice-involved individuals.

• INVEST Program Growth & Integration

• Lead and expand the INVEST program to deepen economic empowerment outcomes.
• Integrate INVEST into new ventures and partnerships, aligning impact metrics across the enterprise.

• Executive Leadership & Culture of Innovation

• Collaborate with the CEO and executive team to embed innovation in strategic planning and operational decision-making.
• Model and cultivate an agile, solutions-oriented, and data-driven culture across divisions.

Qualifications

• Bachelor’s degree (Business and/or related field) required; Master’s/MBA preferred.
• 10+ years of leadership experience in entrepreneurship, innovation strategy, or social enterprise.
• Proven success launching and scaling mission-driven ventures with financial and social return.
• Strong financial acumen and comfort leading both business modeling and social impact measurement.
• Exceptional ability to inspire, influence, and build cross-sector partnerships.
• Deep alignment with Pioneer’s mission and values of equity, inclusion, and second chances.