Vice President of Technology Strategy & Enterprise Operations

We are seeking a strategic operations leader who can set direction, align teams, and make smart decisions about how technology, data, and systems serve our mission. This role is not primarily a technical builder, it is a senior leader who brings clarity, judgment, and accountability to how our organization operates and grows.

The right candidate leads with strategy and judgment, not just technical skill. As a lean nonprofit, we expect this person to be a doer as well as a director - someone who can roll up their sleeves when needed, but who approaches every task with an eye toward building something more sustainable than themselves. The VP Technology/Operations will report directly to the CEO and serve as a key member of the senior leadership team.

Core Responsibilities

1. Technology & Systems Leadership (Primary Focus)

• Own enterprise-wide technology strategy and execution.
• Set strategic direction for our technology stack (CRM, project management, marketing systems, finance systems, AI tools); oversee implementation through vendors and staff.
• Lead CRM strategy, governance, and data integrity.
• Identify and deploy AI-enabled workflows that reduce manual effort and increase organizational capacity.
• Evaluate/manage external vendors (IT, CRM consultants, AI partners, etc.).
• Ensure strong cybersecurity, data privacy, and operational continuity.
• Build scalable systems aligned with growth goals.
• Translate complex tech concepts into clear decisions for non-technical leaders.

2. Operational Infrastructure

• Oversee outsourced accounting services and partner with fractional CFO including annual budget planning, audit and 990 preparation processes.
• Supervise in-house accounting staff (payroll and AP/AR execution) and database and technology manager.
• Own operational dashboards and KPI tracking.
• Ensure strong financial data visibility (not as CFO, but as operational steward).
• Manage contract relationships for facility management and essential services.
• Maintain human resources and administration records including compensation and evaluations. Ensure that recruiting processes are consistent and streamlined.
• Oversee contracts for benefits administration, insurance and compliance with legal regulations regarding federal and state human resource policy.

3. Organizational Systems Thinking

• Design, standardize, and scale core business processes, optimizing internal project management system.
• Create systems that foster cross-functional clarity between departments.
• Partner with business development, marketing, and program leadership to optimize the full customer lifecycle.
• Implement goal management systems (OKRs preferred; EOS familiarity a plus).
• Improve internal workflows and eliminate inefficiencies.
• Build decision-making frameworks that increase speed and accountability.

What Success Looks Like (12-24 Months)

• Clean, reliable CRM with clear ownership and reporting integrity.
• AI-enabled workflows reducing administrative load by 15-30%.
• Technology vendors managed with clear deliverables and ROI.
• Real-time executive dashboards supporting strategic decisions.
• Streamlined systems supporting revenue growth.
• Improved operational clarity across departments.

Do you have experience in Vendor relationship management?, Do you have a Bachelor's degree?, * 8-12+ years in operations, systems strategy, or technology-enabled business leadership.

• Demonstrated experience optimizing CRM systems (Salesforce experience strongly preferred).
• Experience implementing automation and AI-driven workflows.
• Strong vendor management and contract negotiation skills.
• Financial literacy (comfortable reading financial statements and managing outsourced accounting).
• Experience implementing OKRs or EOS-style goal systems preferred.
• Excellent communicator who can translate technical language into executive decision-making.
• Strategic thinker with strong execution discipline.

Ideal Candidate Profile

• A strategic leader who thinks in outcomes, not just outputs-someone who can both set direction and do the work when needed.
• Comfortable moving between strategic thinking and hands-on execution-the kind of leader who can build the system and run it until there's capacity to hand it off.
• Excited about AI and digital transformation.
• Strong enough technically to know what to outsource-and how to hold vendors accountable.
• Calm, pragmatic, and comfortable making trade-off decisions.
• Energized by modernizing legacy systems.

Pulled from the full job description

• 401(k)
• Health insurance
• Paid time off
• Vision insurance
• Dental insurance
• Flexible spending account
• Flexible schedule, * 401(k)
• Dental insurance
• Flexible schedule
• Flexible spending account
• Health insurance
• Paid time off
• Vision insurance

The Leadership Louisville Center (LLC) is the region's leading nonprofit dedicated to leadership development and civic engagement. With a mission to inspire and equip leaders to be better and do better, we have empowered over 12,000 graduates through our civic programs since 1979. Through our programs, we connect leaders across sectors, deepen understanding of critical community issues, and create opportunities for meaningful civic engagement.