Vice President, Program Management & Implementation, Workers Comp

The VP of Program Delivery is a senior leadership position responsible for the successful delivery of large-scale and strategic SaaS implementations, with program budgets ranging from $7 million to $50 million.

This leader provides executive oversight across multi-year implementations, involving SaaS technology, integrations, data, and other business-critical transformation initiatives.

The VP will be accountable for establishing delivery strategy, program governance, financial performance, resource planning, risk management, customer satisfaction, and overall program outcomes. The role will work closely with executive leadership, Product Engineering, Sales, Finance, and Customer Success to ensure that implementation programs achieve their intended business outcomes.

This role will partner with Sales and senior executives to understand prospective customers’ requirements, develop implementation strategies, participate in solution presentations and executive meetings, and clearly articulate the company’s program management and implementation approach.

The successful candidate will also be a leader in the practical application of AI within program management and software implementation, using emerging AI tools to improve program visibility, forecasting, productivity, risk identification, decision-making, documentation, lessons learned and delivery outcomes.

• 12+ years of progressive experience in software, SaaS, technology implementation, consulting, or enterprise program management.
• Significant experience leading large-scale, complex software programs
• Demonstrated success managing enterprise SaaS implementations involving configuration, customizations, integrations, and data.
• Experience leading multiple concurrent strategic programs and managing cross-functional organizations.
• Demonstrated executive presence and experience working directly with C-suite and senior client executives.
• Strong commercial and financial acumen, including experience with budgets, forecasts, margins, contracts, scope management and change orders.
• Experience participating in enterprise technology sales and pre-sales activity, include customer presentations and implementation strategy discussions.
• Strong understanding of software development methodologies, SaaS platforms, integrations, and Agile/hybrid delivery environments.
• Demonstrated experience using AI tools in program management, software development, business operations, or other professional applications.
• Exceptional communication, negotiation, presentation, and relationship-management skills.
• Proven ability to operate effectively in a fast-paced, changing environment while managing competing priorities.
• Exceptional people and team management skills

Program Leadership & Delivery

• Provide executive oversight and accountability for large scale SaaS implementation programs.
• Lead multiple complex programs and ensure alignment with corporate strategy, customer objectives, contractual commitments and financial targets.
• Establish program objectives, delivery strategies, milestones, dependencies, budgets, resource requirements and outcome-based success criteria.
• Ensure programs are delivered on schedule, within approved budgets, within agreed upon scope, and to defined quality standards.
• Establish early-warning mechanisms and executive escalation processes for schedule, budget, scope, resource, technical, and customer risks.
• Partner closely with Product and Engineering leadership to establish governance around custom development and customer-specific requirements.
• Partner with Finance, Sales and executive leadership on contracts, pricing assumptions, change orders, and commercial issues.
• Establish repeatable implementation practices that enable the company to scale while maintaining high-quality customer outcomes.
• Serve as an internal champion for the strategic adoption of AI tools across program management and implementation delivery.
• Identify opportunities to use AI to improve program planning, forecasting, reporting, risk identification, issue management, resource planning, productivity, documentation, communications, quality and decision-making.

Executive and Customer Leadership

• Serve as a senior executive relationship leader for strategic customers and major programs.
• Establish credibility and trusted-advisor relationships with customer executives and key stakeholders.
• Lead executive steering committees, program reviews, and major customer communication.
• Clearly communicate program status, financial performance, risks, issues, dependencies, and recommended actions.
• Ensure the implementation team remains focused on measurable customer business outcomes, not simply technical delivery.
• Build trusted relationships with customers and provide transparent communication regarding program status, risks, issues, and opportunities.

Team Leadership

• Lead, mentor, and develop a high-performing organization of program managers, project managers, and delivery leaders.
• Establish clear expectations, accountability, performance standards, and professional development opportunities.
• Foster a culture of collaboration, ownership, transparency, continuous improvement, and customer focus.
• Identify organizational capacity and capability needs and develop plans to address them.

Sales & Pre-Sales Leadership

• Partner with Sales, Product, Solution Consulting, and executive leadership throughout the sales process for major opportunities.
• Participate in discovery meetings, executive presentations, solution demonstrations, proposal development, and customer presentations.
• Present the company’s program management and implementation methodology to prospective customers.
• Develop implementation strategies, timelines, governance models, resource plans and high-level delivery approaches for major opportunities.
• Provide executive-level credibility and confidence to prospective customers regarding the company’s ability to successfully deliver complex implementations.
• Partner with Sales, Pricing, and Finance to develop realistic implementation estimates, resource models, budgets, and delivery commitments.

At Sapiens, we are dedicated to building a diverse, equitable, and inclusive work environment. We believe that diverse perspectives, backgrounds, and experiences make us stronger and more innovative. We are committed to creating a culture where every individual is valued and can thrive regardless of their race, ethnicity, gender, age, sexual orientation, gender identity, religion, disability, or any other characteristic.

Sapiens is an E-Verified & Equal Opportunity / Affirmative Action Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or status as a protected veteran.