Vice President, Program Management & Implementation, Workers Comp

Sapiens•,

2d•Remote

About The Position

The Vice President, Program Management & Implementation is a senior leadership role accountable for the successful delivery of large-scale, strategic SaaS implementations, with program budgets ranging from $7 million to $50 million. The role provides executive oversight for multi-year programs involving SaaS technology, integrations, data, and other business-critical transformation initiatives. The VP establishes delivery strategy and governance and is accountable for program financial performance, resource planning, risk management, customer satisfaction, and outcomes. The role collaborates with executive leadership and teams across Product Engineering, Sales, Finance, and Customer Success to ensure programs achieve their intended business outcomes. It also partners with Sales and senior executives on prospective customer requirements, implementation strategy, solution presentations, and executive meetings. The successful candidate will champion practical applications of AI in program management and software implementation, using emerging tools to improve visibility, forecasting, productivity, risk identification, decision-making, documentation, lessons learned, and delivery outcomes. The role leads and develops program and delivery teams, serves as a senior relationship leader for strategic customers, and contributes executive-level implementation expertise throughout major sales opportunities.

Requirements

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, including 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.

Responsibilities

Provide executive oversight and accountability for large-scale SaaS implementation programs.
Lead multiple complex programs and align them 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 and agreed scope, and to defined quality standards.
Establish early-warning mechanisms and executive escalation processes for schedule, budget, scope, resource, technical, and customer risks.
Partner with Product and Engineering leadership to establish governance for 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 support company growth while maintaining high-quality customer outcomes.
Champion strategic adoption of AI tools across program management and implementation delivery; identify opportunities to improve planning, forecasting, reporting, risk identification, issue management, resource planning, productivity, documentation, communications, quality, and decision-making.
Serve as a senior executive relationship leader for strategic customers and major programs, building credibility and trusted-advisor relationships with customer executives and key stakeholders.
Lead executive steering committees, program reviews, and major customer communications.
Communicate program status, financial performance, risks, issues, dependencies, and recommended actions clearly.
Keep implementation teams focused on measurable customer business outcomes as well as technical delivery, and provide transparent communication about program status, risks, issues, and opportunities.
Lead, mentor, and develop program managers, project managers, and delivery leaders.
Establish team expectations, accountability, performance standards, and professional development opportunities; foster collaboration, ownership, transparency, continuous improvement, and customer focus.
Identify organizational capacity and capability needs and develop plans to address them.
Partner with Sales, Product, Solution Consulting, and executive leadership throughout major sales 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 to prospective customers regarding the company’s ability to deliver complex implementations.
Partner with Sales, Pricing, and Finance to develop realistic implementation estimates, resource models, budgets, and delivery commitments.