Remote Senior Program Management Advisor – Strategic Planning, Financial Analysis & Cross‑Functional Initiative Leadership

About Workwarp: Pioneering the Future of Remote Work Solutions

At Workwarp, we are on a mission to redefine how organizations design, execute, and scale complex programs in a fully distributed environment. As a fast‑growing, technology‑driven company, we empower businesses of every size to harness the power of remote collaboration, data‑centric decision‑making, and innovative workflow automation. Our suite of cloud‑based tools, coupled with a culture that celebrates curiosity, inclusion, and continuous learning, has positioned Workwarp as a trusted partner for Fortune‑500 firms and ambitious startups alike.

Our employees thrive in an environment that blends entrepreneurial freedom with the stability of a mature organization. From collaborative virtual coffee chats to annual global retreats, we invest in people who are eager to solve big challenges, inspire teammates, and shape the future of work. When you join Workwarp, you become part of a community that values impact over titles, and growth over comfort zones.

Role Summary: Remote Senior Program Management Advisor

The Remote Senior Program Management Advisor (PM Advisor) serves as a strategic linchpin, guiding the planning, execution, and governance of large‑scale, cross‑functional programs that drive innovation and revenue growth. Reporting to the Director of Program Management, you will partner with senior leaders, finance partners, product architects, and external stakeholders to ensure that every program aligns with corporate strategy, delivers measurable value, and adheres to rigorous financial and operational standards.

This position is 100% remote, offering flexible work hours, a collaborative virtual workspace, and the autonomy to shape program delivery methodologies that best serve our global client base.

Key Responsibilities

Strategic Program Planning & Execution

• Design and launch end‑to‑end program frameworks that translate high‑level business goals into actionable project roadmaps, including scope definition, timeline creation, resource allocation, and risk mitigation.
• Develop comprehensive business cases that articulate the strategic rationale, financial justification, and expected ROI for each initiative, ensuring alignment with corporate objectives and stakeholder expectations.
• Coordinate cross‑departmental teams—including product, engineering, finance, legal, and marketing—to foster seamless collaboration and eliminate silos.
• Monitor program health through key performance indicators (KPIs), milestone tracking, and variance analysis, providing timely course corrections and executive updates.

Financial Analysis & Forecasting

• Collect, synthesize, and report financial data related to program budgets, cost‑benefit analyses, and performance forecasts.
• Build and maintain predictive models that help senior leadership anticipate budgetary impacts, resource constraints, and revenue outcomes.
• Conduct variance analysis to identify deviations from plan, recommend remediation actions, and document lessons learned for future initiatives.

Technology & Process Innovation

• Research emerging technologies, methodologies, and industry best practices that can be leveraged to improve program efficiency, quality, and innovation.
• Recommend and prototype new tools (e.g., advanced project management platforms, AI‑driven analytics, and automation workflows) that enhance visibility and decision‑making.
• Lead change‑management initiatives to embed new processes across the organization, ensuring adoption through training, documentation, and stakeholder communication.

Stakeholder Management & Communication

• Serve as the primary liaison between senior executives, functional leads, and external partners, translating complex technical concepts into clear, business‑focused narratives.
• Prepare and deliver compelling presentations, status reports, and executive briefings that highlight achievements, risks, and strategic recommendations.
• Facilitate governance meetings, steering committees, and risk review sessions to maintain alignment and accountability.

Talent Development & Mentorship

• Coach junior project managers and program analysts, fostering a culture of continuous improvement and professional growth.
• Contribute to the development of internal training modules, best‑practice libraries, and knowledge‑sharing forums.

Essential Qualifications

• Education: Bachelor’s degree in Business Administration, Finance, Engineering, or a related quantitative discipline. An MBA, PMP, or advanced certification (e.g., PgMP, Six Sigma) is highly desirable.
• Experience: Minimum of five (5) years of proven, exempt‑level experience in program or project management, product development, systems design, or business/financial planning and analysis.
• Technical Proficiency: Hands‑on experience with leading project management software (e.g., Microsoft Project, Smartsheet, Jira, Asana) and financial modeling tools (Excel, Power BI, Tableau).
• Analytical Acumen: Demonstrated ability to collect, analyze, and synthesize large data sets into actionable insights and financial forecasts.
• Leadership & Communication: Strong human‑relations skills, persuasive communication style, and ability to influence senior stakeholders across functions and geographies.
• Organizational Skills: Exceptional planning, prioritization, and multitasking capabilities in fast‑paced, ambiguous environments.

Preferred Qualifications & Additional Attributes

• Advanced degree (MBA, MSc) or professional certifications (PMP, PgMP, Lean Six Sigma Black Belt).
• Experience leading remote, globally distributed teams and managing programs that span multiple time zones.
• Proficiency in agile frameworks (Scrum, Kanban) and hybrid project management methodologies.
• Track record of implementing technology‑driven process improvements that resulted in measurable cost savings or performance gains.
• Demonstrated commitment to diversity, equity, and inclusion (DEI) initiatives.

Core Competencies & Skills for Success

• Strategic Thinking: Ability to see the big picture while dissecting complex problems into manageable components.
• Financial Literacy: Deep understanding of budgeting, forecasting, cost‑benefit analysis, and financial reporting.
• Risk Management: Proactive identification, assessment, and mitigation of program risks.
• Influence & Negotiation: Skilled at building consensus, navigating conflicting priorities, and securing resources.
• Technology Curiosity: Passion for exploring emerging tools that can accelerate delivery and improve data visibility.
• Adaptability: Comfortable thriving in change‑fast environments where priorities shift rapidly.
• Emotional Intelligence: Strong self‑awareness, empathy, and the ability to mentor and motivate diverse teams.

Career Growth & Learning Opportunities

Workwarp invests heavily in the professional development of its people. As a Remote Senior Program Management Advisor, you will have access to:

• Leadership Development Program: Structured pathways to senior management roles, including mentorship from C‑suite executives.
• Continuous Education Stipends: Annual budget for certifications, online courses, conferences, and industry events.
• Cross‑Functional Rotations: Opportunities to work temporarily within product, engineering, or finance teams to broaden expertise.
• Innovation Labs: Participation in internal hackathons and think‑tanks focused on pioneering new program management tools and practices.

Work Environment & Culture Highlights

At Workwarp, our culture is built on four foundational pillars:

• Trust & Autonomy: We empower remote employees to own their schedules, define their workflows, and deliver results without micromanagement.
• Collaboration & Inclusivity: Virtual “water cooler” chats, diverse employee resource groups (ERGs), and a commitment to inclusive decision‑making.
• Innovation Mindset: A safe space to experiment, fail fast, and iterate—backed by leadership that celebrates bold ideas.
• Well‑Being & Balance: Comprehensive wellness programs, flexible PTO, mental‑health resources, and regular virtual fitness challenges.

Compensation, Perks & Benefits

Workwarp offers a highly competitive total rewards package designed to attract top talent and support long‑term financial health.

• Base Salary Range: $85,130 – $150,398 annually, commensurate with experience, location, and market benchmarks.
• Variable Pay: Performance‑based bonuses and potential profit‑sharing opportunities.
• Health & Wellness: Full medical, dental, and vision coverage, including tele‑health options.
• Retirement: 401(k) plan with company match and financial planning resources.
• Learning & Development: Tuition reimbursement, certification allowances, and access to a curated library of professional courses.
• Paid Time Off: Generous vacation accruals, sick leave, and paid holidays.
• Remote Work Stipend: Home‑office setup allowance, high‑speed internet reimbursement, and ergonomic equipment support.
• Employee Assistance Programs (EAP):** Confidential counseling, legal resources, and work‑life balance counseling.