Operations & Strategy Lead — Cross-Functional Execution

Jobtailor

Connecticut

On-site

USD 120,000 - 180,000

Full time

14 days+

Get more replies from employers

Send a job-specific resume in minutes.

Job summary

Jobtailor is seeking a senior operations and program leader to drive enterprise-wide initiatives in a complex environment. You will steward cross-functional programs, design scalable processes, and coordinate strategic planning with executive stakeholders.

The role emphasizes autonomous decision-making, strong analytics, and the ability to deliver results with limited oversight, leveraging Microsoft 365 tools and AI-enabled capabilities to enhance efficiency.

Qualifications

Bachelor's degree required with 7–10 years of progressive experience in business operations, enterprise program leadership, strategy execution, or operational management within a complex, matrixed organization; or Master's degree with 6–8 years of progressive experience.
Experience leading large-scale, cross-functional initiatives with significant scope, complexity, and organizational impact.
Ability to operate autonomously, make sound decisions in ambiguous environments, and deliver results with minimal oversight.
Strong financial, analytical, and operational acumen, including budgeting, forecasting, resource allocation, and portfolio management.
Experience influencing senior stakeholders and leaders without direct authority.
Excellent written and verbal communication skills, including translating complex information into clear executive-level messaging.
Advanced proficiency with Microsoft Office, Teams, SharePoint, and digital tools.
Demonstrated use of data and analytics to inform operational decisions and strategic recommendations.
Experience leading organizational change, transformation initiatives, or enterprise-scale programs.
Must be authorized to be employed in the U.S. by any employer.
Permanent work authorization in the United States required.
U.S. work visa sponsorship is not available now or in the future

Responsibilities

Lead day-to-day operational support, including meeting strategy, agenda development, documentation, and follow-up.
Coordinate functional planning cycles, timelines, milestones, and information flow across teams.
Maintain core processes and improve consistency, clarity, and efficiency in team workflows.
Coordinate cross-functional initiatives, managing timelines, deliverables, dependencies, and action items.
Monitor progress, identify risks or issues, and facilitate stakeholder alignment.
Develop and maintain tools, templates, and documentation for scalable project execution.
Coordinate L&D programs, workshops, stakeholder sessions, and team events.
Oversee scheduling, materials preparation, roster management, communications, and program logistics.
Track and report PSL&D goals, KPIs, dashboards, and performance metrics.
Synthesize data and insights for decision-making, performance reviews, and functional priorities.
Prepare executive-ready materials, summaries, and visuals.
Draft and coordinate written communications, meeting summaries, and functional updates.
Serve as a central coordination point for priorities, expectations, and commitments.
Leverage Microsoft 365, Teams, SharePoint, and AI-enabled tools such as Copilot.
Identify opportunities to simplify processes, automate routine work, and improve digital ways of working.