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This position sits at the center of the company’s most critical priorities, partnering closely with the CEO and Chief of Staff to move high-impact work forward. The role blends strategic thinking with hands-on execution- taking loosely defined problems, shaping them into clear plans, and driving progress across the organization. This is an ideal opportunity for someone who thrives in fast-moving environments, enjoys ownership, and is excited to use modern tools, including AI, to work smarter and deliver meaningful results.
Job Responsibility:
Support high-priority strategic and operational initiatives sponsored by the CEO and Chief of Staff, owning workstreams from problem definition through execution
Play a key role in corporate planning and operating processes, including annual planning, quarterly business reviews, and KPI tracking
Analyze complex business problems by combining data analysis, stakeholder input, and structured thinking to develop practical recommendations
Translate strategic direction into executable plans, including timelines, deliverables, metrics, and stakeholder coordination
Drive cross-functional projects by working directly with partners across Finance, Operations, Product, Technology, and other teams
Develop clear, concise executive materials (presentations, briefs, analyses) to support decision-making by senior leaders
Monitor progress against plans, identify risks or gaps, and proactively recommend course corrections
Step into ambiguous or urgent areas as needed to ensure critical work moves forward
Perform hands-on analysis using spreadsheets, dashboards, and internal tools to support strategic and operational decisions
Leverage AI tools to improve speed, quality, and efficiency of analysis, research, and execution
Continuously explore practical applications of AI to enhance planning, reporting, and operational workflows
Requirements:
4–7 years of experience in strategy, operations, consulting, corporate strategy, investment, or a similarly analytical and execution-oriented role
Demonstrated ability to independently structure problems, manage workstreams, and deliver outcomes in ambiguous environments
Strong analytical skills with comfort working directly in data
able to synthesize insights and clearly communicate implications
Experience working cross-functionally and influencing without formal authority
Excellent written and verbal communication skills, with the ability to produce executive-ready outputs
Strong organizational skills, attention to detail, and a bias toward action and accountability
Hands-on experience using general-purpose LLMs and intelligent automation tools to improve efficiency, decision-making, and/or execution in business contexts
Boston-based or willing to be based in Boston
Nice to have:
Prior experience supporting senior leaders or working on enterprise-level initiatives is a plus
What we offer:
A comprehensive total rewards package that supports your wellness and provides security for SimpliSafers and their families
Free SimpliSafe system and professional monitoring for your home
Employee Resource Groups (ERGs) that bring people together, give opportunities to network, mentor and develop, and advocate for change
Participation in our annual bonus program, equity, and other forms of compensation
A full range of medical, retirement, and lifestyle benefits