Senior Manager, Corporate Strategy & Execution

Rainfall Ventures; United States; Hybrid; USD 155,000 - 180,000; Full time

Job summary

Casper seeks a Senior Manager, Corporate Strategy & Execution to lead cross-functional initiatives spanning Marketing, Ecommerce, Product, Finance, Analytics and Retail Operations. The role establishes scalable governance and drives execution aligned to company goals.

This leader partners with senior leadership to enable clarity and disciplined execution across initiatives such as gift cards, contract management, launch operations, chat capabilities, and inventory visibility.

Qualifications

• 8–12+ years of program management, strategy, operations, or consulting
• Proven track record of leading large-scale enterprise initiatives
• Executive presence in senior reviews and decision forums
• Exceptional communication and stakeholder management
• Experience partnering with Analytics to define KPIs
• Retail/ecommerce/omnichannel background preferred

Responsibilities

• Lead cross-functional initiatives from concept to execution, aligned with strategy
• Establish governance frameworks, operating rhythms, and standardized processes
• Define program plans, milestones, resources, and risk mitigation
• Ensure on-time delivery within scope with clear accountability
• Communicate priorities and progress to executives
• Lead executive reviews and steering forums with data-driven recommendations
• Synthesize complex information into executive narratives
• Partner with Analytics to track KPI metrics
• Influence senior leaders and shape strategic roadmaps
• Champion continuous improvement and accountability

Skills

Executive presence

Stakeholder management

Clear communication

Problem solving

Analytics partnership

Job description

Looking for a job to get you out of bed?

The Senior Manager, Corporate Strategy & Execution will lead high-impact, cross-functional initiatives that span Marketing, Ecommerce, Product, Finance, Analytics, and Retail Operations. This role is responsible for establishing scalable program governance, driving executional excellence, and ensuring strategic initiatives deliver measurable business outcomes aligned to company objectives.

This leader will serve as a trusted thought partner to senior leadership, enabling clarity, alignment, and disciplined execution across complex initiatives such as gift cards, contract management, launch operations, chat capabilities, and inventory visibility.

Casper (Casper.com) believes everyone should sleep better. That’s why we obsess over designing sleep products that actually make a difference—from the littlest dreamers and beyond. Including mattresses, pillows, and bedding, our entire collection is dreamed up and engineered in-house by our product and design teams. Sleepers can shop online, visit one of our 40+ retail locations across the United States, or find us through a growing network of trusted retail partners.

This is a hybrid role, requiring that you work 3 days per week from our NYC office

When youʼre not catching zzzʼs, this is what youʼll do...

Strategic Initiative Leadership

• Lead enterprise-level, cross-functional initiatives from concept through execution, ensuring alignment with business strategy and priorities
• Drive clarity on objectives, scope, timelines, risks, and dependencies across teams
• Identify opportunities to unlock new value, improve operational efficiency, and accelerate growth

Program Governance & Execution

• Establish and maintain project governance frameworks, operating rhythms, and standardized processes to ensure consistent delivery
• Define and manage program plans, milestones, resourcing, and risk mitigation strategies
• Ensure initiatives are delivered on time, within scope, and with clear accountability

Executive Communication & Alignment

• Drive alignment across functional leaders by clearly communicating priorities, progress, and decision points
• Lead executive reviews, process approvals, and steering forums with clear, data-driven recommendations
• Synthesize complex information into concise executive-level narratives and insights

Performance Measurement & Analytics

• Partner with Analytics to define and track comprehensive performance metrics tied to core KPIs
• Monitor initiative performance, identify gaps, and course-correct to ensure sustained KPI improvement

Leadership & Influence

• Act as a thought partner to senior leadership in assessing risks, solving complex business challenges, and shaping strategic roadmaps
• Influence without authority by building strong relationships and fostering collaboration across teams
• Champion operational rigor, continuous improvement, and accountability

Our dream candidate is/has:

• 8–12+ years of experience in program management, strategy, operations, or consulting within complex, cross-functional environments
• Proven track record of leading large-scale, enterprise initiatives with measurable business impact
• Strong executive presence with experience leading senior-level reviews and decision-making forums
• Exceptional communication, stakeholder management, and problem-solving skills
• Experience partnering with Analytics to define KPIs and performance measurement frameworks
• Background in retail, ecommerce, product, or omnichannel environments preferred

Targeted Annual Base Salary Range: $155,000-180,000 USD

Casper’s compensation philosophy ensures that the actual base salary is based on factors including but not limited to skills, education, experience, special training, time in position, and/or years of service.

We recognize that annual base salary is just one part of a total rewards package. In addition, we offer a comprehensive benefits package, wellbeing resources, and other perks including:

• Medical, vision, and dental insurance to help you with those coughs or cavities (too many waffles)...
• Paid Time Off. We believe in the power of rest so take the time you need to recharge.
• Employee Discount to use on whatever you like (with a few exceptions) and product discounts for friends and family!
• … and more!

If you dream about this stuff this job is probably right for you. We look forward to learning more about you!