Senior Strategic Program Manager

Role Overview

• Lead execution and coordination of complex strategic initiatives, including M&A integration activities, AI transformation programs, and enterprise operational priorities
• Partner closely with executive leadership to translate strategic priorities into actionable plans, timelines, milestones, and governance structures
• Drive accountability across cross-functional stakeholders to ensure initiatives remain aligned to business objectives and execution commitments
• Identify dependencies, risks, resource constraints, and escalation points across multiple concurrent initiatives
• Support strategic planning, prioritization, and operational alignment activities tied to corporate objectives and organizational transformation efforts
• Coordinate integration workstreams across functional areas to support acquisition onboarding, operational alignment, and post-merger execution
• Monitor integration milestones, issue resolution, organizational dependencies, and readiness activities across acquired entities and strategic initiatives
• Support due diligence, operational assessments, integration planning, and transformation readiness activities as needed
• Assist with organizational change management and communication efforts tied to strategic transformation initiatives
• Support operational optimization and continuous improvement initiatives that improve scalability and organizational effectiveness
• Support executive leadership in managing strategic priorities, operating rhythms, leadership meetings, action tracking, and cross-functional follow-through
• Prepare executive-level presentations, dashboards, status updates, business reviews, and strategic communications for leadership audiences
• Develop scalable reporting frameworks, KPI tracking, and executive visibility mechanisms to improve decision-making and organizational alignment
• Facilitate planning processes, prioritization discussions, governance reviews, and operational cadences across stakeholder groups
• Leverage AI-enabled tools, automation, and scalable workflows to improve program execution, reporting, operational efficiency, and decision-making
• Identify opportunities to streamline manual processes and create repeatable operating mechanisms across strategic initiatives
• Partner with teams to improve adoption of AI-first ways of working and operational best practices
• Utilize analytics, reporting, and AI-assisted insights to support executive recommendations and business decisions

Requirements

• 8+ years of experience in program management, strategic operations, business operations, consulting, corporate strategy, corporate development, PMO, or related functions within SaaS or technical e-commerce environment
• Proven experience leading complex cross-functional initiatives with significant organizational visibility and executive stakeholder engagement
• Experience supporting corporate development initiatives, organizational transformation programs, or enterprise strategic initiatives
• Strong project and program management skills with demonstrated ability to manage multiple priorities simultaneously in fast-paced environments
• Demonstrated hands-on experience and AI fluency including Claude Chat, Cowork or Code to improve operational effectiveness and decision-making in a business environment
• Strong analytical, organizational, and problem-solving capabilities with attention to detail and operational rigor
• Experience building executive-level presentations, dashboards, reporting frameworks, and strategic business updates
• Exceptional communication, facilitation, and stakeholder management skills with the ability to influence across functions and leadership levels
• Strong proficiency with project management and collaboration tools such as Jira, Asana, Monday.com, Smartsheet, or similar platforms
• Ability to work standard business hours (8am – 5pm) either East Coast or Central Time

Benefits

• Medical, dental and vision benefits: Affordable health care plans and company HSA contributions, starting on Day 1
• A 6% 401(k) match
• Competitive time off package with 20 days of Paid Time Off, 9 Company-Paid holidays, 2 paid floating holidays, 7 paid sick days, 2 Wellness days, and 1 Paid Volunteer Day; at 3 years of service PTO increases to 22 days, and at 5 years it increases to 25 days
• 12 weeks primary caregiver leave & 4 weeks secondary caregiver leave
• Accident, critical illness, and hospital indemnity insurance
• Pet insurance
• Legal assistance and identity theft insurance plans
• Life insurance 2x salary
• Access to the Calm app and the Employee Assistance Program
• $65/month Remote work stipend for internet
• Culture and team-building activities
• Tuition assistance
• Career development opportunities
• Charitable contribution match up to $250 per year