Program Lead, Executive Operations
Swooped · United States · 3 days ago
RemoteRemoteManagementFull-time
About the Opportunity
The organization is seeking a Program Lead, Executive Operations to join its Executive Operations team and partner closely with senior leaders across the business.
Why Work Here?
- BIG Challenges: The organization is solving complex and unique problems that have plagued the healthcare industry.
- Talented People: The team consists of incredibly talented and proven individuals who have made their mark before joining forces to build exceptional software for rehab therapists.
- Healthy Approach: While long hours are sometimes needed, individuals own their workload, and the entire organization takes a proactive approach to mental health and work-life balance.
- Supportive Culture: The organization fosters a culture of empowerment, autonomy, and collaboration, giving employees the freedom to make decisions and take ownership of their work.
- Growth Opportunities: The organization is growing quickly, offering ample opportunities for employees to take on new responsibilities and advance their careers.
- Meaningful Work: The organization helps rehab therapy practices operate more efficiently so clinicians can spend more time focused on their patients.
Key Responsibilities
- Executive Operating Cadence & Execution:
- Own executive and leadership operating rhythms end-to-end, including agendas, advance materials, decision capture, action items, and follow-through.
- Translate leadership discussions into clear decisions, named owners, deadlines, and measurable next steps.
- Drive commitments to completion across teams and proactively surface anything that is at risk of slipping.
- Produce first drafts of executive briefing documents, All Hands content, operational sections of board materials, and recurring leadership reporting.
- Build and maintain reporting in Google Sheets and Excel, providing clear written commentary that explains what the numbers mean and where leadership attention is needed.
- Executive Business Partnership & Decision Support:
- Partner closely with assigned executive leaders and develop deep fluency in their areas of the business, priorities, goals, and key performance measures.
- Prepare leaders for important meetings and forums by anticipating questions, identifying what has changed, and clarifying where decisions are needed.
- Synthesize complex, cross-functional information into a clear executive-level view.
- Surface risks, dependencies, opportunities, and slipping commitments before they become larger issues.
- Represent executives as a delegated proxy in specifically defined forums, absorbing context and reporting back with clear outcomes and next steps.
- Cross-Functional Initiative Ownership:
- Own high-priority executive initiatives assigned through Executive Operations from planning through execution.
- Establish clear plans, milestones, risks, stakeholder communication, decisions, and desired outcomes.
- Drive initiatives to completion across teams where formal authority may not exist.
- Create alignment among stakeholders and create accountability for commitments and deliverables.
- Adapt across a wide range of initiatives, from process and people programs to technical or systems-oriented projects, without needing to be the subject matter expert from day one.
- Executive Support & Administration:
- Provide strategic calendar support as needed to protect executive focus and ensure time is aligned with the highest-priority work.
- Cook up complex travel, leadership meetings, and event logistics.
- Support expense management, vendor coordination, and other operational needs.
- Handle sensitive and confidential information with exceptional judgment and discretion.
- Leadership discussions consistently translate into clear decisions, ownership, and completed action.
- Senior leaders receive strong business partnership, context, and decision support.
- Executive operating rhythms run smoothly with strong preparation and visible accountability.
- Cross-functional initiatives move forward with clear ownership, urgency, and momentum.
- Risks and dependencies are surfaced early rather than after they become problems.
- Executive leaders gain meaningful operating leverage through work that is effectively delegated and executed.
- 5+ years of experience in a high-growth B2B SaaS environment, ideally within business operations, executive operations, program/project management, Chief of Staff, or strategic executive support.
- Demonstrated experience owning an executive or leadership operating rhythm from start to finish, rather than simply participating in one.
- Penned experience driving complex, cross-functional programs to completion without formal authority over the teams involved.
- Strong business acumen and intellectual curiosity with the ability to quickly understand how different functions operate and how the business makes money.
- Exceptional written communication and synthesis skills, particularly for executive audiences.
- Ability to turn complex or ambiguous discussions into concise, actionable plans and documentation.
- Advanced proficiency in Google Sheets and Excel, including the ability to interpret data and clearly communicate what it means.
- Strong judgment and absolute discretion when working with confidential or sensitive information.
- Comfort interacting with senior leaders and acting as a delegated proxy when appropriate.
- Ability to operate effectively in ambiguity and create structure, processes, and playbooks where they don't yet exist.
- Experience within healthcare or health technology, particularly EMR, revenue cycle management, or payer operations.
- Experience supporting board or investor reporting cycles.
- Experience using modern AI tools as part of day-to-day workflow.
- Experience working within a distributed organization or a company undergoing rapid growth and scaling.
- Exposure to business intelligence tools or SQL.
- Competitive salaries
- Remote/hybrid environment
- Potential equity compensation for outstanding performance
- Flexible PTO
- Company-wide sponsored lunches
- Company paid disability and life insurance benefits
- Company paid family and medical leave
- MEDICAL, DENTAL, and VISION insurance benefits
- Discounted pet insurance
- FSA/DCA and commuter benefits
- 401(k)
- Complimentary subscription to digital fitness classes and wellness content
- Recovery suite at HQ – includes a cold plunge, sauna, and shower