Senior Executive Assistant to Chief Revenue Officer, CareMessage

• This role is designed for a seasoned professional who can operate at the intersection of execution and strategy, and who brings both operational discipline and communication fluency to the table
• This is not a traditional administrative role—it’s ideal for someone who thrives in high-autonomy environments and brings judgment, adaptability, and purpose to everything they do
• You have 5+ years of experience in executive support, business operations, or strategic program management—ideally within a nonprofit, SaaS, or healthcare-adjacent environment
• You’ve managed priorities across internal teams and external stakeholders, and you know how to keep high-visibility projects moving forward with polish and discretion
• You’re equally comfortable owning follow-through on internal initiatives and preparing high-level materials for funders, partners, and board members
• You’ve supported C-level executives or founders and understand how to anticipate needs, reduce administrative load, and elevate leadership capacity
• You’re comfortable in fast-paced, data-driven, high-accountability roles and you care deeply about mission and impact
• You’re just as comfortable managing complex calendars and preparing external briefings as you are drafting fundraising or partnership meeting decks, tracking OKRs, or coordinating with senior stakeholders across teams
• You’ve worked with tools like Google Workspace, Notion, Canva, HubSpot, Mosaic, and project management platforms like Asana, and bring a mix of operational excellence, executive polish, and mission-driven energy to everything you do
• 5+ years of experience in executive support, special projects, or strategic operations—preferably in high-growth or mission-driven environments
• Demonstrated ability to support and engage with C-level executives, internal leaders, and external stakeholders with professionalism and discretion
• Exceptional written, visual, and verbal communication skills, with a strong ability to draft, edit, and present executive-level content
• Strong project management skills with a track record of managing multiple initiatives, priorities, and deadlines independently
• Proven ability to navigate and manage confidential, time-sensitive, and cross-functional workstreams with clarity and follow-through
• Analytical mindset with experience interpreting performance data and surfacing insights or recommendations
• High emotional intelligence and political acumen, with the ability to build trust across teams and stakeholders
• Comfort operating in fast-paced, evolving environments where judgment, initiative, and structure are equally critical
• Familiarity with CRM systems (e.g., Salesforce, HubSpot, Mosaic) and basic data reporting or executive dashboard tools
• Alignment with CareMessage’s mission to improve health equity for low-income populations

Desirable

• CareMessage is seeking a highly capable and strategic Senior Executive Assistant (EA) to support the Chief Revenue Officer (CRO) in advancing CareMessage’s mission, external partnerships, and revenue strategy
• You’ll manage the CRO’s priorities, serve as a trusted thought partner, own high-impact deliverables, and help ensure CareMessage’s external engagements (with funders, board members, and key partners) reflect the organization’s values and ambitions
• While this role partners closely with the Director of Sales Enablement, it serves a distinct function
• The Director of Sales Enablement focuses on system-level execution, revenue operations, and team-wide lifecycle enablement
• The Executive Assistant supports the CRO directly, unblocking high-leverage work and ensuring strategic and external-facing initiatives are executed with consistency and follow-through
• Act as a key partner to the CRO in tracking strategic priorities, coordinating quarterly and annual goals, and managing time and focus
• Manage the CRO’s email inbox with discretion—drafting and replying to high-priority communications, triaging requests, and preemptively resolving low-barrier issues
• Prepare and maintain executive dashboards, QBR materials, OKR trackers, and team-wide reporting documents
• Own the execution timeline for board updates and external briefings, including content collection, editing, and final prep
• Support the CRO in orchestrating multi-team execution: identifying misalignment, resolving blockers, and surfacing tradeoffs early
• Manage follow-through for leadership team meetings, ensuring accountability loops are closed and progress is tracked
• Join internal and external meetings as a proxy when needed, capturing next steps, providing context, and aligning stakeholders post-meeting
• Coordinate logistics and prep for funder, partner, and board interactions—including briefs, research, and talking points
• Draft and maintain high-impact assets (e.g., decks, one-pagers, battlecards, board-facing materials)
• Help develop external thought leadership content and impact communications
• Maintain documentation hygiene and content versioning across shared drives
• Coordinate with Marketing, Revenue Enablement, and Customer Success to ensure messaging consistency
• Manage Hubspot priorities for CRO-led deals
• Draft and maintain high-impact content: funder decks, external one-pagers, partner-facing comms, and grant-related updates
• Support the CRO with preparation for webinars, speaking engagements, and strategic conferences (deck building, logistics, follow-up)
• Collaborate with the Marketing team on copywriting, brand-aligned materials, and the rollout of key announcements or campaigns
• Own light-touch customer campaigns such as anniversary letters, leadership thank-yous, or mission impact updates tailored to key segments or funder-facing accounts
• Serve as a strategic liaison to partners and funders for progress updates and follow-up deliverables
• Within 1 month you will have …
• Completed onboarding and developed a deep understanding of CareMessage’s mission, values, customers, partners, product, and team structure
• Gained deep understanding of the CRO’s strategic priorities, time constraints, and communications style
• Initiated calendar and inbox management
• Organized key recurring workflows: board prep, OKR tracking, funder communications, and internal follow-through
• Built relationships with internal stakeholders across Revenue, Programs, Marketing, and Operations
• Drafted or supported the creation of at least one high-impact asset (e.g., external deck, board prep doc, partner comms)
• Within 3 months you will have …
• Taken full ownership of the CRO’s inbox, calendar, and internal follow-through workflows
• Led the project management of at least one cross-functional initiative tied to external relations or revenue strategy
• Regularly joined external meetings (or acted as a proxy) and tracked follow-up execution
• Developed a rhythm for drafting, editing, and finalizing public-facing content with executive voice and precision
• Served as a reliable sounding board for the CRO’s leadership communications, prioritization, and decision-making needs