Senior Executive Assistant

Summary

Join CareMessage, a technology non-profit, as a Senior Executive Assistant to the Chief Revenue Officer (CRO). Support the CRO in advancing CareMessage’s mission, external partnerships, and revenue strategy. Manage the CRO’s priorities, serve as a trusted thought partner, and own high-impact deliverables. Ensure external engagements reflect the organization’s values and ambitions. This role requires managing complex calendars, preparing external briefings, drafting fundraising materials, and coordinating with senior stakeholders. The ideal candidate has 5+ years of experience in executive support, business operations, or strategic program management, preferably in a nonprofit, SaaS, or healthcare-adjacent environment. This is not a traditional administrative role; it requires strategic thinking and high-level communication skills.

Requirements

• 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

Responsibilities

• 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
• 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)
• 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

Preferred Qualifications

• Experience supporting fundraising, partnerships, or external relations in a nonprofit, public health, or SaaS environment
• Comfort representing executives in external communications, including thank-you notes, funder emails, and customer recognition campaigns
• Experience working on materials or logistics for board meetings, investor updates, or strategic planning sessions
• Ability to adapt voice and tone to write for multiple audiences (e.g., internal updates, external comms, funder decks)

Benefits

• $137,718 - $137,718 a year
• Flexible work hours; fully remote team
• We believe in equal work for equal pay: all team members performing the same role at the same level are paid similarly, regardless of where they are in the world
• Paid parental leave for biological and adopted children
• Half-day Fridays, every Friday
• 18 paid company holidays, including a one week mid-year and one week end-of-year break
• 9 wellness days to be used for self-care- or anything that comes up in life
• 15 days of PTO
• 1-month (20 working days) paid sabbatical after the 4-year anniversary, and every 4 years thereafter
• Generous medical, dental, and vision insurance for employees and their families
• Health Savings Accounts and Flexible Spending Accounts
• 401k retirement plan
• Short & long-term disability insurance
• $100 per employee yearly wellness budget, with flexibility to spend on physical, emotional, and mental wellness resources
• PerkSpot: Instant access to discounts on products & services from hundreds of vendors
• Annual budget for professional and personal development (webinars, online courses, books, and more)
• Volunteerism incorporated in onboarding and encouraged on an ongoing basis