Executive Assistant to GTM Leadership

Swooped is a Talent Platform (not a staffing agency). We are not the employer for this role and do not make hiring decisions. Clicking "Apply" takes you to Swooped to review the role and hiring company details.

About the Opportunity

The organization is building an AI intelligence platform that restores humanity to healthcare and drives meaningful ROI for health systems across the country. This technology helps providers focus on delivering great care by removing the administrative burden that pulls them away from patients and their most impactful work.

The platform delivers real-time coding-aware documentation and clinical workflow support across ambulatory, emergency, and inpatient settings at leading health systems in North America. Teams operate with extreme ownership to build the best solutions for health system partners. The organization values candor, positivity, and deep thought, expecting a lot from each other because the problems being solved truly matter.

The organization was ranked #1 for Improving the Clinician Experience in the KLAS Research Emerging Solutions Top 20 Report, recognized by Fast Company as one of the Next Big Things in Tech, named one of the best AI companies in healthcare by Inc., and selected as a LinkedIn Top Startup. The organization is backed by prominent investors and is just getting started.

The Role

An Executive Assistant is needed to support the Chief Revenue Officer (CRO) and go-to-market leadership. This role serves as the operational backbone of the GTM organization.

Responsibilities include owning calendar and meeting operations, travel and event logistics, information synthesis, and communications flow. This position will work day-to-day with the CRO's Chief of Staff and collaborate across a wide set of GTM and company stakeholders. The baseline expectation is to excel at calendar management, travel coordination, responsiveness, and follow-through. There is significant room for growth, with an expectation for proactivity and independent thinking. Over time, the role will expand to include coordination work across the GTM team, such as meeting preparation and follow-up, light project tracking, Notion workspace management, and material formatting.

Key Responsibilities

• Calendar & Scheduling – End-to-end calendar management with strong judgment. This involves de-conflicting, prioritizing, and making decisions about meeting movements based on business context. Readiness to manage same-day shifts is required.

• Travel & Events Coordination – Owning logistics for conferences, client meetings, and travel. This includes building detailed itineraries, anticipating needs, and handling last-minute changes with speed and composure.

• Information Synthesis & Meeting Prep – Reviewing Slack threads, meeting notes, and data to surface key information before meetings. Flagging open decisions, owner gaps, and follow-ups. Drafting weekly briefings for leadership.

• Communications Flow – Triaging inbound messages with speed and judgment, routing them to the appropriate person, and drafting communications in the CRO's voice when necessary. The goal is to ensure urgent matters are addressed and important information is not lost.

• GTM Meeting Support – Partnering with the Chief of Staff on agendas, pre-meeting input, and post-meeting follow-up for leadership team meetings and all-hands. Maintaining continuity for recurring meetings.

• Material Creation & Formatting – Quality assurance of decks and documents before they reach leadership. Cleaning up AI-generated outputs to match templates. Performing light proofreading and formatting. Building basic trackers and spreadsheets as needed.

• Notion Workspace Development – Assisting in refreshing and organizing the commercial team's Notion workspaces. Building and maintaining clean landing pages for initiatives.

How This Role Works

This position will work most closely with the CRO's Chief of Staff, who serves as the primary day-to-day partner and holds significant context on priorities and stakeholder dynamics. The CRO prefers async communication and values individuals who can operate independently. Collaboration will extend to the Head of Sales, Head of Commercial Excellence, Head of Marketing, Growth Marketing, RevOps, and the Office of the CEO.

Required Qualifications

• 3+ years of experience supporting a senior executive, preferably in a fast-paced or venture-backed company.
• Experience supporting a sales or GTM leader is a strong advantage.
• Demonstrated reliability, attention to detail, and speed.
• Proficiency in calendar management, travel logistics, and communications.
• Strong judgment for problem-solving and decision-making, including de-conflicting priorities.
• Proactive approach, going beyond the immediate request.
• Ability to absorb context quickly, retain preferences, and build a mental model of executive thinking.
• Comfort with written communication, proactive pings, and minimal live syncs.
• Composure under pressure, handling changes and emergencies without drama.
• Comfort working through a proxy, understanding the Chief of Staff as the primary partner.
• Familiarity with Notion, Slack, Google Workspace, and HubSpot is beneficial.
• Comfort using AI tools for synthesis and formatting is increasingly important.

Preferred Qualifications

• Healthcare or enterprise SaaS exposure is a bonus.

Additional Information

The base compensation for this role is approximately $110,000–$190,000 per year, excluding equity or bonus targets. The organization offers a wide range to support flexibility around cash and equity, believing strongly in equity ownership.

Working at the organization means opting into a high-ownership, high-trust environment built for individuals who want to grow fast, operate decisively, and focus on work that matters. This role offers the opportunity to work on mission-critical AI technology that directly improves clinicians’ day-to-day lives and health system financial health. It provides a chance to join a culture where exceptional people are hired, exceptional outcomes are expected, and deep investment is made in feedback and continuous growth. Individuals will operate with real ownership and accountability in an environment where problems are identified and fixed. Meaningful autonomy is provided, with the expectation to drive work to completion.

Key benefits include:

• Comprehensive medical, dental, and vision coverage for employees and dependents.
• 401(k) with a company match of up to 3% of base salary.
• A remote-friendly culture with full equipment provisioning.
• Parental leave to support family needs.
• Annual company-wide off-sites, team off-sites, and regular team lunches and all-hands gatherings, with travel, lodging, and meals covered.
• Flexible time off with no annual cap, company-wide holidays, and an annual holiday shutdown from December 24–January 1.

The organization is an equal opportunity employer and is committed to building a diverse and inclusive workplace.

The hiring company is an equal opportunity employer committed to building a diverse and inclusive team.