Job Details

Job Title: Executive Assistant and Office Operations Manager

Location: San Francisco, CA (In-Person)

Job Type: Full Time

Manager: Human Resources

About Us

Cinnamon is a cutting-edge healthcare technology company dedicated to enhancing patient access by automating and streamlining processes in patient assistance and affordability. We collaborate with healthcare organizations and life sciences companies to minimize obstacles in financial assistance workflows, enhance data integrity, and facilitate the secure, compliant exchange of healthcare information.

Role Summary

As a vital part of our team, Cinnamon is in search of a proactive and detail-oriented Executive Assistant to act as a strategic ally to our CEO, while also overseeing the daily operations of our San Francisco office. This pivotal role will allocate approximately 80% of your efforts to delivering exceptional support to our executive, with the remaining 20% concentrated on ensuring our office environment operates smoothly.

You will function as a key extension of the CEO, necessitating exceptional judgment, discretion, and prioritization skills. This role goes beyond typical administrative assistance, as you will enable the executive to focus on high-impact initiatives, thereby enhancing overall productivity. This position requires full-time presence at our San Francisco office.

Key Responsibilities

• Effectively manage the CEO's calendar, allocating time to the most impactful priorities.
• Proactively assess meeting requests, offering recommendations aligned with the company's strategic goals.
• Prepare comprehensive daily and weekly briefings to ensure the CEO is fully equipped for every engagement.
• Oversee and triage the CEO's inbox, drafting responses and ensuring timely follow-ups on critical matters.
• Act as a liaison between leadership, board members, investors, customers, and external partners.
• Generate high-quality executive materials including agendas, presentations, summaries, and briefing notes.
• Track action items from leadership meetings and promote accountability among stakeholders.
• Coordinate complex domestic travel, off-site events, client visits, and investor meetings.
• Manage expense reporting and related administrative tasks with acute attention to detail.
• Proactively identify operational gaps and mitigate issues before they affect the CEO's focus.
• Maintain confidentiality concerning sensitive company matters.

Office Operations and Team Collaboration

• Oversee the daily operations and appearance of the San Francisco office.
• Manage the flow of company mail and packages, ensuring proper handling of sensitive documents.
• Facilitate the timely distribution, scanning, and forwarding of official communications.
• Maintain organized digital and physical filing systems as necessary.
• Manage relationships with vendors providing facilities, maintenance, and other services.
• Ensure workspace readiness by overseeing supplies and equipment.
• Support the onboarding process for new team members in San Francisco, including workspace setup and orientation.
• Plan and execute in-office team events, leadership meetings, and client visits.
• Collaborate with the Seattle Office Manager to standardize processes and share best practices across locations.
• Identify and implement improvements to operational processes, enhancing employee experience and productivity.
• Assist in special projects and company initiatives that require executive-level coordination.

Required Qualifications

• A minimum of 3 years of experience as an Office Manager, Workplace Manager, or in a related role.
• Experience supporting an in-person office in a fast-paced or growing environment.
• Exceptional organizational and time-management skills coupled with keen attention to detail.
• Ability to manage vendors and operational logistics independently.
• Strong written and verbal communication skills.
• Proficient in Google Workspace tools (Gmail, Calendar, Docs) and common office software.
• Resourceful, proactive, and adaptable to wearing multiple hats.

What We Offer

• Competitive salary and comprehensive benefits package.
• An impactful role reporting directly to the executive leadership.
• The opportunity to influence strategy at a growing healthcare technology firm.
• A mission-focused culture dedicated to enhancing patient access to care.

How to Apply

Please send your resume and a cover letter outlining your leadership experience and interest in the position to ...@cinnamon.health. We eagerly await your application and the possibility of working together to advance healthcare through innovation and technology!