Executive Assistant

Tripleseat•Concord, MA

65d•Hybrid

About The Position

Tripleseat is the leading web-based event management and sales platform designed for restaurants, hotels, and unique venues. Our mission is to simplify and streamline the event planning process, allowing our clients to focus on delivering exceptional customer experiences. We pride ourselves on fostering a collaborative, innovative work environment that encourages growth and development. We're seeking an exceptional Executive Assistant to serve as a trusted partner to our CEO and leadership team. This role is critical to maintaining operational excellence and ensuring our executives can focus on driving Tripleseat's growth and serving our customers. You'll be at the center of our operations, coordinating across teams, anticipating needs, and ensuring nothing falls through the cracks.

Requirements

5+ years of experience providing executive-level administrative support, preferably in a fast-paced technology or SaaS environment
Proven ability to manage complex calendars, resolve scheduling conflicts diplomatically, and balance competing priorities across multiple stakeholders
Exceptional organizational skills with meticulous attention to detail and ability to manage multiple projects simultaneously without dropping the ball
Strong written and verbal communication skills, with ability to represent executives professionally to internal and external stakeholders including board members, investors, and customers
Experience coordinating travel, events, and offsites with strong vendor management and budget oversight capabilities
Track record of building collaborative relationships across all levels of an organization and working effectively with cross-functional teams
Proactive, self-motivated approach with ability to anticipate needs, identify problems before they arise, and take initiative to implement solutions
Discretion and sound judgment when handling confidential information and sensitive situations
Commitment to delivering high-quality work with a mindset of continuous improvement and raising standards
Proficiency with modern workplace tools and demonstrated ability to quickly learn new systems and platforms
Resourcefulness and adaptability when priorities shift, with focus on getting results and following through on commitments
Professional presence with low ego, willingness to share credit with others, and ownership of mistakes
Genuine care for supporting others' success and creating positive experiences for colleagues and external contacts

Responsibilities

Provide high-level administrative support to 1–3 executives, managing calendars end-to-end including scheduling across time zones, resolving conflicts, protecting focus time, and ensuring agendas and materials are prepared in advance
Drive meeting effectiveness by confirming objectives, required attendees, pre-reads, and decisions needed, while capturing and actioning follow-ups to ensure accountability
Manage executive communications by triaging inbox and Slack messages, drafting responses, routing items to appropriate leaders, and ensuring timely follow-through on commitments
Coordinate all aspects of domestic and international travel including flights, hotels, ground transportation, itineraries, contingency plans, and travel briefing packets with meeting context and key talking points
Support board meetings, offsites, QBRs, leadership summits, and team events from planning through execution, including venue selection, vendor coordination, budget management, and run-of-show schedules
Partner with Chief of Staff and cross-functional teams (Finance, People Ops, Legal, Sales Ops, Product Ops, IT) to execute executive priorities and maintain a predictable operating rhythm
Handle highly confidential information with discretion, including people matters, compensation, performance discussions, customer/partner negotiations, and strategic initiatives
Maintain and continuously improve administrative processes, systems, and documentation to increase efficiency and effectiveness across the executive function
Leverage technology stack effectively (Google Workspace/Microsoft 365, Slack, Zoom, Salesforce, Concur/Expensify, Notion/Confluence, Asana/Jira) and identify opportunities for workflow automation and optimization
Other related duties as assigned
Use AI tools (e.g., ChatGPT/Claude/Microsoft Copilot, Gemini, or approved internal AI assistants) to accelerate drafting, summarizing, and organizing executive communications, briefs, and meeting materials.
Produce high-quality meeting prep packets using AI-assisted research/synthesis (internal docs, past notes, customer context) while validating accuracy and sources.
Turn messy inputs into polished outputs: agendas, talking points, follow-up emails, status updates, and executive-ready summaries.
Create concise post-meeting recaps with decisions, owners, deadlines, and risks; maintain an AI-assisted action log to improve follow-through and visibility.
Build and maintain prompt templates and reusable workflows for common tasks (weekly updates, QBR prep, board prep, travel briefs, stakeholder comms).
Leverage AI to compare scheduling options, optimize travel itineraries, and propose efficient routes/meeting sequences across time zones.
Use AI to help identify themes and patterns across inbound requests (e.g., recurring issues, bottlenecks, stakeholder topics) and flag insights to the executive.
Support executive prioritization by summarizing key updates from multiple sources (Slack channels, project trackers, KPI dashboards) into a single, clear digest.