Executive Assistant

DeWinter Group; Town of Texas, Irving (WI, TX); Hybrid; USD 90,000 - 130,000; Full time

Job summary

DeWinter Group, a dynamic SaaS company, seeks an Executive Assistant to support C-level leaders in a fast-paced environment. You will manage calendars, coordinate complex travel across time zones, prepare board-ready materials, and act as a trusted communication conduit for the CEO, CFO, and Chief Product Officer.

This role requires discretion, polish, and proactive problem-solving, with strong tech skills and the ability to thrive under pressure.

Qualifications

• Bachelor's degree required.
• 5+ years supporting C-level executives, preferably in SaaS, tech, or biotech sectors.
• Expert-level calendar management and scheduling across multiple time zones.
• Proficient with Outlook, Microsoft Office, Google Workspace, Slack, Zoom, and expense management tools.
• Experience coordinating complex travel arrangements and logistics.
• Ability to handle confidential information with professionalism and discretion.
• Excellent verbal and written communication skills.
• Proven ability to prioritize in a fast-paced environment.

Responsibilities

• Manage complex calendars for C-level leaders (CEO, CFO, Chief Product Officer).
• Coordinate international and domestic travel, itineraries, and logistics.
• Prepare key meeting materials and communications for executive leadership.
• Serve as a trusted communication facilitator for senior leaders and stakeholders.
• Ensure smooth executive operations and proactive problem-solving in a fast-paced SaaS environment.

Skills

Calendar management

Travel coordination

Confidential information handling

Communication

Multi-timezone scheduling

Education

Bachelor's degree

Tools

Outlook

Microsoft Office

Google Workspace

Slack

Zoom

Expense management tools

Job description

Join a dynamic SaaS company as an Executive Assistant and be a vital support pillar for top-tier leadership in a fast-paced, innovative environment. This is your opportunity to contribute to a forward-thinking organization, supporting high-level executives while sharpening your skills in a role that offers both challenge and growth.

This position, based in Waltham, involves managing complex calendars, coordinating international and domestic travel, preparing key meeting materials, and serving as a trusted communication facilitator for C-level leaders including the CEO, CFO, and Chief Product Officer. Your organizational prowess and discretion will ensure executive operations run seamlessly. You’ll thrive here if you’re a polished communicator, highly organized, technology-savvy—particularly with AI tools—and proactively solve problems.

Required Skills:

• Bachelor’s degree
• 5+ years supporting C-level executives, preferably in SaaS, tech, or biotech sectors
• Expert-level calendar management and scheduling across multiple time zones
• Strong proficiency with Outlook, Microsoft Office, Google Workspace, Slack, Zoom, and expense management tools
• Experience coordinating complex travel arrangements and logistics
• Ability to handle confidential information with professionalism and discretion
• Excellent verbal and written communication skills
• Proven ability to prioritize in a fast-paced environment

Nice to Have Skills:

• Prior experience supporting a CEO or in a venture-backed startup ecosystem
• Knowledge of AI applications and integration
• Experience supporting board or investor meetings

Preferred Education and Experience:

• Bachelor’s degree or higher
• 5+ years of executive support experience within high-growth technology companies or venture-backed organizations

Other Requirements:

• Onsite availability in Waltham, with flexibility for some remote work on Fridays
• Ability to support executives with a high level of professionalism and adaptability
• Comfortable working in a business casual environment

Elevate your career as an Executive Assistant supporting a visionary leadership team, where your organizational excellence and tech-savviness will directly impact strategic initiatives and organizational success.