Job Summary

We are seeking a highly organized and proactive Senior Executive Assistant to support three executives across OpenGov’s Go-To-Market (GTM) organization.

You’ll be the right hand for leaders in Marketing, Professional Services, and Customer Solutions, owning calendars, travel, and daily operations while building strong cross-functional relationships with professionalism, confidentiality, and sound judgment. This is a five-day-a-week onsite role in our Chicago office for someone who thrives in a fast-paced environment, adapts quickly to shifting priorities, and communicates with clarity and discretion. You’ll contribute to the rhythm and execution of GTM strategy every day.

Key Responsibilities

Executive Support

• Manage and optimize complex calendars across time zones with minimal conflicts, applying sound judgment to prioritize meetings aligned with business needs.

• Coordinate detailed domestic and international travel, including itineraries, agendas, and logistical arrangements.

• Anticipate needs and ensure executives are prepared for all meetings by tracking agendas, briefing materials, and follow-ups.

• Draft and edit professional correspondence, presentations, and internal documentation as needed.

• Track key deliverables and action items to ensure follow-through on top priorities.

Cross-Functional Coordination

• Partner closely with other executive assistants, Chiefs of Staff, and GTM leaders to manage alignment, meeting flow, and operational rhythms.

• Work closely with the Events Manager to support the planning and execution of GTM-led events and team offsites, handling executive logistics and communicating with stakeholders.

• Serve as a consistent and reliable point of contact for the GTM leaders and cross-functional stakeholders.

• Support marketing programs with day-to-day logistics, partnering with office managers to keep swag and print materials stocked, selecting and ordering merchandise, and arranging shipments to customers.

• Support company recognition programs, including sourcing, ordering, and distributing award gifts for winners.
  

Administrative Excellence

• Process and track expense reports, purchase orders, approvals, and other administrative workflows in compliance and company policy.

• Handle highly sensitive information with absolute discretion and professionalism.

Work Hours & Overtime Expectations

This role requires a standard 40-hour workweek, with the flexibility to support occasional after-hours needs. During peak periods—such as quarterly business reviews, executive offsites, or leadership planning cycles—additional hours may be necessary.

• Average Overtime: 3–5 hours per week
  

• Peak Period Overtime: May increase to 10–15 hours in select weeks

Note: Overtime hours are not guaranteed and may vary based on business needs. Non-exempt employees will be compensated for all hours worked in accordance with applicable state and federal laws.

Qualifications

• Bachelor’s degree or equivalent experience required.

• 5+ years of experience supporting senior-level executives in a high-growth or fast-paced environment (SaaS or tech industry strongly preferred).

• Experience coordinating events, merchandise, gifting, or marketing program logistics.

• Strong organizational and time management skills with a demonstrated ability to prioritize tasks independently.

• Proven success in managing high-volume scheduling, travel, and coordination across multiple stakeholders.

• Excellent written and verbal communication skills with a high degree of professionalism; able to represent executives with professionalism.

• Adaptable, level-headed, and able to handle confidential or time-sensitive matters with discretion.

• Proficiency in Google Workspace, Slack, Zoom, and other modern workplace tools.

Personal Attributes

• Operates with discretion, reliability, and integrity at all times.

• Ability to build culture and rapport in our Chicago office

• Proactive and resourceful; takes ownership and solves problems independently.

• Brings calm and clarity in a fast-paced environment with shifting priorities.

• Collaborative and curious; committed to team and organizational success.

• Flexible and dependable—willing to support occasional off-hours needs.

• Confident, professional, and always raising the bar for what great support looks like.

Compensation

Chicago, IL: $110,000 - $120,000

Why OpenGov?

• Comprehensive healthcare options for individuals and families

• Flexible vacation policy and paid company holidays

• 401(k) with company match

• Professional development and growth opportunities