HighLevel is hiring: Executive Assistant in Milwaukee

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Overview

HighLevel is an AI powered, all‑in‑one white-label sales & marketing platform that empowers agencies, entrepreneurs, and businesses to elevate their digital presence and drive growth. We support a global and growing community of over 2 million businesses, comprised of agencies, consultants, and businesses of all sizes and industries. HighLevel provides tools to capture, nurture, and close new leads into repeat customers.

As of mid 2025, HighLevel handles significant data and activity across its platform, supporting a remote‑first, global team culture rooted in creativity, collaboration, and impact.

Who You Are

We’re looking for a proactive, detail‑oriented Executive Assistant to support our CFO, CLO, and CPO. This role will help ensure their offices run smoothly, priorities stay on track, and time is optimized in a fast‑paced and highly visible function. You will act as a gatekeeper and partner, helping prioritize initiatives, coordinate cross‑functional meetings, and ensure timely communication across internal and external stakeholders. You will filter information, communications, and requests to keep executive focus on the highest priorities.

What You Will Do

Executive Support

• Manage complex calendar scheduling across multiple time zones, ensuring time is aligned to business priorities.
• Handle inbox triage and communications as needed.
• Coordinate travel logistics, including international flights, accommodations, and expense reconciliation.
• Anticipate executive needs and proactively solve scheduling or communication bottlenecks.
• Maintain high discretion when handling sensitive and confidential information.

Meeting & Communication Coordination

• Attend meetings, prepare agendas, capture discussion outcomes, and track action items and follow-ups as needed.
• Liaise with internal stakeholders on behalf of the leaders to move priorities forward.
• Coordinate logistics with external parties, including vendors, partners, auditors, and board members as needed.
• Facilitate communication and alignment across the CFO, CLO, and CPO, ensuring priorities are coordinated and follow‑through is consistent.

What You Bring

• 3+ years of experience supporting senior executives, preferably in a high‑growth, fast‑paced tech or SaaS environment.
• Strong calendar, time management, and prioritisation skills; you thrive in organised chaos.
• Excellent written and verbal communication skills; you know how to write clear, concise, and professional emails.
• High discretion and integrity — you’ll be handling sensitive information daily.
• Confidence in coordinating across levels — from executive leaders to internal stakeholders across teams.
• Comfort with tools like Google Workspace, Slack, Zoom, ClickUp, and Ramp.

EEO Statement

The company is an Equal Opportunity Employer. As an employer subject to affirmative action regulations, we invite you to voluntarily provide the following demographic information. This information is used solely for compliance with government recordkeeping, reporting, and other legal requirements. Providing this information is voluntary and refusal to do so will not affect your application status. This data will be kept separate from your application and will not be used in the hiring decision.