Job Description

Our Organization's DNA

• Do good work. Have fun.
• Stay curious.
• Do the right thing.
• Don't take life too seriously, you'll never get out alive.

Position Overview

We're looking for an Executive Assistant to support our team ~2 days a week at our Miami HQ. This is the perfect gig for someone who's phenomenal at juggling multiple priorities, loves making other people's lives easier, and can handle just about anything that's thrown their way with grace and good humor.

You'll be the wizard behind the curtain, making our executive team look good while they focus on growing our innovative ICHRA solution for companies with prevailing wage requirements. We need someone who's detail-obsessed, tech-savvy, and doesn't need hand-holding to get things done.

Our team is transforming how construction and government contractors approach healthcare benefits, and we need someone who can keep our leadership team organized and operating at peak efficiency—even if it's just for two days a week.

Key Responsibilities

• Provide general administrative and scheduling support to keep our CEO's life running smoothly
• Handle a mix of business and personal tasks for the CEO (because work-life balance is a myth when you're running a company)
• Assist the other co-founder as needed with various admin support tasks
• Book travel arrangements that don't involve middle seats or 6-hour layovers
• Prepare materials for meetings so our execs actually look prepared (because they will be, thanks to you)
• Handle expense reports before they turn into archaeological digs
• Manage special projects that nobody else knows how to categorize
• Take notes in meetings that people will actually want to read later
• Anticipate needs before they're even articulated (mind-reading abilities a plus but not required)
• Help maintain our slightly irreverent but always professional company culture

QualificationsRequired Experience

• 2+ years in an administrative or executive support role
• Track record of making busy people's lives easier
• Experience juggling multiple priorities without dropping any important balls
• History of solving problems without creating new ones
• Evidence of "doing the right thing" even when nobody's watching

Knowledge & Skills

• Tech-savvy enough to troubleshoot basic IT issues (like finding that file that "disappeared")
• Calendar management skills that border on precognition
• Writing abilities that make emails sound like they came from the person you're supporting
• Exceptional organization skills (your spice rack is alphabetized, isn't it?)
• Discretion with confidential information (what happens at CVRD stays at CVRD)
• Ability to work independently without someone checking your work every 5 minutes
• Sense of humor that can weather the occasional stress storm 

Preferred Qualifications

• Experience in healthcare, benefits, or HR-adjacent roles
• Knowledge of common productivity tools like Google Workspace, Slack, etc.
• Experience supporting multiple executives simultaneously
• Previous work in a startup or high-growth environment
• Miami local who knows all the best lunch spots (kidding...sort of)

The Nitty Gritty

• Hours: Approx2 days per week (16 hours), days/hours flexible based on mutual agreement
• Location: Miami HQ (Little River area) | (this is an in-person role)
• Compensation: $25-30/hour based on experience
• Reports to: CEO

Success Criteria

We'll know you're crushing it when:

1. Our executives can focus on growth because their schedules make sense and their daily tasks are handled
2. Nothing important falls through the cracks on your watch
3. The office runs smoother on your two days than it does the other three
4. You anticipate needs before they become problems
5. You contribute solutions, not just identify issues
6. You embody our "do good work, have fun" philosophy, even when things get hectic

Think you've got what it takes to be the part-time powerhouse we need? We'd love to hear from you! Apply now and show us how you can make magic happen, even on a part-time schedule.

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