Executive Assistant (Part-Time, Remote)

We’re seeking a highly organized, proactive Executive Assistant to support a high-functioning and busy CEO. This role is ideal for someone who thrives on bringing order, anticipates needs before they’re voiced, and takes pride in doing the small things exceptionally well.

Role: Executive Assistant

Location: Remote, Eastern Time Zone preferred

Pay: $30-38 based on experience

Schedule: Part-Time, 15 hours/week Monday-Friday, Flexible, with preferences noted below

What You’ll Do

You’ll be the administrative backbone behind the scenes of Helpwell Co. client, Epic Rivers Leadership, directly supporting the CEO – ensuring everything runs smoothly day to day. Workload and expectations are designed to fit within a 10–15 hour/week remote work structure. Responsibilities include:

• Manage inbox (Outlook): triage, organize, and respond to emails 2x daily (Mon–Fri) using an established system
• Manage calendar (Outlook): schedule meetings, confirm attendance, block travel/transition time, and ensure accuracy across all events
• Book and coordinate travel arrangements
• Organize and submit expense reports
• Track coaching clients and key activities in Trello, ensuring sessions are scheduled, notes are current, and follow-ups are completed
• Coordinate client communication and follow-ups, ensuring coaching clients stay engaged, scheduled, and informed
• Coordinate and organize AI-generated summaries from stakeholder interviews
• Support special projects (e.g., conference applications, setting up emails in GoDaddy, one-off operational tasks)
• Maintain and manage systems (email inbox, Trello, calendar) to ensure accuracy, organization, and follow-through
• Proactively track open loops, follow up on outstanding items, and ensure nothing falls through the cracks
• Provide light support to Chief of Staff and Director of Operations as needed

What We’re Looking For:

• Exceptionally detail-oriented — you catch what others miss
• Tech-savvy and quick to learn new tools (Outlook, Trello, etc.)
• Strong written communication skills
• Proactive, resourceful, and solution-oriented
• Comfortable working independently and managing multiple priorities
• Enjoys administrative work and takes pride in doing it well
• Values discretion, professionalism, and follow-through

Experience & Qualifications

• Prior experience supporting an executive, founder, or leadership team
• Strong proficiency with core tools (Outlook, calendar management, email organization)
• Experience managing calendars and inboxes for busy professionals with multiple priorities
• Comfortable coordinating logistics such as travel, scheduling, and expense tracking
• Experience working in a remote environment and managing your own time effectively
• Proven ability to handle confidential information with discretion
• Experience with tools like Trello or similar project management systems preferred
• Attention to detail matters in this role. Please include the word “anchor” in the body of your application email.

Schedule & Compensation:

• 10-15 hours per week (Monday-Friday)
• Required: Weekly team meeting (Mondays, 11am ET)
• Preferred Workflow: 1-2 hours in the morning (before 10 AM ET) and then 1-2 hours in the afternoon (after 2 PM ET), Monday-Friday
• Hourly Rate: $30-38/hr (with potential for future growth)

How to Apply:

Interested candidates should apply by sending an email to epic@helpwellco.com with their resume and a short cover letter. In the subject line, include: “[Name] – EA Application – Epic Rivers Leadership – Indeed”. In the email, briefly share your favorite productivity tool and why you love it.

Epic Rivers Leadership is an equal opportunity employer. We are committed to building a team that reflects a variety of backgrounds, perspectives, and experiences. All qualified applicants will be considered for employment without regard to any protected characteristic under applicable law.

Pay: $30.00 - $38.00 per hour

Expected hours: 10.0 – 15.0 per week

Benefits:

• Flexible schedule

Application Question(s):

• Did you submit your application via email?
• Are you located in EST?
• Are you able to work 2 hours in the morning (8-10am) and 2 hours in the afternoon? (after 2pm)

Language:

• English (Preferred)

Work Location: Remote