Flourish Legal Well-Being - Executive Assistant

About The Company

Hi, I’m Jon from Flourish Legal Well-Being . What we do is simple but powerful : we help lawyers with their well-being. Lawyers often work long hours, deal with high stress, and face burnout. Through workshops, coaching, and counseling, we support the world’s top law firms by helping their teams thrive, both personally and professionally.

Over the past two years, we’ve doubled in size and are now moving into a more stable stage of growth. My goal is to step back from personally delivering all the work and focus more on leading the company. We’ve got good systems in place already - daily check-ins, Notion databases, focused email rules - and now I’m looking for someone to join me in running the “office of the CEO.”

This is a chance to step into a meaningful role where you’ll be a close collaborator and make a real difference every single day.

About The Role

We’re looking for an Executive Assistant to the CEO.

You’ll be the person who helps me stay focused on what only I can do, taking administrative tasks off my plate while also acting as a close collaborator. Think of it as us running the CEO’s office together - you’ll handle the details, processes, and communications that allow me to operate at my best.

Your main responsibilities will include :

📅 Manage calendar : schedule and organize meetings, calls, and deadlines

📧 Handle email : manage inboxes, reply on my behalf, and keep communication flowing

🗂️ Prepare daily briefings : guide me through the day with clear updates on tasks and appointments

✈️ Organize travel : book and manage flights, hotels, and logistics while learning my preferences

🛒 Take care of admin : research, purchases, subscription management, and other daily tasks

⚙️ Improve processes : suggest and set up more efficient ways of working

🚀 Lead special projects : figure out solutions, own tasks, and get things done

The ideal candidate is someone who’s not only reliable and detail-oriented but also a great communicator with a warm and friendly style. You’re resourceful, proactive, and able to anticipate needs before they arise. You’ll thrive in a collaborative partnership where your work directly impacts the effectiveness and success of the CEO.

Working Hours : This is a full-time role with consistent daily collaboration and regular check-ins. Working ideally from 9am to 6pm EST.

Requirements

You’ll thrive in this role if you have :

✅ 2 years plus of experience as a Virtual Executive Assistant

✅ Experience working for a small or start up International or US based business.

✅ Native-level English writing and speaking skills (warm, professional, and clear tone)

✅ Experience managing complex calendars, inboxes, and travel bookings

✅ Strong organizational skills - detail-oriented and great at follow-through

✅ Tech-savvy and quick to learn new software (Google Suite, Slack, Notion, Calendly, etc.)

✅ Comfortable handling financial admin and vendor relationships

✅ Quality-focused, accountable, and proactive in finding solutions

✅ Familiar with using AI tools like ChatGPT or open to learning

✅Proactive problem-solver needed to provide structure, anticipate challenges, and confidently recommend solutions

Brownie points for :

⭐ Event coordination experience

⭐ Canva or basic design skills for simple visuals or presentations

⭐ CRM experience (Bigin or similar)

⭐ B2B lead generation skills

⭐ Advanced Notion knowledge (databases, automations, etc.)

Benefits

What’s in it for you?

💰 Salary : $2,000–$2,200 per month

🕒 Full-time : Fully remote role

📅 Paid Time Off : 21 days + US public holidays

• Please note that this is a gross salary and that you are responsible for any tax-related procedures in your country of residence. We kindly ask you to apply only if you are happy to work remotely as an independent contractor.