About Fearless Foundry

Fearless Foundry is a boutique brand strategy and marketing agency built on the belief that great work happens when the right people are given the right conditions to do it. We work with ambitious clients who are ready to build something that actually means something, and we do it through a collective model, pairing senior strategists with a trusted network of contractors who know their craft.

The Role

We're looking for an Executive & Personal Assistant to join our team as a part-time contractor. This is a project-based, hourly role built for someone who moves fluidly between high-stakes business support and personal life logistics, and treats both with equal care and precision.

You'll work directly with our CEO as her right hand, freeing her focus for the work only she can do. That means owning her calendar, managing her inbox, handling travel from start to finish, and keeping the personal side of life running just as smoothly as the professional side. You don't wait to be asked. You anticipate, act, and follow through. And you use every tool available, including AI, to make sure your brain is saved for the work that actually requires it.

What You'll Be Doing

• Own and manage the CEO's professional and personal calendars across time zones, proactively resolving conflicts and keeping everything aligned

• Monitor and manage the CEO's inbox and LinkedIn presence per established SOPs, drafting and triaging communications, managing DMs and outreach, and maintaining her voice across both channels

• Leverage AI tools to automate routine tasks, draft communications, and streamline workflows, keeping your focus on the strategic and relational work that moves things forward

• Coordinate all travel end-to-end: flights, accommodations, ground transportation, itineraries, and calendar entries for both business and personal trips

• Manage personal and family logistics including kids' schedules, healthcare administration, household vendors, and personal appointments

• Support internal operations: maintaining Google Drive and ClickUp, assisting with client onboarding and offboarding, and creating SOPs for recurring tasks

• Conduct research and sourcing for the CEO's professional and personal needs

What We're Looking For

• Prior experience in an executive assistant, personal assistant, or chief of staff support role

• Exceptional organizational skills and a genuine preference for clean systems over managed chaos

• Actively uses AI tools to handle the repetitive and administrative so your attention stays on the work that requires real judgment and relationship

• You don't just tolerate AI, you have a point of view on how to use it well, and you're always looking for smarter ways to work

• Discretion with sensitive information, including financial, legal, family, and health matters

• Strong written communication with the ability to draft on behalf of someone else and match their voice

• Proactive by nature, you identify what needs to happen before being asked

• Comfortable managing personal and professional tasks side by side without losing track of either

• Proficiency in Google Workspace, Slack, and ClickUp; comfort learning new tools quickly

• Ability to work independently in a remote, flexible, project-based structure

The Details

• This role starts at 20 hours per week, but we're looking for someone who sees that as a starting point, not a ceiling. As the business grows, so does this role. The ideal candidate is someone who values flexibility now but is genuinely open to growing with us over time.

• Starting at $25/hr

• Fully remote and flexible, we care about the work getting done, not when or where you do it.

Fearless Foundry is committed to building a team that reflects the diversity of the clients and communities we serve. We welcome applicants of all backgrounds.