Executive Assistant

We’re looking for an Executive Assistant (EA) to support three CEOs leading growing, mission-driven organizations. This role is central to how we work—and it’s part of a shared services model we’re intentionally testing and learning from. Our hope is that, if done well, this model can offer a thoughtful, sustainable way for organizations to access high-level executive support.

The three CEOs you’ll support are deeply collaborative, socially invested, and actively building organizations that aim to have real impact. We’re looking for a partner-minded EA who can provide the kind of high-trust, high-level support that allows us to operate at the next level.

Day to day, this role keeps work moving and leaders focused—managing calendars and inboxes, coordinating logistics, tracking commitments, and ensuring follow-through. But it goes beyond task management. We’re looking for someone who owns the thinking behind the work: anticipating needs, noticing patterns, improving systems, and making thoughtful decisions about priorities and flow.

This is a shared services role, which means you’ll be technically employed by Endeavor TBD while supporting three leaders across related organizations. You’ll balance time and priorities across them, build trusted relationships with each, and help create consistency across how work gets done.

The right person enjoys staying a step ahead, bringing order to complexity, and taking responsibility for outcomes—not just activities. The work blends strong administrative skills with judgment, planning, and proactive coordination, and it’s well-suited for someone who likes being relied on and trusted.

About Endeavor TBD, Durant Bailey, and The Equity Brain Trust

The Executive Assistant will support the CEO’s of three businesses/organizations through a coordinated, clearly prioritized shared-services model. Each organization is outlined below:

• Endeavor TBD (  ) is the operations firm for social enterprise.®
  
  E.TBD works with mission-driven organizations and businesses on implementation. The firm provides implementation support, fractional operator staffing, full-time operator search, and ops training for nonprofits and small businesses.
• Durant Bailey (  ) is a financial consulting firm that supports organizations and leaders through growth, partnerships, and strategic initiatives, with a focus on execution, relationships, and operational clarity.
• The Equity Brain Trust (TEBT) is a data firm that works with economic developers to drive equitable growth. TEBT utilizes strategy and design, data capacity-building, and software solutions to collect, manage, and visualize data for continuous improvement and results.

About the Executive Assistant Role

In this role, the Executive Assistant is not only responsible for managing tasks and logistics, but for owning how executive support functions day to day. This includes thinking ahead, planning proactively, making informed judgment calls, and continuously improving how systems, communication, and coordination work across the three executives. We’re looking for someone who takes responsibility for outcomes, not just assignments.

The following are core responsibilities:

Executive Inbox & Calendar Management

• Manage and triage executive inboxes with discretion and judgment
• Draft and send routine responses using approved language and templates
• Schedule, reschedule, and confirm meetings across multiple calendars
• Prepare daily or weekly calendar look-aheads and flag conflicts
• Coordinate travel logistics when needed

Meeting & Communication Logistics

• Take notes on selected meetings (e.g., business development, planning)
• Send follow-ups, summaries, and action items
• Track next steps so conversations turn into movement

Administrative Business Operations

• Prepare and submit invoices using existing templates
• Track invoice status and follow up as needed
• Assist with contract and scope submissions (admin side only)
• Maintain organized records for financial and administrative documents
• Maintain lead trackers or CRM systems (status updates, notes, reminders)
• Flag stalled follow-ups or overdue actions
• Prepare daily or weekly follow-up reminders for each CEO
• Track proposal deadlines…