Executive Assistant | AI Operations & Strategic Execution

THE OPPORTUNITY

Yvonne Pire is the owner of multiple companies, including Trofholz Technologies, a federal security integration firm, and The Rising Zone, a coworking and wellness company. She is a USAF veteran, entrepreneur, and operator building businesses that run on accountability, clear systems, and consistent improvement.

This role works directly for Yvonne across everything she touches: executive operations, business development, marketing, and proposal coordination across her portfolio. You are her primary coordinator, the person who sits between Yvonne’s direction and the people executing it. Nothing gets lost. Nothing falls behind.

Proposal and business development coordination are important responsibilities across Trofholz and The Rising Zone. Prior federal-contracting experience is helpful, but it is not the primary qualification. Strong coordination skills, advanced AI fluency, sound judgment, and the ability to learn proposal processes quickly are more important.

We are looking for someone with intermediate professional experience, advanced AI fluency, and the drive to grow quickly. If you are eager to learn, willing to be coached, and ready to use AI as a core part of your work, this is the right environment.

Advanced, demonstrated use of Claude and other AI tools is a core requirement—not a bonus. You must already use AI confidently to improve the speed, quality, and consistency of your work.

If you thrive in high-ownership environments, manage complexity without losing detail, and want to grow alongside a founder who moves fast, this was written for you.

 

WHAT YOU WILL DO

Executive Assistant and Operations Support

You are Yvonne’s right hand across all her companies. You shadow her in meetings, capture what she thinks, coordinate what she decides, and make sure her time and attention stay focused on leadership and growth. When she travels, you hold the operation together and use that focused time to move priority projects forward.

• Manage Yvonne’s calendar, inbox, and communications across all businesses with precision and professionalism
• Communicate on Yvonne’s behalf with employees, clients, partners, and vendors, representing her with clarity and executive presence
• Capture ideas, decisions, and commitments in real time during meetings and working sessions, translating them immediately into organized action items with owners and deadlines
• Coordinate travel, logistics, meeting preparation, and follow-through so Yvonne stays focused on strategy and growth
• Serve as the primary coordinator between Yvonne’s direction and the people responsible for execution across all companies
• Track every open commitment, task, and action item across the portfolio and ensure nothing falls through the cracks
• Use Claude and other AI tools daily to draft and refine communications, analyze documents, process meeting notes, extract action items, create repeatable prompts, and eliminate repetitive manual work
• Identify, test, and improve AI-assisted workflows and automations across operations, reviewing outputs for accuracy, tone, confidentiality, and business context
• Take Yvonne’s AI conversation threads, prompt strings, ideas, and generated work products; translate them into organized workstreams; and drive each item through execution, follow-up, and completion
• Document processes and systems so operations stay consistent as the business scales

Marketing Support

• Coordinate marketing activity for Trofholz, working with Yvonne to move direction into execution with the right internal and external resources
• Serve as the liaison between Yvonne and The Rising Zone marketing team, ensuring alignment, follow-through, and consistent communication across all marketing efforts

Proposal Coordination

• Monitor opportunity platforms including SAM.gov for RFPs, RFIs, and pre-solicitation notices aligned with Trofholz and Rising Zone capabilities
• Coordinate the full proposal process from kickoff through submission, including schedules, contributor tracking, compliance, and version control
• Support proposal content development by coordinating subject matter experts, maintaining reusable content libraries, using AI appropriately to accelerate drafting and analysis, and integrating review feedback
• Coordinate post-submission debriefs to capture lessons learned and strengthen future proposals

Business Development Support

• Track th…