Executive Assistant to the CEO

EXECUTIVE ASSISTANT TO THE CEO Peak Performance Strategies | Vision 2 Victory Program Remote | Part-Time to Full-Time | Immediate Opening Department: Executive Operations Reports To: Founder and CEO, Kristy Pittman Location: Remote (Philippines or U.S.-based welcome) Type: Contract / Part-Time with path to Full-Time Start Date: Immediate Compensation: Competitive | Based on Experience WHY THIS ROLE MATTERS Kristy Pittman is a coach, author, speaker, and the founder of Peak Performance Strategies. She has helped veteran-owned businesses secure over $550 million in federal contracts and she is scaling fast. Her days are full of high-value work: coaching veterans, leading the Vision 2 Victory program, building partnerships, and teaching people how to build businesses they love. What she needs is someone who protects that time and keeps everything behind the scenes running like clockwork. That is where you come in. This is not a passive inbox-management job. You will be the person Kristy trusts to keep her organized, prepared, and focused on what only she can do. When you are doing your job well, she feels lighter, clearer, and free to lead. That matters, because when she leads well, veterans win contracts and change their lives. WHO WE'RE LOOKING FOR You are sharp, organized, and two steps ahead. You anticipate what is needed before it is asked. You communicate clearly and follow through without being reminded. You take ownership of the details so Kristy can stay focused on the big picture. Here is what we are looking for: • You are proactive, not reactive. You do not wait to be told. You see what needs to happen and you make it happen. • You are reliable and consistent. Kristy needs to trust you completely. That trust is built through follow-through, every single time. • You are calm under pressure. When things move fast or get messy, you stay steady and solve problems without drama. • You are tech-savvy and AI-trained. You use tools like ChatGPT or Claude to work smarter, draft faster, and do more with less. • You are mission-aligned. You genuinely care about veteran entrepreneurs and the work we do to support them. • You protect confidentiality. You will have access to sensitive business information and you treat it with full discretion. CORE RESPONSIBILITIES Calendar and Schedule Management • Own Kristy's calendar from start to finish, including scheduling, rescheduling, and protecting her Focus Days • Coordinate meetings with students, partners, vendors, and team members across time zones • Prepare daily and weekly agendas so Kristy always knows what is coming and can show up prepared • Build in buffer time and protect boundaries between coaching, admin, and personal commitments • Manage Zoom links, meeting access, and logistics for all sessions Communication and Correspondence • Monitor and organize Kristy's inbox, flagging what is urgent and filtering what is not • Draft emails, follow-up messages, and responses in Kristy's voice for her review and approval • Handle routine correspondence with partners, vendors, and contacts independently • Coordinate with team members on Kristy's behalf for day-to-day task updates and check-ins Task and Project Coordination • Maintain task lists and project trackers so nothing falls through the cracks • Follow up with team members on open items and keep Kristy informed without pulling her into the weeds • Prepare materials, agendas, and documents for meetings and coaching sessions • Coordinate logistics for events, speaking engagements, book promotions, and program launches Document and File Management • Create and maintain organized folder systems across Google Drive and shared platforms • Prepare, format, and proof documents including presentations, proposals, and reports • Track and manage contracts, agreements, and important business records • Keep credentials, SOPs, and reference documents current and easy to find AI Tools and Efficiency Systems • Use AI tools daily to draft communications, summarize information, and research topics efficiently • Identify repetitive tasks that can be templated, automated, or streamlined • Support the team by creating SOPs and documentation that reduce reliance on company knowledge • Stay current on tools and AI technology that help the team work smarter Personal and Administrative Support • Coordinate personal scheduling needs including appointments calendar items • Manage travel arrangements and logistics when needed • Handle ad hoc research, vendor coordination, and special projects as they arise • Anticipate Kristy's needs and take initiative without being prompted REQUIRED QUALIFICATIONS • 2 or more years of experience as an executive assistant, virtual assistant, or in a similar support role • Excellent written English communication skills with the ability to write in someone else's voice • Strong organizational skills with the ability to manage multiple priorities at the same time • Proficiency in Google Workspace including Gmail, Google Calendar, Google Docs, and Google Drive • Experience using Zoom and other video conferencing platforms • Comfortable using AI tools such as Claude, Notebook LM and Notion in everyday work • Reliable internet connection and a quiet, professional remote work setup • High attention to detail with a zero-excuses approach to follow-through PREFERRED QUALIFICATIONS • Experience supporting a founder, CEO, or executive in a fast-growing company • Experience with GoHighLevel or similar CRM and automation tools • Background working with coaches, consultants, or online course businesses • Exposure to government contracting, veteran businesses, or federal procurement processes • Military veteran or military-connected background is a strong plus WHAT WE OFFER • Meaningful work in a mission-driven company that genuinely serves veterans • Flexible, remote schedule with an async-friendly team culture • A front-row seat to how a growing coaching and consulting business is built • A leader who values your contribution, communicates clearly, and treats you with respect • Room to grow as the company scales, with increasing responsibility for the right person • A team culture rooted in persistence, preparation, integrity, and care for each other OUR CORE VALUES We are not looking for someone who just does tasks. We are looking for someone who genuinely shares these values. Persistence You find a way through. Every time. Integrity You do what you say. No exceptions. Preparation You come ready. You anticipate before you are asked. Service Excellence You raise the standard in every interaction. HOW TO APPLY Send the following • Your resume or LinkedIn profile • A 2 to 3 minute video introduction: Tell us who you are, what kind of executive you work best with, and why this role is a fit for you right now • Your answer to this question: Describe a time you helped a busy leader stay organized and focused during a high-pressure stretch. What did you do and what was the result? • Your availability, time zone, and preferred hours per week Subject Line: Executive Assistant | [Your Name] We respond to every applicant who follows the instructions above. If you are ready to do meaningful work alongside a leader who is building something real for veterans, we want to hear from you. Peak Performance Strategies