Fractional Executive Assistant, Founder Operations

Fractional Executive Assistant, Founder Operations Company: LLMTrader.ai / LLMTrader.io and affiliated ventures Type: Fractional, contract Hours: 10 to 20 hours per week to start Location: Remote, US preferred. Central Time strongly preferred. OKC region is a plus. Compensation: Based on experience and output About the role We are looking for a fractional Executive Assistant focused on founder operations to support a fast-moving founder working across multiple companies in AI, trading, software, and startup operations. This is not a traditional corporate assistant role. This role is for someone who is highly organized, calm under pressure, comfortable with ambiguity, and able to reduce chaos without creating more of it. You should be the kind of person who can take a rough instruction, create structure, move things forward, and only escalate when it actually matters. You will help manage the founder’s calendar, inbox, follow ups, meeting prep, internal coordination, light research, and execution support across multiple companies. The right person is detail oriented, low ego, highly responsive, discreet, and able to operate with minimal hand holding. What success looks like You are successful in this role if:

• the founder is interrupted less
• priorities are clearer
• meetings are better prepared
• follow ups stop slipping through the cracks
• communication becomes tighter and more organized
• the founder feels lighter, not more burdened

Responsibilities

• Manage a complex calendar across multiple companies, priorities, and stakeholders
• Triage inboxes and messages, flag what matters, and draft responses where appropriate
• Coordinate meetings, calls, and scheduling with internal and external parties
• Prepare agendas, notes, summaries, and follow up action items
• Track open loops, deliverables, deadlines, and pending decisions
• Organize tasks and priorities across founders, executives, advisors, and contractors
• Support hiring, onboarding, document collection, and operational follow through
• Conduct light research and present findings in a concise, decision ready format
• Help build and maintain simple systems in tools like Notion, Google Workspace, Slack, Claude, (another personal AI) and task managers
• Ensure important items do not get lost across multiple ventures and moving parts
• Batch communication where possible and protect the founder’s focus
• YOU MUST FOLLOW our SecOps guidelines 100% to the T. Before we engage we will check to ensure you are currently brought up to our internal SecOps standards and if you're not, that's okay.

What we are looking forMust have

• Experience supporting a founder, executive, operator, or startup leadership team
• Strong written and verbal communication
• Excellent judgment on urgency, discretion, and prioritization
• Ability to work with incomplete information and still move things forward
• Strong organizational skills with a high attention to detail
• Comfort operating in a fast changing startup environment
• Ability to handle confidential information with professionalism
• Strong follow through and the ability to close loops without repeated reminders
• Proficiency with Google Workspace, Slack, calendar management, and modern productivity tools

Strongly preferred

• Experience in startups, venture backed companies, agencies, trading, fintech, SaaS, or AI environments
• Comfort supporting work across more than one company or business unit
• Familiarity with Notion, project tracking tools, Loom, ChatGPT, or workflow automation tools
• Ability to draft clean documents, summaries, and internal communications
• Based in the US, or able to work closely in Central Time

Who will do well here

• You are calm, sharp, and proactive
• You do not need constant instruction
• You can take a vague request and turn it into a clear next step
• You know how to batch questions instead of creating noise all day
• You understand that the goal is not just to “help,” but to create leverage
• You are comfortable around ambitious people, fast decisions, and shifting priorities

Who will not do well here

• People who need constant direction
• People who over communicate without moving things forward
• People who get overwhelmed by ambiguity or changing priorities
• People who are highly rigid, or process bound
• People who want a slow, predictable environment

Working style This role requires someone who is:

• highly respons