Executive Assistant | Remote | Jackson

Founder Support (EA++) / Executive AssistantEmployment Type: Full-TimeLocation: RemoteAvailability: Early weekday coverage with occasional evening/off-hours responsiveness for rare, time-sensitive mattersApply here: https://operationsarmy.com/applicationAbout The RoleWe are looking for a high-performing startup operator who happens to own Executive Assistant responsibilities to support the Founder of a fast-moving investment firm.This is an EA++ / Founder Support role, not a traditional administrative EA position. The ideal candidate has worked directly with a founder or entrepreneur in a startup environment and is comfortable operating in a fast-moving, ambiguous setting where priorities can change quickly and wearing multiple hats is part of the job.You will act as a trusted execution partner to the Founder—anticipating needs, protecting his time, staying ahead of priorities, and figuring things out independently without requiring constant direction.As trust and context build, the role may expand beyond executive support into operations, project coordination, process improvement, and broader business support.What You'll DoFounder & Executive SupportManage and prioritize the Founder's inbox, including filtering, drafting, follow-ups, and identifying what requires his attentionOwn complex calendar management and proactively protect the Founder's timeCoordinate meetings across multiple time zonesStay ahead of upcoming meetings, deadlines, commitments, and follow-upsPrepare the Founder for meetings by ensuring relevant information, materials, and context are organizedManage travel, accommodations, reservations, and related logisticsProvide light personal administrative support as neededSeamlessly coordinate personal and professional commitmentsServe as a polished and professional representative of the Founder when communicating with external stakeholdersCommunication & Stakeholder ManagementDraft clear, polished, and professional emails and correspondenceCommunicate with investors, partners, advisors, vendors, and other external stakeholdersHandle sensitive and confidential information with discretionUnderstand when to act independently and when to escalateMaintain a high standard of professionalism across all written and verbal communicationFollow through on commitments and ensure important conversations and tasks do not fall through the cracksStartup Operations & Project SupportAs you gain trust and context, your responsibilities may expand to include:Supporting operational processes and documentationCoordinating with internal team members and external partnersManaging follow-ups and keeping projects movingSupporting events, meetings, and business initiativesAssisting with PR coordination and internal workflowsIdentifying opportunities to improve processes and make the Founder's work more efficientSupporting the internal operations leadTaking ownership of projects and driving them to completionAI & TechnologyUse AI tools and modern cloud-based software to work faster and more effectivelyLeverage technology to research, organize information, automate repetitive tasks, and solve problemsQuickly learn new tools and systems as the business evolvesBe comfortable operating in a highly digital, technology-driven environmentWhat We're Looking ForMust-HavesDirect experience supporting a founder, entrepreneur, startup leader, or senior executiveStrong startup experience in a fast-moving environmentExcellent written and spoken English with highly polished communication skillsHighly self-directed and proactive—you do not need constant hand-holding or step-by-step instructionsStrong business judgment, resourcefulness, and problem-solving abilityComfortable with ambiguity, shifting priorities, and wearing multiple hatsAble to anticipate needs rather than simply react to requestsStrong organizational skills and exceptional attention to detailComfortable receiving direct feedback, pivoting quickly, and continuing to executeCalm, composed, and reliable under pressureComfortable with AI tools, cloud-based software, and modern technologyAble to work early and stay ahead of the Founder, whose workday typically begins around 8:30 AM ESTComfortable with occasional evening or off-hours responsiveness for rare, time-sensitive mattersStrong PlusChief of Staff experienceStartup operations or business operations experienceExperience working closely with entrepreneurs or high-growth companiesExperience managing projects or cross-functional initiativesExperience improving processes or building systems from the ground upExperience coordinating with external vendors, advisors, partners, or other stakeholdersInterest in growing into broader operations and project management responsibilitiesFinance, private equity, venture capital, or investment experience is not required. We are primarily looking for someone with strong startup experience, excellent judgment, and the ability to operate as a true execution partner to a Founder.Working StyleThe Founder moves quickly, has a heavy meeting schedule, and may generate new work and messages throughout the evening. This role requires someone who can get online early, quickly catch up on what happened overnight, anticipate what is coming next, and stay ahead of the Founder throughout the day.You should be comfortable working with someone who is direct, moves quickly, and expects a high level of ownership. You should be able to take feedback without being overly sensitive, adjust quickly, and keep moving.Most importantly, you should be the type of person who thinks:I'll figure it out.rather than waiting for someone to tell you exactly what to do.What Success Looks LikeSuccess means becoming a trusted extension of the Founder.You anticipate needs before they become urgent, protect the Founder's time, keep communication moving, ensure commitments are followed through, and handle important details without constant oversight.Over time, you become someone the Founder can rely on to take a problem, figure out the best path forward, and execute.This is an opportunity for a high-performing startup operator who wants to grow beyond traditional EA responsibilities and become a key part of a scaling investment firm.If you're proactive, resourceful, tech-savvy, highly organized, and thrive in fast-moving startup environments, we'd love to hear from you.Apply here: https://operationsarmy.com/application