Demo

EA to Founder/CEO-Cyber Security-CoS Growth

The Windfall
York, NY Full Time
POSTED ON 3/10/2026
AVAILABLE BEFORE 5/9/2026
The Windfall is partnering with a Cybersecurity company who is seeking to hire an Executive Assistant/Operations Partner to support the Founder & CEO. This is not a traditional calendar-management EA role. The CEO is looking for a sharp, highly organized partner who can act as a true extension of him; managing priorities, drafting communications, tracking follow-ups across leadership, and ensuring key initiatives stay on track. With 15 direct reports reporting into the CEO, this person will play an important role in keeping projects moving, maintaining visibility across the team, and helping run the company’s OKR program. The role is a mix of EA, operations, and light Chief of Staff responsibilities, ideal for someone proactive, detail-oriented, and willing to roll up their sleeves to support a fast-moving founder and team. This is working in office 5 days/week. ResponsibilitiesManage inbox, answer on behalf and draft replies using CEOs tone and guidelinesMaintain calendar precision, handle scheduling for clients, investors, external and internal meetings. Send gifts, support network favors on behalf of the founderCoordinate with vendors (photographers, videographers, event planners) for executive dinners and company gatheringsMaintain polished, professional communication on behalf of the founder and teamTrack ongoing projects, maintain task boards, document workflows, and close loops proactivelyHandle expense tracking, scheduling logistics, and follow-ups without needing remindersMaintain spotless documentation and shared resourcesUse AI tools (ChatGPT, Claude) and traditional research to identify vendors, partners or best practicesSynthesize information for decision makingSupport GTM execution: meeting follow-ups, CRM hygiene, lead tracking, customer coordinationIntegrate AI tools into daily operations to eliminate manual stepsRequirements3 years of experience in operations, COS, EA, customer success or project coordinationPrior exposure to high-velocity of founder-driven environments preferredHighly proficient in modern tools: Google Suite, Slack, SalesForce, ChatGPT/AI toolDemonstrated examples of taking ownership beyond job scopeBachelor Degree required PACKAGE$150K base salaryDiscretionary Bonus Based on Individual & Firm Performance100% Covered Benefits401K MatchEquityCommuter Benefits#ZR

Salary : $25 - $30

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