Executive Assistant to the CEO - Revley (Windsor)

About Revley Revley is building the operating system for the recurring economy. E-commerce. Subscriptions. Telemedicine. Software apps. Small businesses with recurring revenue. Anywhere money moves on a schedule, the underlying infrastructure is fragmented and built by accident. We are building it on purpose. We start at the foundation — payments and tokenization. From there, a fully vertically integrated stack: checkout, subscriptions, multi-processor routing, dispute prevention. All built to work together. Not a collection of integrations. One system. The Role We are hiring an Executive Assistant to the CEO to help build and run the operating cadence of a fast-moving early-stage company. You will work directly with the CEO on a daily basis, with broad ownership over scheduling, communications, internal coordination, and the tooling that supports it all. This role is ideal for an early-career operator who has already supported a senior leader at a startup or fast-paced environment, who is comfortable with modern tools and AI, and who wants real operating exposure inside a growing company. Responsibilities - Manage the CEO's calendar, meetings, and follow-up cadence end to end - Schedule meetings, manage interview pipelines, prepare agendas, and send recaps - Draft business correspondence, internal documents, and external communications - Coordinate business travel, vendor relationships, and operational logistics - Set up and maintain internal tools including the company CRM, recruiting pipelines, and operational dashboards - Build internal automations across no-code and AI tooling to remove manual work - Use modern AI tools to research, draft, summarize, and prepare materials - Anticipate operational needs and prepare briefing materials in advance - Coordinate confidential business communications with discretion Required Qualifications - One or more years supporting a CEO, founder, or senior leader, or equivalent operating experience at an early-stage startup - Excellent written and verbal communication skills - Robust organizational skills and high attention to detail - Comfort with modern productivity and collaboration tools - Ability to operate independently and exercise sound judgment - Based in Canada with availability during Eastern Time business hours Preferred Qualifications - Prior experience as an Executive Assistant, Founder's Associate, or Operations Associate at a startup - Working knowledge of AI tools such as ChatGPT, Claude, or similar - Experience setting up or maintaining a CRM (Attio, HubSpot, Salesforce, or similar) - Experience with no-code automation platforms (Zapier, Make, n8n) - Familiarity with Notion, Linear, Slack, and Google Workspace - Background in payments, e-commerce, or SaaS Competitive base salary plus performance bonus and equity. Semi-annual performance reviews with compensation adjustments. How to Apply - Apply directly through LinkedIn or send your resume to . Apply on Kit Job: kitjob.ca/job/2oy4ug