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CSC Generation

CSC Generation

www.cscgeneration.com

1 Job

266 Employees

About the Company

We are CSC Generation. We acquire and transform retailers into high performing, digital first consumer-centric businesses. As of May 2023, we have nine brands that are part of the CSC family. We expect to keep growing and adding more companies to our portfolio. Often, our retailers have a strong brand recognition and customer following but have run into financial difficulties. Our mission is to transform them into high performing, digital first, consumer centric businesses. We stand out from the rest of the retail industry with our strong marketing intelligence, supply chain and distribution channels, outstanding customer support and experience in brick-and-mortar stores, online and catalog sales.

Listed Jobs

Company background Company brand
Company Name
CSC Generation
Job Title
Personal Executive Assistant
Job Description
**Job Title:** Personal Executive Assistant **Role Summary** Provide executive-level, systems‑driven support to the CEO, managing a dynamic, multi‑timezone calendar, coordinating travel and in‑person meetings, and deploying AI and automation tools to streamline workflows. The role requires constant adaptability, high judgment, and an uncompromising focus on detail and confidentiality. **Expectations** - Detail‑oriented, quick‑acting support for a senior leader. - Availability beyond standard office hours, including evenings and occasional weekends. - Ability to make autonomous decisions with concise problem‑solving while knowing when to seek clarification. - Comfortable with high‑volume, rapidly changing schedules and sensitive information. - Strong communication in writing and verbal; able to deliver sharp, candid updates. **Key Responsibilities** - Own the CEO’s calendar across Outlook and Google, booking, re‑booking, and canceling meetings worldwide. - Design and send pre‑meeting reminders (“prep now,” “join in 5,” “leave now”) and adjust alerts for travel congestion or time‑zone shifts. - Manage up to three in‑person meetings per week; track traffic, transit time, and buffer needs; update reminders accordingly. - Coordinate travel: monitor flight status, security wait times, airport busyness, recommend buffers, flag risks, and adjust itineraries as necessary. - Create and maintain a shared decision‑tracking note; nudge stakeholders to follow up on action items. - Deploy AI tools (ChatGPT, Claude, Gemini, etc.) to draft communications, summarize information, generate checklists, and automate repetitive tasks. - Build and maintain simple automations (zaps, scripts, shortcuts) that enhance scheduling workflows and reduce manual effort. - Serve as the CEO’s control tower, ensuring seamless transitions between meetings and priorities. **Required Skills** - Advanced calendar management in Outlook & Google Calendars. - Proficiency with AI platforms (ChatGPT, Claude, Gemini) and automation tools (n8n, Zapier, shortcuts, scripts). - Excellent time‑management and prioritization abilities. - Strong written and verbal communication skills. - High discretion, confidentiality, and professionalism. - Thick‑skinned, low‑ego, resilient to rapid change. - Adaptability to non‑traditional hours and urgent schedule changes. **Required Education & Certifications** - Bachelor’s degree or equivalent practical experience. - No mandatory certifications; proven experience with AI/automation tools is essential.
Toronto, Canada
Hybrid
25-11-2025