Senior Operations & Execution Manager | Founder’s Right Hand | AI-Powered Operations

Full-Time | Long-Term | Philippines Preferred We are looking for an exceptional Senior Operations & Execution Manager to become the right hand to the founder of a growing Canadian operating company. This is NOT a Virtual Assistant position. We need a highly capable operator and executor — someone who can take dozens of moving priorities, organize them, assign accountability, manage department heads, use technology and AI, and make sure things actually get completed. Think of this position as the execution capability of a COO without the corporate title. The Mission Your responsibility is to make sure nothing important falls through the cracks. You will work directly with the founder and across: * Operations * Dispatch * Administration * Fleet & maintenance * Customer service * Sales * Marketing * Finance/accounting coordination * Vendors and suppliers * Projects and new initiatives You will become the founder’s eyes across the operation. You will know: What needs to happen → Who owns it → When it’s due → What’s holding it up → What needs to happen next. And you will follow through until it is DONE. AI + Technology We are building an AI-powered operating environment. Claude and other AI tools will act as an operational brain. You will be responsible for turning that intelligence into execution. You must be extremely comfortable with technology and excited about using AI to: * Organize company information * Analyze operational data * Create SOPs * Build workflows * Track projects * Create reports and dashboards * Automate repetitive administration * Prepare meetings and follow-ups * Document decisions * Improve processes * Hold teams accountable You don’t need to know every AI platform today, but you must be an exceptionally fast technology learner. What You Will Do * Work directly with the founder every day * Turn conversations and ideas into organized action plans * Manage priorities across multiple departments * Follow up with department heads and employees * Maintain master project and accountability trackers * Run daily operational follow-ups * Prepare weekly management/operations reviews * Track KPIs, deadlines and commitments * Build and maintain SOPs * Organize company documents and information * Identify bottlenecks before they become major problems * Coordinate vendors, suppliers and outside professionals * Use AI aggressively to improve execution * Continuously improve company systems and workflows * Make sure meetings produce actions, owners and deadlines * Follow through until work is completed Required Qualifications We are looking for a high-calibre candidate, not an entry-level assistant. Required: * Bachelor’s degree in Business, Operations, Management, Engineering, IT, Finance or another relevant discipline * 5+ years of professional experience * Minimum 3 years in operations, project management, executive operations or business management * Experience managing people, teams or department leads * Exceptional written and spoken English * Advanced computer and technology skills * Strong Excel / Google Sheets capability * Strong experience with project/task management software * Experience creating processes, SOPs and reporting systems * Strong analytical and problem-solving ability * Experience working remotely with North American, Australian or UK companies preferred * Strong understanding of AI tools such as Claude, ChatGPT or similar platforms strongly preferred Experience in construction, logistics, transportation, field services, dispatch or another operationally intensive business is a major advantage. The Person We’re Looking For You are: Extremely organized. Fast. Resourceful. Technologically strong. Detail-oriented. Assertive when necessary. Calm under pressure. Obsessed with follow-through. You don’t wait for someone to remind you. You remind everyone else. If the founder mentions something Monday morning, you don’t wait until Friday to ask about it. You document it, determine the next action, assign ownership, follow up and bring back the result. You should naturally think: “What’s outstanding?” “Who owns this?” “Why isn’t this finished?” “What is the next action?” Working Hours This is a full-time, dedicated position. You must be able to work approximately: 7:00 AM – 5:00 PM Eastern Time (Toronto) Monday–Friday, with reasonable flexibility when operational issues require attention. Because this is a senior operational position, you cannot be working another full-time job simultaneously. We are looking for someone who wants to become a long-term and important member of our organization. How to Apply Do NOT send us a generic AI-generated cover letter. Start your application with the words: “I AM AN EXECUTOR.” Then answer these 6 questions: 1. What is the largest or most complicated operation/team you have helped manage? 2. Give us an example of a situation where you inherited operational chaos. What specifically did you do to organize it? 3. How many people have you directly managed or held accountable? 4. Which AI tools do you currently use, and give us one specific example of how you used AI to improve an actual business process. 5. Which project management, CRM, spreadsheet and automation tools are you highly proficient with? 6. You receive 25 different requests from the founder, employees, customers and suppliers in one morning. Explain exactly how you would organize, prioritize and execute them. Finally, submit a 2–3 minute video introduction explaining why you believe you are an exceptional operator. We are not looking for someone who is simply good at interviewing. We are looking for someone who EXECUTES.