Director of Operations + Executor

Director of Operations & Integrator For Speak Your Way To Cash® Mission of the Role: The Director of Operations & Chief of Staff is responsible for turning Ashley Kirkwood's vision into execution. This person owns the systems, people, projects, accountability, reporting, launches, events, implementation, and operational excellence of the company. Their primary responsibility is to remove Ashley from day-to-day operations so she can focus on revenue generation, thought leadership, speaking, sales, strategic partnerships, media, and company growth. If Ashley is regularly assigning tasks, following up with team members, managing projects, creating project plans, solving operational problems, chasing updates, or acting as the project manager, this role is not succeeding. This role is equal parts operator, implementer, systems architect, project manager, people leader, and business builder. The right candidate can confidently run the company for 30 days without Ashley's involvement. Key Outcomes Success in this role means: * Ashley spends less than 10% of her time managing operations. * Every team member knows what to do without asking Ashley. * Every launch, event, and initiative has a documented plan and owner. * Systems are documented, followed, and continuously improved. * Team members are accountable for results. * The company operates smoothly even when Ashley is unavailable. * Revenue goals are achieved through operational excellence. * Company costs are continuously optimized. * Ashley receives dashboards, insights, and recommendations rather than problems. First 14-Day Success Plan Days 1-3: CEO Extraction Your first responsibility is extracting knowledge from Ashley. You will conduct extensive interviews with Ashley to understand: * Vision * Company goals * Revenue targets * Programs * Events * Marketing strategy * Sales process * Team structure * Existing systems * Existing bottlenecks * Repetitive issues * Current workflows * Decision-making process * Areas where Ashley is still the bottleneck Your job is to get everything out of Ashley's head and into documented systems. Days 4-7: Business Audit You will perform a complete operational audit. Review: * Team structure * Roles and responsibilities * Software subscriptions * Recurring expenses * Contractors * Vendors * Marketing systems * Sales systems * Customer success systems * Project management systems * Event systems * Reporting systems Identify: * Waste * Duplicate software * Unnecessary expenses * Inefficiencies * Missing processes * Automation opportunities * Team gaps Deliver a written audit report with recommendations. Days 8-14: System Buildout Develop and begin implementing systems for: * Team communication * Daily accountability * Weekly planning * Launch management * Event management * Marketing execution * Sales follow-up * Hiring * Onboarding * Customer success * KPI tracking * Financial reporting * Project management * SOP management * Executive reporting Create compliance mechanisms to ensure systems are actually followed. Required Deliverables by Day 14 * CEO Extraction Report * Team Accountability Map * Operations Audit * Cost Reduction Report * Systems Audit * 90-Day Operations Plan * Company KPI Dashboard * System Compliance Plan Daily Responsibilities Team Leadership * Lead daily team accountability. * Remove blockers. * Monitor priorities. * Ensure deadlines are met. * Coach and develop team members. * Address performance issues immediately. Project Management * Oversee all active projects. * Ensure projects remain on schedule. * Assign owners. * Track progress. * Escalate risks proactively. CEO Support * Protect Ashley's calendar. * Filter requests. * Prioritize opportunities. * Ensure Ashley is focused on high-value activities only. Systems Management * Improve operational systems. * Create new systems when needed. * Document processes. * Train team members. * Monitor compliance. Launch Oversight Monitor: * Registrations * Applications * Show rates * Conversion rates * Revenue * Email performance * SMS performance * Ad performance Take corrective action when needed. Event Oversight Monitor: * Venues * Hotels * Speakers * Sponsors * Production * Logistics * Attendee experience Ensure flawless execution. Financial Stewardship Monitor: * Revenue * Expenses * Cash flow * Subscription costs * Contractor costs * Vendor agreements Continuously improve profitability. Weekly Responsibilities Executive Leadership Meeting Lead weekly leadership meetings. Review: * Revenue * Sales * Marketing * Events * Operations * Team performance * Risks * Opportunities Present recommendations. Team Accountability Conduct one-on-one meetings. Review KPIs. Provide coaching. Create performance improvement plans when needed. Hiring and Recruiting Recruit top talent. Interview candidates. Manage onboarding. Develop succession plans. Dashboard Reporting Provide Ashley with a single dashboard showing: * Revenue * Pipeline * Event registrations * Lead generation * Marketing performance * Sales performance * Team performance Monthly Responsibilities Strategic Planning Review company goals. Assess progress. Recommend adjustments. Prioritize initiatives. Systems Audit Review all company systems. Identify bottlenecks. Improve efficiency. Increase automation. Cost Reduction Audit Review all recurring expenses. Identify opportunities to: * Cancel * Consolidate * Renegotiate * Automate Maintain operational efficiency while reducing unnecessary spending. Team Performance Review Evaluate every team member. Assess: * Performance * Productivity * Accountability * Alignment Make recommendations regarding staffing. Capacity Planning Forecast: * Team capacity * Event capacity * Revenue capacity * Operational needs System Ownership & Compliance This role owns all company systems. Responsibilities include: * Building systems * Documenting systems * Training team members * Monitoring compliance * Improving systems * Auditing systems You are not finished when a system is created. You are finished when the system is consistently followed. You will establish: * SOP libraries * Checklists * Training documentation * Accountability structures * KPI tracking * Compliance reviews Every major business function must have a documented and enforceable process. Required Experience * 7+ years leading operations in a coaching, consulting, events, education, or high-growth business. * Proven experience managing launches generating six and seven figures. * Proven experience leading remote teams. * Proven experience creating and implementing operational systems. * Strong project management experience. * Strong financial and operational reporting experience. * Experience with AI tools, automation, and business systems. Ideal Candidate You are a builder. You create order from chaos. You love systems. You love accountability. You ask hard questions. You solve problems before they become emergencies. You are comfortable holding high performers accountable. You are obsessed with execution. You know how to turn vision into reality. Most importantly, you can take what is inside a founder's head and build a company that runs without them.