• Manage calendars, meetings, appointments, and scheduling conflicts. • Organize daily and weekly priorities based on urgency and business impact. • Prepare simple summaries of upcoming tasks, meetings, and priorities. • Ensure important deadlines, appointments, and follow-ups are not missed. • Create, send, and track invoices using QuickBooks. • Monitor outstanding invoices and follow up on overdue payments. • Maintain accurate and organized billing records. • Flag invoice discrepancies, missing information, or payment delays. • Convert voice notes, messages, and instructions into organized task lists. • Assign deadlines and track action items through completion. • Follow up with internal and external contacts regarding outstanding requirements. • Maintain a consistent 24–48-hour follow-up cycle. • Escalate tasks that are delayed, blocked, or require executive attention. • Maintain simple tracking systems using Notion, Google Sheets, or Microsoft Excel. • Keep project information, deadlines, and action items organized and updated. • Provide visibility across multiple projects and business workflows. • Organize information between email, calendars, QuickBooks, and task-tracking tools. • Improve basic administrative systems when needed. • Manage operational emails and SMS follow-ups. • Respond to routine administrative inquiries using approved information. • Route incoming requests to the appropriate person or system. • Log important requests, updates, and action items. • Maintain clear and professional written communication. • Provide simple status reports showing completed, pending, and blocked tasks. • Track project progress, deadlines, and operational bottlenecks. • Maintain light tracking of project costs against expected expenses. • Highlight overdue items, risks, and priorities requiring attention.

Role Description We are looking for a highly organized and dependable Executive Assistant to support the day-to-day operations of multiple business ventures, including construction, creative, and operational projects. This role focuses on calendar management, invoicing, task follow-through, communication, and maintaining simple tracking systems. The ideal candidate takes ownership of responsibilities, follows up consistently, and ensures that priorities, deadlines, and outstanding tasks are clearly tracked and completed. This is primarily a back-end operations role and does not involve client-facing meetings or relationship management. Key Responsibilities - Calendar and Priority Management - Manage calendars, meetings, appointments, and scheduling conflicts. - Organize daily and weekly priorities based on urgency and business impact. - Prepare simple summaries of upcoming tasks, meetings, and priorities. - Ensure important deadlines, appointments, and follow-ups are not missed. - Invoicing and QuickBooks Support - Create, send, and track invoices using QuickBooks. - Monitor outstanding invoices and follow up on overdue payments. - Maintain accurate and organized billing records. - Flag invoice discrepancies, missing information, or payment delays. - Task Management and Follow-Through - Convert voice notes, messages, and instructions into organized task lists. - Assign deadlines and track action items through completion. - Follow up with internal and external contacts regarding outstanding requirements. - Maintain a consistent 24–48-hour follow-up cycle. - Escalate tasks that are delayed, blocked, or require executive attention. - Systems and Project Tracking - Maintain simple tracking systems using Notion, Google Sheets, or Microsoft Excel. - Keep project information, deadlines, and action items organized and updated. - Provide visibility across multiple projects and business workflows. - Organize information between email, calendars, QuickBooks, and task-tracking tools. - Improve basic administrative systems when needed. - Back-End Communication - Manage operational emails and SMS follow-ups. - Respond to routine administrative inquiries using approved information. - Route incoming requests to the appropriate person or system. - Log important requests, updates, and action items. - Maintain clear and professional written communication. - Reporting and Operational Visibility - Provide simple status reports showing completed, pending, and blocked tasks. - Track project progress, deadlines, and operational bottlenecks. - Maintain light tracking of project costs against expected expenses. - Highlight overdue items, risks, and priorities requiring attention. Qualifications - Previous experience as an Executive Assistant, Operations Assistant, Administrative Assistant, Project Coordinator, or similar role. - Experience managing calendars, schedules, priorities, and follow-ups. - Familiarity with invoicing, billing, or basic QuickBooks functions. - Strong organizational and task-management skills. - Comfortable working across multiple businesses, projects, and priorities. - Strong written English communication skills. - Proficiency in Google Calendar, email, Google Sheets, or Microsoft Excel. - Ability to work independently and complete tasks without repeated reminders. - Availability during Canadian/North American business hours. Preferred Qualifications - Experience using QuickBooks Online. - Experience using Notion or a similar project-management platform. - Familiarity with Google Voice or SMS-based business communication. - Experience supporting construction, creative, or service-based businesses. - Basic experience tracking project expenses, invoices, or operational costs. Ideal Candidate - Highly organized, proactive, and dependable. - Consistent with follow-ups and task completion. - Comfortable receiving instructions through voice notes and messages. - Able to identify urgent tasks and prioritize effectively. - Detail-oriented when handling schedules, invoices, and business records. - Confident working independently in a fast-moving environment. - Able to maintain visibility across multiple projects without becoming overwhelmed. Success in This Role - No missed invoices, deadlines, appointments, or follow-ups. - Clear visibility across active projects and outstanding tasks. - Accurate and organized billing and operational records. - Consistent completion of tasks without repeated reminders. - Reduced scheduling and administrative workload for the executive. - Timely reporting of completed, pending, and blocked items.

Role Description We are seeking a highly organized and proactive Executive Assistant to provide administrative, operational, and executive-level support within a fast-paced MSP environment. This role requires exceptional communication skills, attention to detail, and the ability to manage multiple priorities while supporting leadership teams remotely. The ideal candidate is resourceful, professional, and comfortable working independently while coordinating across multiple departments. Key Responsibilities - Manage executive calendars, meetings, and appointments - Organize emails, prioritize communications, and coordinate follow-ups - Prepare meeting agendas, document meeting notes, and track action items - Update and maintain CRM and PSA systems (HubSpot, Autotask, EOS/90, or similar platforms) - Track KPIs, business reports, renewals, and operational metrics - Support sales operations, vendor communications, and pipeline management - Create presentations, reports, spreadsheets, and business documentation - Coordinate internal projects and ensure deadlines are met - Maintain databases, contact lists, and company records - Assist with LinkedIn outreach and administrative marketing activities - Support executive leadership with day-to-day operational tasks Qualifications - 2+ years of experience as an Executive Assistant, Administrative Assistant, Operations Coordinator, or similar role - Excellent written and verbal English communication skills - Strong organizational, time management, and problem-solving abilities - Experience working with CRM systems and administrative platforms - Ability to multitask and manage competing priorities in a remote environment - Proficiency in Microsoft Office and/or Google Workspace - Professional remote work setup with reliable internet connection Requirements - Experience working with MSP or IT service companies - Familiarity with HubSpot, Autotask, ConnectWise, or EOS/90 - Experience supporting executives, leadership teams, or sales teams - Experience supporting US or Canada-based clients Benefits - Fully remote work environment - Stable weekday schedule with weekends off - Long-term career growth opportunities - Professional, collaborative, and technology-driven work culture Company Description GSD Staffing specializes in sourcing high-quality nearshore talent for Managed Service Provider (MSP) companies across the United States and Canada. We connect skilled professionals with established IT service providers seeking long-term, remote team members. Our MSP clients deliver IT support, cloud solutions, cybersecurity, and infrastructure management to small and mid-sized businesses.

• Support the VP of Engineering, Security and VP of Engineering, AI across scheduling, logistics, communication, and day-to-day execution so priorities stay on track and follow-through is clear. • Manage complex calendars by vetting requests, prioritizing meetings, proactively managing conflicting calendar times, recommending tradeoffs, ensuring appropriate spacing between meetings and breaks, and aligning schedules with GitLab meeting norms and practices to protect time for highest-impact work. • Prepare complete agendas from high-level meeting descriptions and linked materials so leaders are ready for internal and external meetings with the right context and decisions. • Coordinate and execute large-scale internal events, including organizational summits for two engineering orgs, as well as team-level hackathons and fastboots to support specific engineering projects. • Maintain regular communication cadences with both leaders and proactively flag items that need review, decisions, or escalation so urgent issues are surfaced on time. • Track updates from direct reports, functional peers, and cross-functional partners so leaders have clear visibility into progress, dependencies, and upcoming deliverables. • Manage the rhythm of business for both engineering organizations, including the scheduling, agenda preparation, and tracking of weekly planning and execution meetings and formal engineering reviews. • Coordinate travel, including air and ground transportation, hotel bookings, visas, security-related needs, and supporting documentation so plans are accurate and ready when needed. • Process expense reports, monitor reimbursements, and handle administrative workflows with accuracy and timeliness so expenses stay current and compliant. • Partner with People Operations, IT, Security, recruiting teams, and other Executive Assistants to support onboarding, interview scheduling, team meetings, onsites, event planning, and coverage across the EBA community so team operations run smoothly.