Role Description This role carries the title Chief of Staff, which is a highly hands-on execution role rather than a traditional executive leadership position. The person in this role will spend their time: - Driving projects forward - Improving processes - Coordinating across teams - Conducting research - Managing priorities - Serving as a trusted operational partner to the CEO This role is best suited for candidates with experience in: - Executive support - Operations - Project management - Business operations - Founder support Compensation: $900-$1000/monthly Key Responsibilities - Executive Operations & Support - Manage executive communications, inbox organization, and follow-up actions. - Coordinate calendars, meetings, appointments, and recurring priorities. - Prepare meeting summaries, reports, and internal documentation. - Help prioritize competing requests and ensure key initiatives remain on track. - Serve as a trusted operational partner to the CEO across multiple areas of the business. - Project Management & Special Initiatives - Coordinate and manage projects from planning through execution. - Track deliverables, deadlines, action items, and stakeholder responsibilities. - Follow up with internal and external stakeholders to ensure progress. - Support implementation of strategic initiatives and operational improvements. - Assist with new business initiatives, research projects, and special assignments. - Research & Business Analysis - Conduct research on vendors, products, services, technology solutions, and business opportunities. - Gather information and provide organized recommendations to leadership. - Assist with vendor evaluations, RFP creation, and solution comparisons. - Analyze operational reports and identify trends, risks, or opportunities. - Support decision-making through research, documentation, and analysis. - Operations & Process Improvement - Identify inefficiencies and opportunities to improve workflows. - Create and maintain SOPs, process documentation, and operational playbooks. - Assist with implementation of systems, tools, and operational improvements. - Help standardize recurring processes across multiple businesses. - Ensure information and communication flow effectively between teams. - Technology & AI Enablement - Research and recommend tools that improve productivity and efficiency. - Assist with implementation of AI and automation solutions. - Document workflows and support technology adoption initiatives. - Help identify opportunities to streamline repetitive tasks and manual processes. - Cross-Functional Business Support - Support initiatives across multiple businesses within the Top Shelf Collective portfolio. - Coordinate with vendors, partners, consultants, and service providers. - Assist with operational reporting, project tracking, and administrative workflows. - Take ownership of recurring responsibilities and continuously improve them over time. Qualifications - 4+ years of experience in executive support, operations, project management, business operations, founder support, or a similar hands-on execution role. - Exceptional written and verbal English communication skills. - Strong organizational and time management abilities. - Demonstrated ability to manage multiple priorities simultaneously. - Strong problem-solving, research, and analytical skills. - High level of accountability and ownership. - Ability to work independently and proactively identify solutions. - Proficiency with Google Workspace, Microsoft Office, and modern collaboration tools. Preferred Qualifications - Experience supporting founders, executives, or business owners. - Experience working in entrepreneurial, startup, or small business environments. - Experience creating SOPs and operational documentation. - Familiarity with AI tools such as ChatGPT, Claude, Gemini, or similar platforms. - Exposure to vendor management, procurement, operations, or process improvement. - Experience coordinating multiple projects across different departments or business units. Ideal Candidate Profile - Proactive and highly resourceful. - Naturally curious with a strong desire to learn. - Comfortable operating in ambiguity and figuring things out independently. - Strong attention to detail and follow-through. - Excellent communicator who keeps stakeholders informed and aligned. - Able to balance strategic thinking with hands-on execution. - Process-oriented while remaining flexible and adaptable. - Takes ownership of outcomes rather than simply completing assigned tasks. - Excited by the opportunity to work directly with a business owner and support multiple projects and growing businesses. Job Details - Salary: $900-$1000/monthly - Shift: Monday–Friday, 8:00 AM – 5:00 PM EST. - Opportunity: Play a key role in improving operations, implementing systems, and supporting business growth across multiple companies. - Environment: Work directly with the CEO of a growing portfolio of locally owned businesses and gain exposure to a wide variety of business operations, projects, and leadership initiatives. - Type: Full-time REMOTE role.

Role Description We are currently looking for experienced Executive Assistants with bookkeeping experience to join our growing talent network. If you have previously supported executives remotely and have experience assisting with bookkeeping or financial administration, we'd love to hear from you. Each engagement is different. Some clients may need help with executive support, while others may also benefit from your bookkeeping background. We'll match you with opportunities that best align with your experience and availability. - Location: Remote (United States) - Commitment: Fractional Engagements (Minimum 10 hours per week) - Availability: Must be able to support clients across U.S. time zones. - Compensation: $18–$25 USD per hour, depending on location, experience and client requirements. Qualifications - At least 5 years of professional experience as an Executive Assistant or Virtual Assistant - Previous bookkeeping or financial administration experience is preferred - Experience working remotely in freelance, contract or fractional engagements - Strong communication and organizational skills - Ability to manage multiple priorities while working independently - Availability for at least 10 hours per week - Comfortable supporting clients across U.S. time zones Benefits - Flexible fractional opportunities - Work with a variety of founders and growing businesses - Be matched with clients that fit your background and availability - Competitive hourly rates - Remote work with flexible scheduling Company Description HiByron connects experienced remote Executive Assistants with founders, entrepreneurs and growing businesses looking for flexible, fractional support. Unlike traditional full-time roles, our Executive Assistants are matched with clients based on their experience, availability and strengths. Every client engagement is unique, giving you the opportunity to work with a variety of businesses while maintaining a flexible schedule.

Role Description We are looking for a proactive and highly organized Executive Assistant to support the CEO with executive, administrative, and operational tasks. This role requires someone who can manage priorities, coordinate schedules, handle communications, and maintain smooth day-to-day operations in a fast-paced environment. Responsibilities - Manage executive calendars, meetings, and travel arrangements. - Coordinate schedules, appointments, and follow-up actions. - Assist with contracts, invoices, onboarding documents, and administrative tasks. - Track deadlines, projects, and operational workflows. - Serve as a point of contact for clients, vendors, and business partners. - Support event coordination, speaking engagements, and marketing-related activities. - Handle confidential information with professionalism and discretion. - Provide personal administrative support, including appointments, reservations, and vendor coordination. Qualifications - 3+ years of experience as an Executive Assistant, Operations Coordinator, or similar role. - English proficiency: C1 (Required). - Excellent organizational and communication skills. - Strong attention to detail and ability to multitask. - Ability to work independently and manage competing priorities. - Experience supporting executives, founders, or leadership teams. - Comfortable working in a fast-paced startup or entrepreneurial environment. Requirements - Preferred Tools: - Google Workspace - Slack - Notion - HubSpot - Canva - Project Management Tools - ChatGPT and AI productivity tools What We're Looking For - Proactive and solution-oriented mindset - Strong organizational skills - Excellent communication and follow-through - High level of professionalism and confidentiality - Adaptable and comfortable with changing priorities

Executive Assistant to CEO This isn’t your typical EA… Are you energized by chaos—yet quietly love bringing order to it? Do you spot what’s about to break before anyone else, and fix it—without being asked? Are you a behind-the-scenes operator who leaves your ego at the door, rolls up your sleeves, and finds reward in making others shine? If so, you might be the next Wrangler for Matt Mullenweg, founder of Automattic (the folks behind WordPress.com, Tumblr, Woo, and more). Wait, what’s a Wrangler? You’re not just assisting. Wranglers are Matt’s force multipliers: a tight-knit, two-person (soon three) team who quarterback priorities, intercept chaos, and make the impossible look effortless. You’ll help Matt—and Automattic—move at lightspeed, smoothing logistics, triaging demands, and solving problems nobody else even sees. What You’ll Really Do - Partner with Matt and the Wranglers team as a trusted, behind-the-scenes operator. - Triage priorities, block distractions, and quietly make things run seamlessly—calendars, communications, last-minute travel, meetings, and project logistics. - Own the unexpected: anticipate needs, handle urgent issues, and exercise judgment under pressure and competing priorities. - Interface with high-profile partners, board members, and execs worldwide—always with professionalism and discretion. - Go deep on research, prep, and follow-up for meetings—filling gaps before anyone even notices they exist. - Spot inefficiencies and invent better ways—whether refining workflows, improvizing travel hacks, or organizing information in a cleaner system. - Support and challenge the team, offering and receiving candor, humor, and practical support daily. Who Thrives Here - Scrappy and resourceful: You’ve supported high-caliber execs in ambiguous, ever-changing organizations (startups, tech, remote environments a plus). - Radically humble: Ego-free, unflappable, and as happy in the background as you are at the center of the action. - Extreme ownership: If it needs to be done, you do it—no matter how big or small. - Ultra-reliable: Your word is gold; when you’re on it, it’s handled. - Curious and quick: You have an insatiable appetite for learning—especially about how new technologies, such as AI, can enhance your team’s effectiveness. You experiment, tinker, and share new discoveries. - Worldly: Comfortable collaborating globally, working irregular hours, and with people from diverse backgrounds. - Emotionally acute: You read the room, deliver news sensitively, and can spot stress (and bring perspective) before it derails anyone. What This Isn’t - Not for clock-punchers or ladder-climbers. - Not a backstage pass to personal brand-building. - Not for those seeking a rigid structure or a mandated task list. Location & Benefits - Remote-first, global: Work from anywhere with Wi-Fi, but our ideal candidate is based in the West Coast US or APAC time zones to best support the team’s needs.  - Flexibility is key: sometimes random hours—Matt is always moving! - World-class benefits: Open vacation, parental leave, wellness support, sabbaticals, and true work-life flexibility. We are currently prioritizing candidates who are willing to support across different time zones Automattic is committed to diversity, equity, and inclusion. We thrive on differences and welcome all applications, regardless of your location. Salary range: $95,000 – 195,000 USD.  Please note that salary ranges are global, regardless of location, and we pay in local currency. We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated. We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy.