Executive Assistant / Chief of Staff (Virtual/Remote)

Full or Part-Time (40 hours/week) | Flexible | Contractor or Employee Are you a master organizer who brings calm to complexity? Do you thrive at the intersection of operations, communication, and leadership support — keeping a CEO focused while ensuring the business runs seamlessly? This is a rare opportunity to partner directly with Shari Levitin, bestselling author, keynote speaker, LinkedIn Top Voice, and thought leader in B2B and B2C sales. For 25+ years, Shari Levitin Group has transformed sales organizations around the world with training rooted in authenticity, emotional intelligence, and “heartfelt selling.” Today, we’re expanding into the future of sales enablement with Grwai, our AI-powered sales coaching platform — serving enterprise clients like Salesforce, Microsoft, Dell Technologies, Humana, and Comcast. We’re seeking a trusted Executive Assistant / Chief of Staff to serve as the backbone of a high-performing, fast-moving business. This is not a back-office support role — it’s a leadership partnership that allows Shari to focus on advising senior executives and creating transformational content while you ensure every detail, system, and relationship is cared for. What You’ll Do Operational & Executive Support • Own the CEO’s calendar, time blocking, and travel — aligning commitments with true priorities. • Anticipate needs before they arise and proactively solve problems. • Manage logistics for workshops, keynotes, virtual programs, and two podcasts. • Book and manage travel (flights, hotels, ground transport) and ensure points/miles are maximized. • Prepare detailed itineraries, briefing docs, and prep notes for external meetings. • Monitor and triage inboxes (email, LinkedIn, text) and draft professional responses in Shari’s voice. • Maintain organized digital systems (Google Drive, Dropbox, Asana). Project & Team Management • Track tasks and deliverables across the team using Asana — ensuring nothing falls through the cracks. • Provide clear weekly updates summarizing progress, risks, and next steps. • Follow up with team members, clients, and vendors with diplomacy and accountability. • Coordinate external vendors (design, transcription, travel, tech support) as needed. • Support marketing by coordinating podcast guest assets and ensuring timelines are met. Client & Personal Support • Liaise with speaking bureaus, client assistants, and event partners with professionalism and warmth. • Ensure client deliverables are tracked and deadlines met. • Schedule/manage personal appointments and coordinate with property managers for three properties. • Arrange occasional reservations, deliveries, or errands during travel or event prep. • Oversee sensitive matters such as personal data security and confidentiality. ✅ The Right Candidate Is… • A proactive problem-solver who thrives on anticipating needs. • Detail-obsessed — nothing slips by you. • A strong communicator, both written and spoken, able to represent Shari with polish. • Tech-savvy (Google Suite, Asana, Zoom, CRM tools; AI tools like ChatGPT a big plus). • Warm, diplomatic, and professional in all client-facing interactions. • A prioritization ninja — balancing multiple moving parts without dropping details. • Self-directed and resourceful, yet collaborative and open to feedback. • Discreet and trustworthy, handling confidential matters with care. • Growth-minded and excited to learn new systems, tools, and approaches. • Experience in the speaking or training industry a HUGE plus. Benefits & Compensation Compensation: $75K–$110K base range to start, (or commensurate hourly pay), with additional bonus opportunities. We believe in rewarding excellence and growth — as the role expands, so will your opportunities for impact and compensation. This position can be structured as either an employee or an independent contractor, depending on your preference. • Flexibility: 100% remote, with occasional travel opportunities if desired. • Impact: Work directly with Shari Levitin — bestselling author, global keynote speaker, and thought leader. • Growth: Learn firsthand the future of sales enablement at the intersection of sales, leadership, and AI innovation. How to Apply Submit your resume, including a cover letter as one PDF attachment, and please include an answer to, "Would you prefer to work as an employee or an independent contractor?" Submissions without cover letters will not be considered. Apply tot his job Apply To this Job