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Executive Assistant To The Ceo Alex Aleksandrovski

💼 Full-time🗓 2026-07-26

Core

Provide top-level administrative support to a serial entrepreneur managing multiple high-growth ventures in sports, apparel, collectibles, and gaming.

Role type

Executive Assistant to CEO

Builds

Supports the CEO's time management, project execution, and stakeholder coordination across diverse business units.

Domain

Entrepreneurial ventures (sports apparel, AI grading, collectibles, prediction markets)

Deliverable

client delivery

Required skills

schedule management, gatekeeping communications, travel logistics, presentation preparation, stakeholder liaison, confidential information handling, task tracking, event planning

Preferred skills

experience in tech, collectibles, sports, or gaming industries

Technologies

Microsoft Office Suite, project management software

Responsibilities

Manage complex schedule including meetings, travel, and events; act as gatekeeper for communications; coordinate business trip logistics; prepare presentations and reports; track special projects; liaise with investors and clients; handle confidential information; manage ad hoc personal tasks; plan company events; monitor task progress and deadlines.

Seniority

Individual Contributor, supporting a Founder/CEO

Rewrite
## About the Role As Executive Assistant to the CEO, you will have the opportunity to be involved in multiple high-growth, cutting-edge ventures that span industries from sports and apparel to collectibles and gaming. ## About the Company Alex Aleksandrovski is a serial entrepreneur with a proven track record of launching and scaling innovative ventures. He is the founder and CEO of: * Wooter (Wooter.com), a custom sportswear company that has generated over $120M in total revenue. * AGS (Robograding.com), the first AI-driven grading company for collectibles. Both companies are headquartered in Staten Island, NYC. * Collectors Club (CollectorsClub.com), a high-end collectibles store and lounge in Wynwood, Miami. * WagerUp (WagerUp.com), the #1 sports focused prediction market. ## Job Overview We are seeking a highly organized, detail-oriented, and proactive Executive Assistant to provide top-level support to Alex Aleksandrovski. In this role, you will act as the CEO's primary point of contact, managing his schedule, coordinating meetings, and supporting his day-to-day activities across his multiple ventures. You will play a critical role in ensuring the CEO's time is maximized, and that all projects and tasks are efficiently handled. This is an exciting opportunity for someone who thrives in a fast-paced environment and wants to work closely with a visionary leader. ## Responsibilities * Manage the CEO's complex schedule, ensuring all meetings, travel, and events are organized and prioritized effectively. * Act as a gatekeeper for all incoming communications, including emails, phone calls, and meeting requests. * Coordinate logistics for business trips, conferences, and speaking engagements, including international travel arrangements. * Support the CEO with preparing presentations, reports, and materials for internal and external meetings. * Track and assist with special projects related to Wooter, AGS/Robograding, Collectors Club, and WagerUp.com, ensuring timely execution. * Liaise between the CEO and various stakeholders, including investors, clients, and internal teams. * Handle confidential information with the utmost discretion and professionalism. * Manage ad hoc requests and personal tasks, including running errands as needed. * Assist with the planning and execution of key company events, openings, and special functions, such as the launch of Collectors Club in Miami. * Maintain task lists, monitor progress on ongoing initiatives, and ensure deadlines are met. * Provide flexibility to work outside normal hours, as the CEO's ventures operate across multiple time zones. ## Requirements * Proven experience as an Executive Assistant or in a similar role, supporting senior executives in a fast-paced, high-demand environment. * Superior organizational and time-management skills, with the ability to prioritize tasks and manage multiple responsibilities. * Strong written and verbal communication skills, with a keen attention to detail. * High level of professionalism and discretion, particularly when handling sensitive information. * Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook) and project management software. * Experience managing complex travel arrangements and meeting coordination. * Ability to work independently and take initiative when necessary. * Experience or interest in the tech, collectibles, sports, or gaming industries is a plus. * Bachelor's degree preferred. ## What We Offer * The opportunity to work closely with a visionary CEO involved in several innovative industries. * A fast-paced, entrepreneurial work environment with ample room for growth. * Competitive salary and benefits package. * Exposure to cutting-edge ventures in sports, apparel, collectibles, and gaming. Location: Miami, FL. Reports To: Alex Aleksandrovski, Founder/CEO.
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