Seeking Well Versed Virtual Assistant

About Us City Wide Jani is a growing commercial janitorial company serving businesses throughout the Chicago area. As our company continues to expand, we are seeking a proactive, highly organized Executive Virtual Assistant to work directly alongside our CEO and help keep day-to-day operations running smoothly. This is not a traditional virtual assistant role. We are looking for someone who will become a trusted administrative partner by providing real-time support, maintaining organization across multiple priorities, and helping the CEO stay focused on high-value work. What You'll Do You will work directly with the CEO during business hours via Microsoft Teams or Zoom, providing administrative and operational support as priorities evolve throughout the day. This is a dynamic role requiring flexibility, strong communication, and the ability to shift between projects while maintaining exceptional organization and attention to detail. Responsibilities include, but are not limited to: Drafting professional emails and correspondence for review Organizing and maintaining digital files and documentation Preparing meeting notes and tracking action items Updating spreadsheets, trackers, and internal reports Coordinating follow-ups with customers, vendors, and internal team members Assisting with proposals and administrative projects Conducting online research as requested Creating and maintaining Standard Operating Procedures (SOPs) Supporting workflow improvements and process documentation Leveraging AI tools such as ChatGPT to improve productivity and efficiency Assisting with additional administrative projects as business needs evolve What We're Looking For The ideal candidate is: Highly organized and detail-oriented An excellent communicator with strong written and spoken English Comfortable working alongside leadership in a live virtual environment throughout the workday Able to prioritize multiple tasks and adapt quickly as priorities change Tech-savvy with the ability to learn new software quickly Receptive to feedback and committed to continuous improvement Professional, dependable, proactive, and resourceful Able to maintain strict confidentiality and professionalism Preferred Experience Experience in the following is preferred: Executive Assistant or Executive Virtual Assistant support Administrative or Operations support Microsoft Office Suite Google Workspace Microsoft Teams or Zoom Microsoft Excel or Google Sheets Project management software (such as Asana, Trello, or ClickUp) AI tools such as ChatGPT or Claude Experience supporting a small business owner, executive, or service-based business is highly desirable. Experience within the commercial cleaning, facilities management, or other service industries is a plus. MUST BE WILLING TO WILLING TO UNDERGO A TRIAL PERIOD AT A LOWER RATE.