Hire the Best Executive Assistants in Chicago, IL

Hi, I'm Nick, a senior project manager and operations lead with 10+ years of experience running projects for federal research institutions, major universities, large corporations, startups, and nonprofits. That range means I've seen how organizations of every size actually operate, and I can step into your team, learn your systems, and start moving things forward in days, not weeks. What I do best: I take ownership of the moving parts (projects, timelines, tools, people, and processes) so you can stay focused on growth. Clients keep me around for years, with my longest engagements running 3,000+ hours, because I'm consistent, detail-oriented, and easy to work with. Core strengths: - Project & operations management: planning, tracking, delegation, and reporting across teams of any size - Systems & tools: I've worked in almost every major platform, including Asana, ClickUp, Monday, Jira, Trello, Notion, Airtable, and Confluence. Whatever your stack is, I already know it or will master it fast. - CRM & automation: GoHighLevel, HubSpot, Salesforce, Zoho, and Zapier for lead tracking, funnels, and workflow automation - Executive support: calendar, inbox, expense reporting, research, hiring support, customer service - Events & media: Zoom webinars for 200+ attendees, OBS, livestream production, video editing (Premiere Pro, After Effects, Final Cut), and design (Photoshop, Illustrator, InDesign) - Web & e-commerce: WordPress, Wix, and Shopify content and updates Why clients choose me: ✔ Highly available: I respond within 0-4 hours and can flex my schedule around your time zone and deadlines ✔ High performing: top 1% of Upwork freelancers (Top Rated Plus), with a perfect Job Success Score across hundreds of contracts ✔ Adaptable: from a single executive needing support to a full team needing an ops backbone, I fit the role you need If you want someone who manages the systems, the tools, and the details while you focus on the bigger picture, send me a message. I'm available now and happy to start with a quick call to see if we're a fit. - Nick

🌟 Hello, I'm Caitlyn Hillier Lussier—Your Next-Level Executive Assistant. 🌟 Reach out to me for the full packages & rates to be sent via email. Thank you! 📌 Profile Hey there! I'm looking for part-time roles where I can apply my robust skill set in executive assistance. I hold a BA in Public Relations & Advertising from DePaul University, and I specialize in bringing both efficiency and strategic thinking to my work. 🎓 Educational Background Bachelor of Arts in Public Relations & Advertising DePaul University, Class of 2017 💪 Core Skills Expert-Level Organization & Attention to Detail 🗂 Proficient in Email Management 📧 Proactive and Resourceful Problem-Solving 🤔 Process Optimization & Operational Procedures 🔄 Fluent in C-Suite Communication 🗨 🛠 Tech Tools I Rock Basecamp Wrike Monday JIRA Trello Slack High Level ChatGPT Zapier Confluence Sales Force 👩‍💻 Professional Journey Gulo, July 2022 - Present Senior Account Executive/ Assistant to CEOs Integral to both founders & CEOs, specializing in calendar and email management. Agile methodology applied to lead projects from start to finish. Part of strategic initiatives for organizational growth. Launch Digital Marketing, Sep 2018 - July 2022 Account Manager/ Project Manager/ Executive Assistant Managed and optimized 45 varied client accounts. Applied tech tools like Jira and Wrike for seamless project management. Consistently found innovative ways to enhance internal and client-facing processes. Hughes Socol Piers Resnick Dym, Ltd., June 2017 - Sep 2018 Marketing Coordinator Drove advertising campaigns across Google, Facebook, and Bing platforms. Authored 15 press releases, achieving media coverage 12 times. Delivered analytical reports during monthly shareholder meetings. If you're in need of an Executive Assistant who is not just about ticking off tasks but also about adding strategic value, let's connect. I look forward to bringing a mix of millennial energy and corporate precision to your team. Cheers! 🥂

I provide full-spectrum business support, digital marketing, automations, podcast assistance for founders, executives, VPs, and creators. My focus is on operations, digital product creation, custom business systems, website setup & management, email marketing, blog and content, social media management, and day-to-day support that helps businesses run smoother and scale with confidence. I enjoy being the person behind the scenes who brings structure, clarity, and momentum to a business. Sometimes that looks like building strategy. Other times it’s executing campaigns, improving workflows, or supporting leadership so teams can focus on what they do best. I’m comfortable moving between big-picture thinking and hands-on execution, depending on what the business needs most. Over the years, I’ve supported business coaches, course creators, bloggers, holistic practitioners, church organizations, marketing agencies, and small to large businesses. I’m especially drawn to working with people and organizations that care about impact, integrity, and long-term growth. A few things clients often appreciate about working with me: I collaborate easily across roles, teams, and industries I communicate clearly and work well with people from different backgrounds and cultures I’m detail-oriented, thoughtful, and take privacy and confidentiality seriously I take ownership of my work and follow through consistently If you’re looking for a reliable partner to support your business operations, systems, or marketing efforts, I’m always happy to connect.

I'm Katie, an experienced project manager proficient in navigating diverse industries from small startups to multinational giants. Certified as a PMP and CPA, I excel at organizing projects with precision and adapting to any team dynamic. I have a background in agile project management and have used a variety of project management tools (Kantata, MS Project, Excel). With a strong background in accounting, I also bring the appropriate knowledge to maintain budgets and ensure strong financial planning. My project management style could best be described as: - Transparent and regular communication - Practical and adaptable approaches - Detail oriented and organized

I'm optimized how 75+ C-suite executives and 60+ globally distributed teams collaborate. I create operating systems that help executive and executive support teams work better together. Let's chat if you're experiencing the following: ❗️I have an executive assistant but we don't know what to do ❗️My admin org is not organized and their work is being negatively impacted ❗️I don't have the infrastructure in place and I don't have time to do it The lack of executive support infrastructure can slow the flow of business and ultimately impact your growth: 🚀 Partner with an expert who has experienced the pipeline of supporting an executive to supporting an admin team at companies like Duolingo, Discord, Streamlit, and more! 🚀 Reclaim your time, get your operations set up, and watch your executive team enhance their skills 🚀 Watch your executive and their executive assistant work better together The Remote Girl is currently accepting new clients! Smiles, Dani

Full Time finance professional, part time and freelance specialist in social media and marketing coordination. I have proven my success through my work with a non profit animal welfare organization whose social media I have consistently grown month over month. In addition to follower and engagement growth, I have built a portfolio of human- made and authentic content across multiple platforms. I rely heavily on my own creativity, but still leverage AI in a responsible manner. As our world continues to shift, I know my skills can adapt to this changing environment.