Executive & Personal Operations Assistant Loving Is Inc Naperville, IL Job Details Part-time | Contract $25 - $35 an hour 3 hours ago Benefits Flexible schedule Qualifications Computer operation Computer literacy Executive administrative support Scanning Research ChatGPT Full Job Description Executive & Personal Operations Assistant Part-Time | Hybrid | Naperville, Illinois Approximately 15-20 hours/week | $25-$35/hour I'm an entrepreneur and founder looking for an exceptional person who genuinely loves getting things done . This is not a traditional corporate Executive Assistant position. I'm looking for someone who gets real satisfaction from taking a long list of tasks, bringing order to it, figuring things out, and making things disappear from my plate. I have a lot of ideas, projects and moving pieces. I'm looking for the person who loves the other side of that equation: organizing, completing, following up and closing loops. A significant part of this position involves computer and backend administrative work , so you should genuinely enjoy working on a computer, learning new tools and solving little technology problems. You don't need to know how to do everything already. You do need to be the kind of person who thinks: "I don't know how to do that yet, but I'll figure it out." Some of your work can be done independently from home. I also want someone who lives close enough to Naperville to work alongside me in person approximately 1-2 times a week when needed. What you might help me with Organizing Google Drive, documents and folders so things are actually easy to find Managing spreadsheets, lists and trackers Keeping projects and outstanding tasks organized Updating databases and contact lists Scheduling appointments and coordinating calendars Completing online forms and applications Uploading, downloading and organizing documents and materials Formatting documents and presentations Researching information online and summarizing what you find Following up with people and keeping track of open items Preparing materials for meetings Printing, scanning and organizing paperwork Helping coordinate travel, reservations and logistics Using ChatGPT and other AI tools to work faster and smarter Basic Canva or similar tools Helping with occasional personal administrative tasks Troubleshooting the random technology and administrative problems that inevitably come up Noticing something that needs to be done—and taking care of it before I have to ask You may love this role if... You love a checklist and get satisfaction from checking the last box. You are the person friends ask when they can't figure something out on their computer. A messy Google Drive doesn't scare you—it makes you want to organize it. You notice details other people miss. You don't need someone constantly reminding you what needs to be done. If I say, "Can you figure this out for me?" your instinct is to start researching rather than tell me why it can't be done. You enjoy bringing order to lots of moving pieces. You communicate clearly when something needs my decision, but you don't need my approval for every small decision. You are warm, trustworthy, discreet and dependable. You are comfortable learning new technology and using AI. And most importantly, you genuinely enjoy finishing things and closing loops . Experience as an executive assistant, personal assistant, administrative assistant, operations coordinator or project coordinator is wonderful, but I care just as much about resourcefulness, judgment, technology skills, attitude and follow-through as I do about your résumé. The details This position will initially be approximately 15-20 hours per week , with flexibility in how those hours are structured. Some work can be remote, with approximately 1-2 in-person working sessions per week in the Naperville area . Compensation is approximately $25-$35/hour , depending on experience and capabilities. There may be an opportunity for the position and hours to grow over time if we are a great fit. Final candidates may be invited to complete a paid working interview so we can both experience what it would actually be like to work together.

To apply Please send:

A brief introduction about yourself and why this particular position caught your attention . An example of something complicated, disorganized or unfamiliar that someone handed you and you figured out . The computer programs, technology and AI tools you feel most comfortable using. Your approximate weekly availability. Your desired hourly rate. A casual 60-90 second video introducing yourself . Nothing polished—we simply want to meet you.

And please answer this question:

Imagine you arrive Monday morning and I give you 25 unfinished tasks, a messy Google Drive, three things that need research, several people who need follow-up, and two things that are urgent. What would you do first? We're ultimately looking for the person we can confidently say: "Give it to them. They'll figure it out."

Pay:

$25.00 - $35.00 per hour Expected hours: 15.0 - 20.0 per week

Benefits:

Flexible schedule

Work Location:

Hybrid remote in Naperville, IL 60563