Personal Assistants for Hire in River North, Chicago

Yes! A personal assistant can help manage ongoing projects and routine tasks. Many of our candidates are creatives themselves and really enjoy supporting others in fields like film, visual arts, social media, and more—all while bringing strong organizational and administrative skills to the table.

Just let us know what kind of support you’re looking for in our Client Questionnaire, and we’ll match you with candidates who are a great fit.

Our personal assistants are here to support anyone with a packed schedule—including busy executives whose personal lives could use an extra hand. While The Middle doesn’t place in-office executive assistants, our personal assistants are pros at helping behind the scenes at home.

They can take care of things like stocking the fridge, booking personal appointments and dinner reservations, managing household bills, keeping up with registrations, and handling all those everyday to-dos that can pile up fast.

Yes! Our personal assistants have varied backgrounds, including experience supporting creatives. Whether you work in film, design, fashion, photography, or content creation, we have candidates who understand the unique needs of creative work.

Some are artists, performers, or makers themselves, so they’re already familiar with fast-paced, project-based environments and can easily adapt to shifting priorities. They're comfortable juggling both the creative and logistical sides of things—whether that’s helping prep for a shoot, coordinating travel for a festival, or simply keeping the day-to-day organized so you can stay focused on your craft.

If you're looking for someone who truly "gets" the creative process and can offer steady, behind-the-scenes support, we’ve got you covered.

The Middle’s assistants are well-equipped to help screen general inquiries and schedule everyday appointments. However, handling press requests or coordinating VIP engagements may fall outside the typical scope of their role. If you require specialized support in those areas, please share your needs further in our Client Questionnaire, and we’ll determine if we have the right fit for your unique needs.

Our process is simple, streamlined, and designed to take the stress out of hiring. All of our candidates are pre-screened, so when it’s time to interview, you can focus entirely on finding the right fit for your needs. We typically share qualified candidates within two weeks—often even sooner—and interviews are scheduled at your convenience. Once you’ve made your choice, we’ll introduce you directly so you can hit the ground running with your new assistant.

We’ll only share candidates who fit your needs, and generally limit our list to no more than 5 candidates so you can focus on your best matches. You may interview as many candidates as you’d like, as many times as you’d like before hiring.

Yes, you’ll determine the hours that your personal assistant work, and schedule with them directly. The Middle does not have set plans or minimums so that you can maintain a flexible schedule that meets your weekly needs.

Getting started is easy! Just fill out our Client Questionnaire, and we’ll take it from there. Once we know what kind of support you’re looking for, we’ll send a curated list of candidate matches straight to your inbox—no stress, no hassle.