Find an assistant

Hire a Personal Assistant in The Loop, Chicago

Part-Time Personal Assistant Services

  • Save Time

    Delegate all the little time sucks and reclaim your life.

  • Boost Productivity

    We’ll do the admin so you can focus on higher-level projects.

  • Reduce Stress

    Find The Middle ground in work/life balance.

  • No Set Plans

    Personalized support tailored to your needs.

How It Works

Match with candidates

Say goodbye to combing through applications! Tell us about what you looking for, and receive your matches.

interview your favorites

Avoid the hassle of coordinating. Simply provide your availability and we’ll set up a video interview.

hire Assistant + get started

Positions are part-time, but ongoing. Pay your assistant their wages directly and enjoy your newfound time!

We match you with pre-screened, qualified assistants from our database. You hire your best fit.

The Most Efficient Way To Hire a Personal Assistant in The Loop

The Middle offers a streamlined, hassle-free way to hire local, part-time personal assistants. We match you with qualified candidates based on your specific needs, then coordinate interviews at your convenience. All you have to do is choose who you'd like to meet and show up to assess your interpersonal connection and communication —we’ve already taken care of the heavy lifting by vetting each candidate to ensure they have the right experience and skill set for your role.

A Personal Assistant Can Help Streamline Both Your Workday and Home Responsibilities

A personal assistant from The Middle can help simplify both your workday and home responsibilities. Our assistants are experienced in handling a variety of tasks designed to keep busy professionals organized and running smoothly. While we don’t place traditional office assistants, our personal assistants are ready to support you with general administrative duties like managing your calendar, coordinating emails, planning travel, and handling other day-to-day logistics. This flexible support lets you focus on what matters most—both at work and at home.

Who Hires an Assistant with The Middle?

Small Business Owners

Consultants

Project Managers

Entrepreneurs

Philanthropists

Marketing Experts

Branding Creatives

Writers

Investors

Tech Founders & Engineers

Film, TV & Media Executives

Interior Designers

Artists

Real Estate Professionals

Lawyers

Satisfied Clients

  • "Gracie has a very keen sense of people's strengths, needs, and personalities that will mix."

    Charles D.

  • “My assistant saves me so much time in my day to day life, and it's a relief knowing I can rely on her."

    Erica W.

  • “The EA we hired continues to be a phenomenal asset to our professional and personal lives. "

    Robert D.

  • “I felt like I never had to lift a finger. From start to finish, working with the Middle was smooth, efficient, and fun."

    Mitchell G.

  • "I was able to find an excellent PA, who has now become essential to streamline and accelerate our work."

    Maria D.

  • "What a brilliant and efficient way to find a personal assistant. A service to find quality candidates looking for hourly work."

    Private Client

  • "The Middle made hiring so much faster and curated such great candidates that the only hard part was making a decision."

    Brian J.

Areas We Serve in California

south bay

Areas We Serve in New York

Areas We Serve in Illinois

  • The Difference Between Part-Time and Full-Time Personal Assistants

    Why a Part-Time Personal Assistant Might Be the Perfect Fit for Your Needs

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    The Benefits of Outsourcing Professional and Personal Tasks

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  • Creating a Comprehensive Job Description for Your Personal Assistant

    A Guide To Finding Your Ideal Personal Assistant

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  • Why New York City & Los Angeles Are Perfect for Personal Assistants

    Unique Reasons to Hire Personal Assistants in NYC & LA

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 FAQs


  • While personal assistants from The Middle are not office assistants and don’t provide direct support with legal or financial work, they can be an invaluable resource behind the scenes. For professionals in law or finance—where time, accuracy, and focus are critical—our assistants can manage a variety of administrative and personal tasks. This might include calendar coordination, travel planning, errand running, document organization, or household logistics. By taking care of the day-to-day, your assistant helps free up your time so you can concentrate on the higher-level priorities of your work.

  • We aim to share your first round of candidate matches within two weeks of receiving your completed Client Questionnaire—and often, we're able to do so even sooner. Once we’ve shared your matches, interviews are scheduled at your convenience, so the process can move as quickly as your schedule allows. If you’d like to meet additional candidates or set up follow-up interviews, we’re happy to accommodate. The process is designed to be efficient and seamless, and stress free for you.

  • Personal assistants with The Middle are not on-call or expected to be available 24/7. However your PA may be able to accommodate last minute requests on a case by case basis - it just shouldn’t be expected.

  • Personal assistants with The Middle are seeking flexible roles and understand that schedules can shift—it’s part of the job. That said, if you’ve asked your assistant to reserve specific time for you and need to cancel at the last minute, we recommend compensating them for that time. It’s a professional courtesy that helps maintain a positive working relationship. Even when your schedule feels unpredictable, your assistant can help keep things running smoothly in the background.

  • Evenings and weekends are not typically expected for part-time personal assistant roles. However, some candidates may be able to accommodate- clearly state your needs (including scheduling preferences) in our Client Questionnaire and we’ll match you with candidates who are open to working outside of typical work hours.

  • We want you to feel confident in your hire after the interview process. That said, we understand these roles are deeply personal, and occasionally a match may not be the right fit. If things don’t work out within the first two weeks, we’ll gladly provide a replacement candidate at no additional cost.

  • Simply fill out our Client Questionnaire, and we’ll send candidates straight to your inbox!

Hiring a Personal Assistant

Tasks a Virtual Personal Assistant Can Handle For Someone Working in a Law Firm or Corporate Office

For busy professionals in law firms or corporate offices, a virtual personal assistant from The Middle can be a game-changer when it comes to managing life outside of work. While they don’t support with legal or corporate tasks directly, our assistants can take care of personal logistics that often pile up while you’re clocking long hours at the office—things like booking travel, handling customer service follow-up calls, conducting online research, scheduling appointments, or managing personal to-dos.

And because all of The Middle’s assistants are local to Chicago, you’ll always have the option to work with someone who understands your city and can even step in for in-person support if needed.

What To Expect During the Personal Assistant Hiring Process with The Middle

The Middle makes the hiring process simple and personalized from start to finish. Here’s how it works:

  1. Start with the Client Questionnaire – This gives us a clear picture of your needs, preferences, and schedule.

  2. Receive Hand-Selected Matches – Within two weeks—often sooner—you’ll receive profiles of qualified, local candidates who align with what you’re looking for.

  3. Interview on Your Schedule – We’ll coordinate interviews at your convenience, so the process moves at a pace that works for you.

  4. Choose Your Assistant – Once you’ve met with candidates, you decide who to move forward with and begin working together directly.

We handle the vetting and matching so you can focus on finding the right fit without the stress.