Find an assistant

Hire a Personal Assistant in 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.

Typical Responsibilities of a Personal Assistant

Personal assistant responsibilities range from returning packages to scheduling appointments- and everything in between.

  • Running errands (e.g., grocery shopping, dry cleaning)

    Returning packages and handling online purchases

    Stocking household supplies and groceries

    Setting up devices and managing household technology

    Home organization and decluttering projects

    Coordinating home maintenance and repairs

    Managing household staff (e.g., housekeepers, nannies)

    Assisting with moves or relocations

  • Keeping track of life logistics so you don’t have to

    Handling the lingering “I’ll get to it later” tasks

    Streamlining weekly routines, reminders, and planning

    Finding solutions for everyday friction points (like meal prep, storage, or scheduling)

    Helping you follow through on personal goals or home projects

    Acting as a go-to support system to free up headspace

  • Scheduling appointments, meetings, travel, and events

    Managing calendars and coordinating schedules

    Handling email correspondence and achieving inbox zero

    Preparing documents and data entry

    Organizing digital files and maintaining records

    Conducting online research (e.g., vendors, service providers)

    Paying bills and managing subscriptions

What To Know Before Hiring a Personal Assistant in Chicago

Before hiring a personal assistant through The Middle, you should know a few basics:

  • Personal assistants can handle a wide range of support tasks, from business to personal support, but some areas of support are not within the scope of work of a personal assistant. These include: childcare or senior caregiving, laundry/cleaning, social media management, and cooking. Some candidates have experience or are willing to support in these areas, but coverage should not be expected.

  • Our part-time personal assistants are not on-call or expected to be available to you 24/7. You are welcome to set a schedule with your PA, or work asynchronously. If you work asynchronously, expect work to be done in a timely manner but understand it won’t always be completed as soon as the task is received (that would make your PA “on-call”).

  • Mileage expenses (or public transportation fare) should be reimbursed for driving done on the job (errands, etc.), but is not required for commutes.

  • Understand there will always be a learning curve when two individuals start working together! Don’t expect your PA to read your mind on Day 1. You’ll need to put in a little legwork/training to get them up and running, but then they should be able to work more independently according to your preferences.

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

    →

  • Maximize Your Day: How a Personal Assistant Can Streamline Your Schedule

    The Benefits of Outsourcing Professional and Personal Tasks

    →

  • Creating a Comprehensive Job Description for Your Personal Assistant

    A Guide To Finding Your Ideal Personal Assistant

    →

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

    Unique Reasons to Hire Personal Assistants in NYC & LA

    →

 FAQs

  • An executive personal assistant is an assistant who supports an individual with both their personal and business-related needs. These individuals are often entrepreneurs and business owners, but can also cross over into a personal assistant who supports a busy individual with higher responsibilities like coordinating small events, managing and coordinating philanthropic and volunteer activities, and support preparing financial documents. A household assistant solely supports home-related tasks, such as managing housekeepers, researching kid’s summer camps and schools, and stocking groceries. A household assistant might support multiple members of the household, not just a principal individual. The Middle places personal assistants, executive personal assistants and household assistants. Household assistants with The Middle do not manage housekeeping duties such as laundry and cleaning.

  • Personal assistants with The Middle are happy to offer virtual assistant services to our clients. Simply let us know in our Client Questionnaire if you are looking for in-person support or remote, and we’ll match you with candidates accordingly. Regardless of where the work takes place, our candidates are always based in your city (so they’ll always be in your time zone).

  • To prepare for working with an assistant, we recommend keeping a list of all of the tasks that could be handled by someone else for up to a month. Take a look at this list and determine how much of it requires your personal assistant to be in-person (home tasks like grocery shopping and home organization) and how much can be done remotely (like scheduling doctors’ appointments and researching/booking travel). If all of your tasks can be done remotely, you need a virtual personal assistant! If you have tasks that require in-person support, then you’ll want someone who can come to your home as needed. Candidates at The Middle are able to provide both, and are always based in your area.

  • The typical hourly rate for a personal assistant is $25-35/hr. Some candidates may command a higher rate depending on their experience, but most candidates in The Middle do not accept lower than $25/hr.

    The Middle charges a one-time Placement Fee of $575, due upon hire. That’s it!

  • The Middle focuses on part-time, ongoing positions and does not place full-time personal assistant positions. Most of our candidates are looking for no more than 25 hours per week.

  • Yes! The Middle has no minimums or set plans- we match you with qualified, local personal assistants ready to help you for as little as a few hours a week. 

  • The Middle does not service one industry. We are here to support any busy person. Some of our clients include consultants, entrepreneurs, small business owners, speakers, marketing executives, and influencers.

  • Our process is designed to be streamlined and hassle-free. All candidates are pre-screened, allowing your interviews to focus solely on your specific needs. We’ll present qualified candidates within two weeks—often in under a week—and schedule interviews at your convenience. Once you’ve made your choice, we’ll connect you directly with your selected assistant so you can get started right away.

Hiring a Personal Assistant

Reasons to Hire a Personal Assistant in Chicago

Hiring a personal assistant can help streamline your daily life. Say goodbye to that nagging to do list and say hello to a clear mind and freed up time! Our personal assistants can handle personal errands, life admin, and even business support so you can focus on family time, your personal life,  and/or higher level business projects. Ultimately, hiring a personal assistant relieves stress in your life knowing you have a trusted partner catching everything that can fall through the cracks.

Qualifications to Look for in a Personal Assistant

When hiring a personal assistant, it's important to find someone with the right experience and skills for your specific needs. We’ll help match you with candidates who meet those requirements. While interviews are essential for understanding communication styles and clarifying role expectations, you can trust that every candidate we present is already fully qualified. We prioritize key skills such as clear communication, strong organizational habits, time management, and effective problem solving.