Assistant Project Manager- hybrid WFH schedule

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Location: Chicago Loop

Work Arrangement: Hybrid, including 1–2 days per week working from home

Travel: None required

Build Toward Your Own Projects

This is an opportunity for an Assistant Project Manager who wants more than a support role.

You will join a nationally established, Chicago-headquartered design-build firm with approximately $500 million in annual revenue. The company delivers projects from initial concept through construction, supported by an in-house team of architects and experienced construction professionals.

The position has been created with a clear path into a Project Manager role. You will receive direct mentorship, increasing project ownership and exposure to every part of the construction process. The goal is to develop you into someone capable of independently leading projects, managing clients and taking full responsibility for project financials.

Mentorship and Career Development

You will work closely with an experienced Project Manager and Project Executive who will actively support your progression. Development will include:
  • A structured development plan tied to promotion into a Project Manager position
  • Regular one-on-one mentoring with senior project leadership
  • Clear expectations around the skills and experience required for promotion
  • Exposure to project financials, forecasting, contracts and client management
  • Opportunities to lead project meetings and manage subcontractor relationships
  • Increasing responsibility as your experience and confidence develop
  • Direct collaboration with the company’s in-house architects and preconstruction teams
  • Formal performance and career-development reviews
  • Access to internal training, leadership development and knowledge-sharing sessions
  • The opportunity to manage smaller projects or defined project scopes before stepping into a full Project Manager role
This is not a position where you will remain focused solely on paperwork or administrative tasks. You will be given meaningful responsibility, included in important project decisions and prepared to lead your own work. Project Portfolio The company delivers locally based projects valued at up to $60 million across:
  • Commercial
  • Healthcare
  • Mixed-use
  • Higher education
  • Corporate interiors
  • Light industrial
There are no travel requirements, allowing you to build a long-term career while remaining based in Chicago.

What You Will Do

  • Support projects from preconstruction through final closeout
  • Assist with budgeting, forecasting, scheduling and cost control
  • Manage RFIs, submittals, change orders and project documentation
  • Coordinate with clients, architects, consultants and subcontractors
  • Participate in owner and subcontractor meetings
  • Assist with subcontractor procurement and scope reviews
  • Work alongside field leadership to monitor schedule, safety and quality
  • Help identify project risks and develop solutions with senior leadership
  • Take ownership of defined scopes and project packages
  • Develop the financial, technical and leadership skills required to become a Project Manager
  • Build relationships with clients and project partners that continue beyond a single project
What the Company Is Looking For
  • Two or more years of commercial construction experience
  • Experience with a general contractor or design-build firm is preferred
  • A genuine ambition to progress into a Project Manager role
  • Strong communication, organization and problem-solving skills
  • An interest in learning the commercial and financial side of project delivery
  • The confidence to take ownership while remaining open to coaching
  • A bachelor’s degree in Construction Management, Engineering, Architecture or a related field is preferred
Culture Although the company operates nationally, its Chicago headquarters maintains a close-knit and collaborative environment. Senior leaders are accessible, teams work closely across departments and employees are encouraged to build careers within the business.

The company invests heavily in its people through mentoring, team-building activities, regular social events and an annual company retreat. It offers the resources and project portfolio of a larger contractor without losing the personal culture of a closely connected team.

Benefits

  • $800 monthly vehicle allowance
  • Four weeks of PTO
  • 4% 401(k) company match
  • 12 weeks of fully paid maternity leave
  • Six weeks of fully paid paternity leave
  • Hybrid flexibility with 1–2 days per week working from home
  • No travel requirements
  • Locally based Chicago projects
  • Annual company retreat
  • Regular company events and team-building activities
  • Direct mentorship from experienced project leaders
  • Defined development plan leading to Project Manager
  • Long-term advancement opportunities within a growing national business
This position is ideal for an Assistant Project Manager who wants genuine mentorship, broader responsibility and a clear route toward running their own projects.
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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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