Jobs › HUB International

AGC, Real Estate and Commercial Transactions

HUB International · Chicago, IL · $175,000–$200,000 a year · Full time

Posted Aug 13, 2026 · We last checked this listing on Oct 6, 2026

Apply at HUB International

Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Walk me through a commercial real estate negotiation you led from term sheet to signed lease.

What they are checking: Whether they have handled complete deals personally, not just reviewed others' drafts.

Tell me about a dispute with a landlord you helped resolve.

What they are checking: Whether they can resolve conflicts practically without unnecessary litigation.

What would you do

HUB has a large commercial real estate footprint. How would you manage hundreds of office leases across North America?

What they are checking: Whether they can organize a big lease portfolio with tracking, standards and clear priorities.

How do you work with brokers, facilities and finance on a lease decision?

What they are checking: Whether they act as a business partner and coordinate across teams with different goals.

How do you decide which matters to handle yourself and which to send to outside counsel?

What they are checking: Whether they manage legal spend and keep quality high with good judgment.

A business leader wants to sign a lease this week that you think has real risks. What do you do?

What they are checking: Whether they explain risk clearly and offer options rather than simply blocking the deal.

About the work

What lease provisions do you push hardest on when HUB is the tenant?

What they are checking: Whether they know the key tenant protections, like assignment rights, operating expenses and renewal options.

HUB acquires many agencies. How do you handle the leases and real estate that come with an acquisition?

What they are checking: Whether they understand assignment, consent and consolidation issues in M&A real estate.

What commercial contracts outside real estate have you handled, like vendor or services agreements?

What they are checking: Whether they can cover the broader commercial transactions this role also includes.

How would you create templates or playbooks to speed up routine lease work?

What they are checking: Whether they build processes that let a growing legal department scale.

Practice this interview out loud.

Offer builds a real interview for this exact role at HUB International from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

The full job description

As published by HUB International.

ABOUT US At HUB International, we are a team of entrepreneurs. We believe in protecting and supporting the aspirations of individuals, families, and businesses. We help our clients evaluate their risks and develop solutions tailored to their needs. We believe in empowering our employees to learn, grow, and make a difference. Our structure enables our teams to maintain their own unique, regional culture while leveraging support and resources from our corporate centers of excellence. HUB is one of the largest global insurance and employee benefits broker, providing a boundaryless array of business insurance, employee benefits, risk services, personal insurance, retirement, and private wealth management products and services. With over $5 billion in revenue and almost 20,000 employees in 600 offices throughout North America, HUB has grown substantially, in part due to our industry leading success in mergers and acquisitions. About the Position: The Assistant General Counsel, Real Estate and Commercial Transactions position is a unique opportunity for an attorney with experience in commercial real estate to join a multi-billion-dollar, high growth, dynamic company with a similarly dynamic and growing legal department and to perform critical work, including leading the legal function related to HUB’s extensive commercial real estate footprint. The successful candidate will have at least 3-5 years of experience as a commercial real estate attorney, with a particular focus on commercial leases. This is an exciting and challenging position that will allow you to grow as a professional and eventually lead a small, internal commercial real estate support team. Role & Responsibilities: • Draft, review and negotiate commercial agreements, including leases, subleases, waivers and consents, terminations, amendments, subordination and non-disturbance agreements, and estoppels for a U.S. and Canadian leasing portfolio that includes over 550 locations and over 3 million leasable square feet. • Interface with and advise all business groups, including leasing, construction, risk management, tax and finance teams on legal and contractual matters effecting the portfolio. • Manage a team of Transactional Attorneys and Paralegals. • Oversee and directly resolve landlord and tenant disputes. • Support the review and negotiation of real estate related services agreements pertaining to architectural design, build-outs, furnishings, and related matters. • Review and supervise outside counsel and other legal service provider support of leasing matters. • Coordinate and direct the review, management and preparation of commercial leasing documentation and related due diligence of newly acquired companies (the company is currently averaging 70+ acquisitions per year); support closing and post-closing documentation and administration. • Effectively organize and maintain case and client files in conjunction with the real estate paralegal. Requirements: • Active membership in a state bar. • Minimum 10 years’ experience as an attorney with commercial and transactional experience. • Minimum 5 years’ experience leading a team of legal professionals. • Willing to pitch in and support other transactional work for a growing legal department in a fast-paced environment. • Able to problem solve, resolve, and close open issues and assist staff and colleagues with resolving issues that arise. • Skilled at meeting strict deadlines under significant time pressure. • Ability to handle multiple tasks simultaneously with a high degree of professionalism and client orientation. • Excellent verbal and written communication skills to effectively work with various types of clients. • Fast thinker/quick learner. • Excellent organizational skills, attention to detail and ability to prioritize and work independently. • Ability to manage time and resources effectively and independently, and balance conflicting priorities. • Demonstrated experience with Microsoft Office products. • Ability to work in a fast paced, rapidly growing, and ever-changing company. • Ability to work both independently and collaboratively across varied organizational functions. JOIN OUR TEAM Do you believe in the power of innovation, collaboration, and transformation?  Do you thrive in a supportive and client focused work environment?  Are you looking for an opportunity to help build and drive change in a rapidly growing and evolving organization?  When you join HUB International , you will be part of a community of learners and doers focused on our Core Values: entrepreneurship , teamwork, integrity, accountability, and service. Disclosure required under applicable law in California, Colorado, Illinois, Maryland, Minnesota, New York, New Jersey, Ohio, and Washington states: The expected salary range for this position is $ 175,000- $ 200,000 and will be impacted by factors such as the successful candidate’s skills, experience and working location, as well as the specific position’s business line, scope and level. HUB International is proud to offer comprehensive benefit and total compensation packages: health/dental/vision/life/disability insurance, FSA, HSA and 401(k) accounts, paid-time-off benefits such as vacation, sick, and personal days, and eligible bonuses, equity and commissions for some positions. Department Legal Required Experience: 10-15 years of relevant experience Required Travel: Negligible Required Education: Doctoral degree HUB International Limited is an equal opportunity employer that does not discriminate on the basis of race/ethnicity, national origin, religion, age, color, sex, sexual orientation, gender identity, disability or veteran's status, or any other characteristic protected by local, state or federal laws, rules or regulations. E-Verify Program We endeavor to make this website accessible to any and all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please contact the recruiting team HUBRecruiting@hubinternational.com . This contact information is for accommodation requests only; do not use this contact information to inquire about the status of applications.

Apply at HUB International