Technology Director Jobs in Chicago, IL
Technology Director jobs in Chicago are in strong demand, concentrated in the Loop, River North, and the Fulton Market District across financial services, healthcare technology, and enterprise software. Leading employers include Alvarez & Marsal, Aon, and Fitch Ratings. Find a role that fits below and apply directly.
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Role Overview
Key Responsibilities
- Develop, refine, and support actuarial pricing analyses across P&C insurance use cases, including rate adequacy, territorial analysis, and rating plan development.
- Apply GLMs to model pure premium using large, complex insurance datasets.
- Translate business problems into analytical solutions and clearly communicate results to both technical and non-technical audiences.
- Effectively manage client engagements from problem definition through delivery, ensuring analytical rigor and actionable outcomes.
- Partner with reinsurance brokers and senior team members to deliver industry-leading client solutions.
- Provide technical leadership, training, and development to junior team members.
- Support proposal development, client presentations, and RFPs as needed in collaboration with senior leadership.
- 7+ years of actuarial pricing experience within property & casualty insurance.
- Bachelor’s degree
- FCAS credential preferred.
- Prior experience conducting rate filing research using SERFF, including review of filing support, exhibits, regulatory correspondence, and objection handling.
- Strong written and verbal communication skills, with the ability to explain complex analytical concepts clearly and concisely.
Aon is not accepting unsolicited resumes from search firms for this position. If you are a search firm, you will not be compensated in any way for your submission of a candidate, even if Aon hires that candidate.
For positions in San Francisco and Los Angeles, we will consider for employment qualified applicants with arrest and conviction record in accordance with local Fair Chance ordinances.
Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time.
Pay Transparency Laws:
The salary range for this position (intended for U.S. applicants) is $180,000-$200,000 annually. The actual salary will vary based on applicant’s education, experience, skills, and abilities, as well as internal equity and alignment with market data. The salary may also be adjusted based on applicant’s geographic location.
This position is eligible to participate in one of Aon’s annual incentive plans to receive [an annual discretionary bonus] in addition to base salary. The amount of any [bonus] varies and is subject to the terms and conditions of the applicable incentive plan.
A summary of all the benefits offered for this position:
Aon offers a comprehensive package of benefits for full-time and regular part-time colleagues, including, but not limited to: a 401(k) savings plan with employer contributions; an employee stock purchase plan; consideration for long-term incentive awards at Aon’s discretion; medical, dental and vision insurance, various types of leaves of absence, paid time off, including 12 paid holidays throughout the calendar year, 15 days of paid vacation per year, paid sick leave as provided under state and local paid sick leave laws, short-term disability and optional long-term disability, health savings account, health care and dependent care reimbursement accounts, employee and dependent life insurance and supplemental life and AD&D insurance; optional personal insurance policies, adoption assistance, tuition assistance, commuter benefits, and an employee assistance program that includes free counseling sessions. Eligibility for benefits is governed by the applicable plan documents and policies.
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Role Overview
Key Responsibilities
- Develop, refine, and support actuarial pricing analyses across P&C insurance use cases, including rate adequacy, territorial analysis, and rating plan development.
- Apply GLMs to model pure premium using large, complex insurance datasets.
- Translate business problems into analytical solutions and clearly communicate results to both technical and non-technical audiences.
- Effectively manage client engagements from problem definition through delivery, ensuring analytical rigor and actionable outcomes.
- Partner with reinsurance brokers and senior team members to deliver industry-leading client solutions.
- Provide technical leadership, training, and development to junior team members.
- Support proposal development, client presentations, and RFPs as needed in collaboration with senior leadership.
- 7+ years of actuarial pricing experience within property & casualty insurance.
- Bachelor’s degree
- FCAS credential preferred.
- Prior experience conducting rate filing research using SERFF, including review of filing support, exhibits, regulatory correspondence, and objection handling.
- Strong written and verbal communication skills, with the ability to explain complex analytical concepts clearly and concisely.
Aon is not accepting unsolicited resumes from search firms for this position. If you are a search firm, you will not be compensated in any way for your submission of a candidate, even if Aon hires that candidate.
For positions in San Francisco and Los Angeles, we will consider for employment qualified applicants with arrest and conviction record in accordance with local Fair Chance ordinances.
Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time.
Pay Transparency Laws:
The salary range for this position (intended for U.S. applicants) is $180,000-$200,000 annually. The actual salary will vary based on applicant’s education, experience, skills, and abilities, as well as internal equity and alignment with market data. The salary may also be adjusted based on applicant’s geographic location.
This position is eligible to participate in one of Aon’s annual incentive plans to receive [an annual discretionary bonus] in addition to base salary. The amount of any [bonus] varies and is subject to the terms and conditions of the applicable incentive plan.
A summary of all the benefits offered for this position:
Aon offers a comprehensive package of benefits for full-time and regular part-time colleagues, including, but not limited to: a 401(k) savings plan with employer contributions; an employee stock purchase plan; consideration for long-term incentive awards at Aon’s discretion; medical, dental and vision insurance, various types of leaves of absence, paid time off, including 12 paid holidays throughout the calendar year, 15 days of paid vacation per year, paid sick leave as provided under state and local paid sick leave laws, short-term disability and optional long-term disability, health savings account, health care and dependent care reimbursement accounts, employee and dependent life insurance and supplemental life and AD&D insurance; optional personal insurance policies, adoption assistance, tuition assistance, commuter benefits, and an employee assistance program that includes free counseling sessions. Eligibility for benefits is governed by the applicable plan documents and policies.
#LI-KT1
#LI-HYBRID
See All 52 Technology Director Jobs in Chicago
Find roles in Chicago that match your experience and apply in just a few clicks.
Find Technology Director JobsTechnology Director Job Market in Chicago
Who's Hiring
- Alvarez & Marsal10
- Aon3
- Fitch Ratings3
- BMO Financial3
- The University of Chicago3
Top Industries Hiring
- Consulting & Professional Services
- Manufacturing
- Sports & Recreation
- Law & Legal Services
- Construction & Real Estate
Technology Director Jobs in Chicago: Frequently Asked Questions
How do I get a technology director job in Chicago?
Focus your search on Chicago's strongest hiring sectors: financial services firms in the Loop, health systems and digital health companies on the Near North Side, and enterprise software companies anchored in Fulton Market. Candidates who stand out typically combine P&L ownership experience with hands-on platform or infrastructure leadership. Building visibility with Chicago-based technology associations and attending local CTO and IT leadership events also accelerates hiring timelines in this market.
Which companies hire technology directors in Chicago?
Companies currently hiring technology directors in Chicago include Alvarez & Marsal, Aon, and Fitch Ratings, per current listings on Migrate Mate as of October 2026. Chicago's employer mix is broad, covering large financial institutions, regional health systems, insurance carriers, and a growing base of venture-backed technology firms in Fulton Market and the West Loop.
Are there remote technology director jobs in Chicago?
Yes, though technology director roles are only moderately remote-friendly given the leadership, stakeholder management, and team oversight responsibilities they carry. About 80% of technology director openings tied to Chicago are remote or hybrid as of October 2026, with most structured as hybrid rather than fully remote. Strategy, architecture, and vendor management functions are the most likely to accommodate remote arrangements among Chicago employers.
How can I get a technology director job in Chicago with little or no experience?
The most realistic entry path is moving into a senior manager or engineering lead role at a mid-size Chicago technology firm or regional bank, then building toward a director title from there. Chicago's dense community of insurance companies, logistics technology firms, and digital health startups frequently promote from within and hire lateral candidates from adjacent industries. Demonstrating ownership of a product launch, migration, or cost-reduction initiative in a prior role carries significant weight with Chicago hiring managers at this level.
Which industries hire the most technology directors in Chicago?
Chicago technology director roles concentrate in Consulting & Professional Services, Manufacturing, and Sports & Recreation, based on current listings on Migrate Mate as of October 2026. Chicago's position as a hub for financial services, healthcare, and logistics makes those sectors consistently the largest sources of director-level technology hiring in the region.
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