Your Chicago Executive Search Recruiters and Headhunters

Our executive search success stories

A Chicago headhunter near you

Perpetual Talent Solutions operates as a specialized leadership recruiting practice serving organizations throughout the Chicago metropolitan region. Our professionals possess comprehensive understanding of regional industries and cultivated professional networks that allow us to link companies across Chicagoland with distinguished executive talent. Utilizing our refined search process, we extend far beyond reviewing submitted credentials, instead implementing active relationship cultivation and focused candidate identification methods to secure the most capable leaders for your enterprise.

Attracting exceptional executives in Chicago demands understanding America’s third-largest city—a global business center distinguished by its commanding position in derivatives trading through the CME Group, corporate headquarters including United Airlines, McDonald’s, and Boeing’s relocated operations, a thriving technology sector in neighborhoods from Fulton Market to River North, and world-class healthcare institutions like Northwestern Medicine and the University of Chicago Medical Center. Our recruiters operate across the area’s key sectors—from the financial services firms in the Loop to the manufacturing operations extending throughout the industrial corridors, from the professional services enterprises to the logistics companies capitalizing on Chicago’s role as North America’s rail hub and O’Hare International Airport’s global connectivity. We appreciate the particular dynamics shaping executive recruitment in this market: the seasonal weather considerations that factor into relocation decisions, the commuting patterns influenced by Metra and CTA transit systems, the importance of leaders who can navigate Chicago’s distinct business culture blending Midwestern pragmatism with global sophistication, and how neighborhood revitalization from West Loop to Lincoln Yards affects where professionals choose to establish themselves. Our familiarity with the local employment landscape—including which Northwestern or University of Chicago administrators might consider corporate transitions, which professionals are relocating from coastal markets seeking Chicago’s superior value proposition, and how the city’s position straddling multiple industries creates cross-sector talent movement—enables us to identify and approach both active candidates and accomplished professionals not currently pursuing new roles. This comprehensive perspective provides access to the full spectrum of leadership talent available throughout the greater Chicago area.

Perpetual Talent Solutions constructs its practice around a collaborative philosophy supported by consistent performance metrics. Our executive placement cycle averages 34 days from engagement start to accepted offer, we successfully complete 95% of retained assignments, and 98% of our clients report satisfaction with outcomes delivered. We champion your organization’s interests as trusted representatives, managing every candidate interaction with discretion and professionalism. Whether your needs encompass chief-level positions, senior operational roles, or specialized leaders in areas such as derivatives trading, healthcare innovation, or supply chain management, we structure our engagement approach—from dedicated retained search to comprehensive annual recruitment partnerships—to support your goals within Chicago’s multifaceted business landscape.

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All of our search services are exclusive, ensuring the focus and dedication needed for successful outcomes. Our offerings include Retained Search, Engaged Search (hybrid deposit model), and Annual Service Plans. We take the time to understand your unique needs and recommend the approach that best supports your goals. Currently, we do not offer contingent search services.

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What our satisfied clients say

Debbie has been an extension of our team for close to 10 years and has helped recruit numerous employees for roles such as software development, marketing, technical writing & sales. She has also helped formulate our recruiting, retention & on boarding processes.

Debbie is a trusted advisor, has great insight, and makes herself available to us when needed. We appreciate her and look forward to a continued partnership with Perpetual Talent Solutions.

Riaz Merchant

President & CEO
Mertech

Debbie’s deep understanding of operations, transportation, and distribution proved to be invaluable in successfully filling a key manager’s role for us. She was able to assess, vet and present an outstanding group of qualified candidates.

I definitely plan to use Debbie and the Perpetual Talent Solutions team again for future needs!

Hanna Hajjar

Vice President of Operations & Supply Chain
BDI

I have worked with Debbie at two different organizations. In both places, she has effectively uncovered top-tier talent in the highly competitive eCommerce Fulfillment space. In both cases, Debbie’s approach and efforts resulted in our ability to build our US-based sales organization rapidly.

Debbie is extremely forthcoming and gives excellent counsel/advice as it relates to each candidate’s potential. She does not try to push candidates just for the sake of making a placement and has always been patient in working to find the “best fit” for the organization.

Spencer Moore

Executive Vice President of Sales
eCommerce Fulfillment

Jim is an accomplished professional and a standout in the Recruiting industry. He is unselfish in his approach, takes the time to understand our needs and uses his business experience to help guide us to the right solution.

Jim understands the importance of organizational fit in addition to the required job competencies, is an open communicator and always does what he says he is going to do. It is a pleasure doing business with Jim.

Jerolyn Jones

Director HR
Trelleborg Offshore

Specialized headhunting solutions for business success

Retained Search

Retained Search addresses the requirements of appointing chief officers and senior-most executives throughout Chicago—positions where selecting an inadequate candidate carries serious ramifications for organizations competing in America’s third-largest city and a global business center. Given the presence of corporate headquarters including United Airlines, McDonald’s, and Boeing, the CME Group’s dominance in derivatives trading, major professional services firms throughout the Loop, and the technology enterprises transforming Fulton Market and River North, securing proven leaders for these critical positions necessitates a methodical, relationship-focused process guided by seasoned professionals who grasp how C-level selections influence your organization’s trajectory in a metropolitan area where talent circulates between Fortune 500 corporations, academic medical centers, and scaling ventures across Chicagoland’s diverse economic landscape.

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Engaged Search

Engaged Executive Search serves Chicago organizations developing their director-tier and senior management teams—the operational leaders accountable for translating vision into concrete results. In a marketplace shaped by financial institutions downtown, manufacturing operations throughout the industrial corridors, healthcare systems including Northwestern Medicine and Rush University Medical Center, and logistics companies leveraging the region’s unmatched rail and air connectivity through O’Hare, these positions require individuals who contribute not only specialized proficiency but also alignment with your company’s values, leadership approach, and expansion plans. We identify professionals who can operate effectively within Chicago’s business culture—combining Midwestern directness and work ethic with the sophistication expected in a global city—strengthening your leadership capacity as your organization grows.

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Annual Service Plan

The Annual Service Plan suits companies across greater Chicago facing continuous executive development requirements and preferring a structured, economically efficient recruitment model. Rather than launching individual searches whenever a leadership position opens—a common occurrence when operating in a metropolitan area with major corporations expanding operations, technology companies scaling in neighborhoods from West Loop to Lincoln Park, and healthcare institutions building facilities throughout the suburbs—this arrangement delivers ongoing access to search expertise, strategic counsel, and ready-to-activate hiring infrastructure through one comprehensive annual commitment. It proves especially valuable for organizations relocating headquarters to Chicago for its central location and talent advantages, establishing regional operations to serve Midwest markets, or building teams to support national growth strategies.

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Executive Advisory

Executive Advisory addresses situations where Chicago companies encounter complex leadership, organizational design, or talent challenges that internal personnel lack the bandwidth, external viewpoint, or specialized knowledge to resolve effectively. Whether your business is navigating industry disruption affecting traditional sectors like manufacturing or retail, integrating acquisitions across the broader Midwest region, managing succession as longtime executives retire, or addressing performance deficiencies while competing against both established Chicagoland institutions and venture-backed disruptors, engaging an experienced outside advisor provides impartial assessment, strategic recommendations, and practical solutions grounded in what proves effective within Chicago’s distinctive environment—shaped by the city’s position as a corporate headquarters hub, strength across financial services and trading, role as the nation’s transportation and logistics nexus, world-class research universities, and a business community that values substance and results over flash.

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About Perpetual Talent Solutions

Perpetual Talent Solutions has been connecting great companies in Chicago with exceptional talent since 1994. We offer creative, scalable solutions for executive recruiting and headhunter services, including retained searches, engaged recruiting, and annual service plan hiring. Our impressive track record speaks for itself: an average 34-day time-to-fill, 95% fill rate, and 98% satisfaction among clients and candidates. With specialized recruitment teams and a consultative approach, we go beyond traditional recruiting to deliver measurable results. Our services span from executive searches to strategic advisory in sales, operations, and talent management, helping companies transform their capabilities with practical, real-world expertise.

What sets Perpetual Talent Solutions apart in Chicago

Service Excellence

Our fundamental approach positions the objectives of organizations we serve throughout Chicago as our paramount concern. This guiding philosophy influences every dimension of our operations—from the services we structure to how we conduct our professional relationships. We aim to cultivate enduring partnerships with companies across Chicagoland, consistently performing beyond established benchmarks to sustain these collaborative alliances over time. Our level of commitment remains constant whether we’re engaged with an emerging venture in Fulton Market or an established enterprise in the Loop. The scope of your leadership requirements—whether a single critical appointment or assembling an entire executive team—receives identical thoroughness and attention from our professionals.

Consultative Approach

We function as strategic counsel to Chicago organizations rather than simply executing recruiting transactions. When we approach prospective candidates representing your enterprise, we safeguard and advance your company’s reputation with the same vigilance we apply to our own professional standing. We invest substantial time comprehending your specific requirements, then develop customized strategies addressing those precise needs. This frequently involves identifying and engaging accomplished professionals who aren’t exploring new opportunities but represent exceptional fits for your organization. We intentionally avoid operating as a high-volume, generalist practice. Our work concentrates on serving clients throughout the Chicago metro who value a deliberate, partnership-oriented methodology for strengthening their leadership rosters. During each assignment, we maintain transparent dialogue, delivering consistent progress briefings and relevant intelligence.

Track Record and Experience

The principals directing our practice possess extensive firsthand business experience spanning multiple industries. We’ve observed directly how pivotal the right leadership selection proves for companies navigating Chicago’s economic landscape—from the derivatives trading operations at CME Group to the manufacturing enterprises throughout the industrial corridors, from the healthcare institutions including Northwestern and University of Chicago Medicine to the technology ventures in River North and West Loop, from the corporate headquarters of United Airlines and McDonald’s to the professional services firms downtown, from the logistics companies leveraging the region’s position as North America’s transportation hub to the retail and consumer goods enterprises. Our recruiting specialists command deep knowledge of the sectors they cover, facilitating swift and effective execution. We maintain professional relationships nationwide with recruitment experts who focus on particular functional disciplines and market segments. Our methodology doesn’t center on posting vacancies and awaiting responses. We proactively pursue outstanding candidates aligned with each distinct opportunity. This strategy requires evaluating individuals comprehensively—considering factors beyond credentials and career chronology—to identify leaders positioned to genuinely thrive within your organization.

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Our recruitment process

01

Initial Meeting

When we first meet, we will talk about your hiring needs and answer any questions you have. We will explain how we work and go over our service options, including retained and engaged searches. We will also discuss how confidential you need the search to be. This meeting helps us understand your needs and sets the stage for our work together.

02

Search Agreement

After our first meeting, we will draft an agreement that fits what we discussed. We will send it to you for review and then have a follow-up conversation to address any questions or concerns. Once we’re both happy with the terms, we will sign the agreement and get started.

03

Intake With Key Stakeholders

This is where we dig deep into understanding the role you’re trying to fill. We will talk about the job itself, the type of person who’d fit well in your company culture, and what makes your company appealing to candidates in Chicago. We will also give you advice on salary ranges for the position based on current market trends. We will determine how you want to assess candidates, including any tests, reference checks, or background screenings. Finally, we will map out your interview process, set some timeline goals, and clarify expectations.

04

Deployment of Resources

Once we have all the details, we start looking for Chicago-based candidates. We use a mix of data tools and AI to find people who might be open to a new job, even if they’re not actively looking. Our approach is proactive and focused on consistently finding high-quality candidates.

05

Ongoing Search and Placement

We aim to present you with three top-notch candidates within about two weeks of starting the search, though this can vary depending on the job level. For example, filling C-Suite positions usually takes longer. We will update you weekly on how the search is going and set up meetings every two weeks to discuss progress.

We will arrange interviews with promising candidates and make sure we get your feedback promptly afterward. If you decide to hire someone, we will help negotiate the offer to ensure everyone’s happy with the outcome.

Our involvement does not end when the candidate accepts the job. We stay in touch with them until their start date and check in during their first few weeks to make sure the onboarding process is going smoothly for both you and your new hire.

Frequently asked questions about executive recruiting in Chicago

We service the US and Canada, including Chicago.

Currently, our focus is on filling direct-hire needs for our clients. We do not place temporary or contract employees at this time.

Our experience enables us to fill positions throughout a client’s organization in Chicago, ranging from mid-management to senior executive leadership, including C-Suite positions.

We can help you decide during our initial discussion. As a general guideline:

  • Retained is typically for VP-level positions and above
  • Engaged is usually for manager to director-level positions
  • Project is best suited for volume needs for a specific position

Yes, many of our clients in Chicago view us as an extension of their internal team and utilize our services to fill positions throughout their organization.

We offer guarantees on all our placements, ranging from three months to six months, depending on the level of the position.

No, we designed our contracts in the same spirit as how we work. Our terms are transparent, easy to understand, and have clearly defined expectations.

We are proudly among the leaders in our industry in Chicago, averaging 34 days to hire, as evaluated by the Society of Human Resource Management (SHRM).

Retained Searches are partner-led, while a dedicated Client Manager oversees all other offerings.

Sourcing is a proactive approach involving actively targeting passive candidates, rigorous networking, and utilizing multiple resources. It requires an investment of time to get to know candidates and build solid foundations to assess skill and cultural fit. Recruiting typically involves resume sourcing/screening, is a less focused approach, and is more about speed to fill rather than building relationships with candidates.

Yes, we do. However, in most cases, we mirror our client’s requirements and processes.

Our key differentiators include our consultative approach, extensive experience in Chicago, and commitment to delivering measurable results. We pride ourselves on our high fill rate (95%), client satisfaction (98%), and candidate satisfaction (98%).

Absolutely. We have a strong commitment to diversity and inclusion, recognizing that diversity goes beyond race and gender. Our outreach into diverse employment markets in Chicago helps us present a talented and robust candidate pool in every search endeavor.

On average, we provide a shortlist of qualified candidates within 11 days of beginning the search process in Chicago.

Yes, we offer advisory services in Strategic Sales, Operations, Talent Acquisition, and Talent Management. These services are designed to help companies transform their capabilities in these areas.

We take a consultative approach, investing time to understand your company culture, values, and specific needs. Our rigorous assessment process goes beyond skills and experience to evaluate cultural alignment, ensuring a better long-term fit.

Our interview-to-hire ratio in Chicago is 3:1, meaning that, on average, you will only need to interview three candidates to find the right fit for your position. This efficiency saves time and resources in the hiring process.

We understand the sensitive nature of executive searches. We maintain strict confidentiality protocols throughout the process, including non-disclosure agreements with candidates and limited distribution of client information.

Our success rate for executive placements in Chicago is over 95%, with a 98% client satisfaction rate. We attribute this to our thorough vetting process and our commitment to understanding each client’s unique needs.

Yes, we provide compensation benchmarking in Chicago as part of our services. This helps ensure that the offered package is competitive within the industry and attractive to top-tier candidates.

We continuously invest in professional development for our team, attend industry conferences, and maintain close relationships with leaders across various sectors to stay abreast of the latest trends and changes.

We maintain strict off-limits agreements with our clients, meaning we will not recruit from a client’s organization for a specified period after completing a search. This helps protect our client’s interests and maintains trust in our relationships.

In the rare event that a placed candidate does not work out within the guarantee period, we will conduct a replacement search at no additional cost, subject to the terms of our agreement.

We leverage AI and advanced technologies to enhance our search capabilities, including predictive analytics for candidate matching and data-driven insights to inform our search strategies. However, we always balance this with the human touch that is crucial in executive search.