Hire the Best Fractional COOs Near Chicago

Toptal is a marketplace for top fractional COOs. Top companies and startups in Chicago choose Toptal Fractional COOs freelancers for their mission-critical initiatives.

No-Risk Trial, Pay Only If Satisfied.

Trusted by leading brands and startups

Hire fractional COOs near Chicago or in a similar time zone

Priya Shastri

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since September 24, 2025

Priya is an operational strategist with 15+ years of experience engineering sustainable strategies for healthcare businesses. As a P&L and growth leader, she ensures her visionary plans are also profitable and practical for her clients. Priya specializes in leveraging data and technology to solve complex problems and transform businesses.

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Prasun K Howli

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since April 25, 2025

Prasun is a seasoned management consultant with over 18 years of experience in strategy and digital transformation. Prasun brings broad domain expertise across enterprise technology, generative AI, fintech, payments, and cybersecurity, aligning innovative strategies with evolving industry demands. His technical acumen, grounded in deep industry insight and advanced technology frameworks, enables the design and integration of innovative solutions to complex business challenges.

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John Gauch

Fractional COO
Verified Expert in Management Consulting
Canada
Toptal Member Since March 10, 2022

John is a fractional COO and operator who partners with founders to scale their businesses. He brings a multidisciplinary background, including corporate law, customer insights, sales leadership, general management, and product strategy. John has supported dozens of early-stage teams, including one company that exceeded the $100 million in revenue milestone and another that nearly reached that mark. His approach is structured and flexible, built on strong relationships and disciplined execution.

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Laura Lanteri

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since October 5, 2022

Laura is a business consultant with over 20 years of experience in strategy, business expansion, competitive analysis, consumer insights, data analysis, and research. She has consulted with CEOs of Fortune 500 companies and pre-revenue start-ups and has an established track record of improving revenue, margins, and scale. Laura started her career at Morgan Stanley New York, where she researched, conceptualized, and executed financing deals for almost one billion dollars.

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Isaac Prada y Nogueira

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since August 10, 2022

Isaac is a former Formula One engineer with over ten years of management consulting experience, applying the management method he learned in F1 (mainly Minimum Viable Testing) to growth strategy, innovation strategy, and optimization of tech startups and SMBs. He has developed a proprietary growth strategy for tech companies called Competitive Manager and has doubled revenues for some of his clients. Isaac seeks projects where he can put in the same energy that took him to F1.

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Mark Bishopp

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since June 9, 2025

Mark is a seasoned fintech and payments executive with over 30 years of experience leading strategy, growth, and innovation across embedded finance, PayFac, marketplaces, and payment platforms and orchestration. He serves as a trusted fractional C-level advisor to organizations ranging from startups to enterprises. Known for solving complex payment challenges, accelerating revenue, and driving value, Mark is a recognized speaker and thought leader in fintech, payments, and insurance technology.

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Robert Moomaw

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since May 14, 2025

Rob is a veteran supply chain strategist with experience founding and leading a logistics-focused consultancy. His work spans warehouse floors to national fleets, and he has delivered more than $30 million in savings through logistics modernization, artificial intelligence integration, and end-to-end operational restructuring. By partnering with fast-scaling brands and leveraging the flexibility of freelancing, Rob helps clients uncover hidden efficiencies and outpace the competition.

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Dar Fazulyanov

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since August 31, 2021

Dar is a financial business leader with over 20 years of experience in eCommerce, healthcare, aircraft, software, blockchain, automotive, and airline industries. His expertise lies in M&A, pre-IPO, IPO, venture capital, and private equity deals. Dar holds an MBA with scholar honors from Tuck School of Business.

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Brandon Pearlman

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since April 7, 2021

Brandon is a 20-year executive and ex-founder who co-founded and exited a Warburg Pincus-backed AI/ML company at an 8-figure valuation. As interim CEO of a corporate innovation incubator inside a $3 billion enterprise, he generated $20 million ARR in the 1st year. A former Global 1,000 consultant turned startup operator, Brandon's engagements span private equity acquisitions ($150+ million revenue), product builds, M&A due diligence, operational turnarounds, and 150%+ growth engagements.

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Kurt Williams

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since March 2, 2022

Kurt is an award-winning executive known for exceeding expectations, delivering on time and ahead of schedule, on and under budget, exceeding sales and profitability goals, inspiring teams to accomplish more, and developing strong relationships. He has a background in multiple languages and the mental faculties to see all the pieces that need to go together for success. Kurt's ability to create and implement strategic plans with exceptional results are what sets him apart.

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Andon Baltakov

Fractional COO
Verified Expert in Management Consulting
United States
Toptal Member Since May 9, 2022

Andon is a business operations executive with 15+ years of experience leading product launches, cross-functional coordination, and operational scaling in media and technology. He's an expert in building operational frameworks from concept to execution, managing stakeholder relationships, and driving growth initiatives in fast-paced environments. Andon has led product development and business transformation efforts, guiding organizations from startup scaling to major institutional operations.

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Toptal in the press

... allows corporations to quickly assemble teams that have the right skills for specific projects.

Despite accelerating demand for coders, Toptal prides itself on almost Ivy League-level vetting.

Our clients
Creating an app for the game
Creating an app for the game
Leading a digital transformation
Leading a digital transformation
Building a cross-platform app to be used worldwide
Building a cross-platform app to be used worldwide
Drilling into real-time data creates an industry game changer
Drilling into real-time data creates an industry game changer
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How to Hire Fractional COOs Near Chicago

1

Talk to One of Our Industry Experts

A Toptal director of management consulting will work with you to understand your goals, technical needs, and team dynamics.
2

Work With Hand-Selected Talent

Within days, we'll introduce you to the right fractional COO for your project. Average time to match is under 24 hours.
3

The Right Fit, Guaranteed

Work with your new fractional COO for a trial period (pay only if satisfied), ensuring they're the right fit before starting the engagement.

Toptal Lets You Hire Fast,
With Unparalleled Success

  • Trusted Talent Only

    Trusted Talent Only

    Our talent network is composed of thoroughly vetted professionals who ramp up quickly, function as essential team members, and deliver results.

  • Precise Matching

    Precise Matching

    Our experienced talent matchers specialize in identifying talent that fits your needs. They work to understand your exact requirements and hand-select the best professionals for your project.

  • Seamless Hiring

    Seamless Hiring

    We handle all aspects of billing, payments, and NDAs, streamlining the hiring process so you can focus on innovation, not overhead.

  • No-risk Trial Period

    No-risk Trial Period

    We want to be sure your engagement is a total success, so we offer a no-risk trial period. Work with your new hire for up to two weeks and pay only if you’re satisfied.

  • Effortless Scaling

    Effortless Scaling

    We help you scale your team up or down as needed, with quick and efficient hiring in under 48 hours.

  • Flexible Engagements

    Flexible Engagements

    Our flexible engagement models allow you to choose the engagement type that suits your needs and adjust it anytime: hourly, part time, or full time.

Top Fractional COOs Are in High Demand.

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