OUR HISTORY

Insight Investments began in 1987 reselling off-lease hardware in a 400 sq. foot office space. 35 years later we have over 300 employees and service some of today’s largest organizations with their technology acquisition, leasing, and management requirements. We are comprised of 6 subsidiary businesses providing a wide array of solutions designed to fit specific customer needs including new and used equipment acquisition, custom leasing and financing, asset management, off-lease portfolio management, excess equipment disposal, and the integration of best-of breed technology for data management and security solutions.

Our Leadership

JOHN FORD

JOHN FORD

CHRISTOPHER M. CZAJA

CHRISTOPHER M. CZAJA

SHERYN MURRAY

SHERYN MURRAY

ALLAN UMANS

ALLAN UMANS

ROBERT KOLEK

ROBERT KOLEK

SCOTT SULLIVAN

SCOTT SULLIVAN

Icare Grey Logo

In 2017, our company launched a volunteer and community outreach program, iCare. Our iCare program, ran by our employees, provides an opportunity for the Insight team to serve several charitable organizations within our community. We use this program to help strengthen community relations and support the lesser advantaged through both time and monetary contributions.

OUR FUTURE

Saying that technology has changed over the last 35 years is an understatement. Individual technologies have come and gone, and so have many organizations. At Insight Investments we pride ourselves in having consistently grown through the years and are excited about what the future has in store.  We thrive in an industry that is constantly engrossed with change.

WORK WITH US

We are always looking to grow our family. Check out our current career opportunities.

VIEW CAREERS

John Ford, CEO of Insight Investments

John Ford

Founder & Chairman

John founded Insight Investments in 1987 and now serves as Founder and Chairman of the Board. As the architect of Insight’s culture and core operating principles, he provides strategic guidance and mentorship to the leadership team while helping shape the company’s long-term vision.

John’s leadership philosophy reflects a Judeo-Christian ethic and a principled management approach that supports the professional growth of employees while fostering long term partnerships with customers and vendors. His ability to identify emerging technology trends early has helped Insight maintain the flexibility and balance needed to adapt, grow, and achieve consistent financial performance.

With a passion for developing talented and motivated people, John has built a dynamic and rewarding company culture. Insight Investments is a respectful, supportive, and challenging environment where employees are encouraged to take initiative and contribute innovative ideas.

Prior to founding Insight Investments, John held sales, operations, and management roles with companies ranging from venture backed startups to Fortune 50 global technology corporations.

John holds a B.S. in Economics from the University of California, Santa Cruz and an MBA from Arizona State University. He is married with four children, two stepchildren, and four grandchildren.

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Chris Czaja

President & CEO

Chris Czaja serves as President & CEO of Insight Investments, where he provides overall strategic and financial leadership, guiding the firm’s continued growth and profitability. Since joining the company in 2008, he has played a pivotal role in shaping Insight’s long-term vision and ensuring its success in a competitive marketplace.

With more than 30 years of experience in finance and equipment leasing, Chris brings a wealth of expertise in both operational and financial management. Prior to Insight, he held leadership roles in commercial banking as Vice President and later served as Treasurer and Chief Financial Officer at Relational Funding.

His deep industry knowledge and proven leadership continue to drive Insight’s mission of delivering value, innovation, and sustainable growth for clients and partners.

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Sheryn Murray

Chief Operating Officer

Sheryn Murray is the Chief Operating Officer of Insight Investments, responsible for driving the company’s operational strategy and overseeing its core business functions, including human resources, leasing operations, credit and receivables, IT infrastructure, and marketing. Since joining Insight in 2016, she has been instrumental in building scalable processes and operational discipline that underpin the company’s success and sustained growth.

Her background includes senior leadership roles in both financial services and enterprise software at Universal Music Group and Sage Software, where she led cross-functional teams through periods of transformation and expansion.

Sheryn is recognized for her commitment to operational excellence, collaborative leadership, and aligning teams around measurable outcomes. Outside the office, she enjoys traveling, live music, and reading, and cherishes time with her husband and their dogs.

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Allan Umans

General Counsel

Allan Umans serves as General Counsel at Insight Investments, where he oversees all corporate and day-to-day legal matters of the company. He is also a member of the executive leadership team at Harbor Capital, Insight’s material handling vertical, where he helps guide the growth and strategy of the business. With more than three decades of experience in equipment finance, Allan was named one of the 25 Most Influential Leasing Attorneys by Leasing News in 2016 and has served as Chairman of the Equipment Leasing & Finance Association’s Legal Committee.

Before joining Harbor Capital, Allan was Vice President and General Counsel at Pacific Rim Capital, Inc., an independent lessor of material handling equipment. There, he managed the legal department while also leading credit, syndications, funding, and human resources.

Allan is married to his wife, Susan, and is a proud father to two sons: Jacob, an MD/PhD student at Johns Hopkins University, and Jonah, a sales executive at Homes.com. Outside of work, he enjoys playing pickleball and spending time by the beach.

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Robert Kolek

Chief Financial Officer

As Chief Financial Officer of Insight Investments since March 2025, Robert Kolek leads financial strategy, overseeing accounting, reporting, planning, analysis, treasury, and tax. With over 20 years in leasing and equipment finance, he has managed multibillion-dollar portfolios and driven strategic initiatives at leading firms, including Relational, LLC, Engs Commercial Finance, and Mitsubishi HC Capital America. His expertise strengthens Insight Investments’ ability to deliver innovative leasing solutions.

Rob began his career in public accounting over 30 years ago. He holds a BS in Accounting from Northern Illinois University, an MBA in Finance from DePaul’s Kellstadt Graduate School of Business, and is a registered CPA. At Insight Investments, Robert is driving financial excellence to fuel the company’s growth and deliver value to clients and partners. Outside of work, Rob enjoys golfing, staying active, and relaxing with his wife and two kids—ideally somewhere warm and sunny. A fun fact: Rob is a die-hard Cubs fan despite growing up in a house full of White Sox supporters.

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Scott Sullivan

Chief Revenue Officer

Scott Sullivan brings more than 25 years of sales and executive management experience, growing and scaling both independent and bank finance companies. As President, he is responsible for operational leadership and growth strategy for the Insight businesses.

Prior to Insight, he spent 13 years with Key Equipment Finance, a division of Key Bank, where he held several roles of increasing responsibly; most recently serving as Senior Vice President and Platform Leader of their $1.2B technology finance division.

Scott’s career in the technology financing world started with GE Capital where he spent 8 years in regional and national sales management roles. Scott also spent two years at American Express Business Finance where he launched their office products, technology, and communications financing groups.

Scott is a graduate of Drake University where he was also captain of the football team.

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John Ford, CEO of Insight Investments

John Ford

Founder & Chairman

John founded Insight Investments in 1987 and now serves as Founder and Chairman of the Board. As the architect of Insight’s culture and core operating principles, he provides strategic guidance and mentorship to the leadership team while helping shape the company’s long-term vision.

John’s leadership philosophy reflects a Judeo-Christian ethic and a principled management approach that supports the professional growth of employees while fostering long term partnerships with customers and vendors. His ability to identify emerging technology trends early has helped Insight maintain the flexibility and balance needed to adapt, grow, and achieve consistent financial performance.

With a passion for developing talented and motivated people, John has built a dynamic and rewarding company culture. Insight Investments is a respectful, supportive, and challenging environment where employees are encouraged to take initiative and contribute innovative ideas.

Prior to founding Insight Investments, John held sales, operations, and management roles with companies ranging from venture backed startups to Fortune 50 global technology corporations.

John holds a B.S. in Economics from the University of California, Santa Cruz and an MBA from Arizona State University. He is married with four children, two stepchildren, and four grandchildren.

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Chris Czaja

President & CEO

Chris Czaja serves as President & CEO of Insight Investments, where he provides overall strategic and financial leadership, guiding the firm’s continued growth and profitability. Since joining the company in 2008, he has played a pivotal role in shaping Insight’s long-term vision and ensuring its success in a competitive marketplace.

With more than 30 years of experience in finance and equipment leasing, Chris brings a wealth of expertise in both operational and financial management. Prior to Insight, he held leadership roles in commercial banking as Vice President and later served as Treasurer and Chief Financial Officer at Relational Funding.

His deep industry knowledge and proven leadership continue to drive Insight’s mission of delivering value, innovation, and sustainable growth for clients and partners.

x

Sheryn Murray

Chief Operating Officer

Sheryn Murray is the Chief Operating Officer of Insight Investments, responsible for driving the company’s operational strategy and overseeing its core business functions, including human resources, leasing operations, credit and receivables, IT infrastructure, and marketing. Since joining Insight in 2016, she has been instrumental in building scalable processes and operational discipline that underpin the company’s success and sustained growth.

Her background includes senior leadership roles in both financial services and enterprise software at Universal Music Group and Sage Software, where she led cross-functional teams through periods of transformation and expansion.

Sheryn is recognized for her commitment to operational excellence, collaborative leadership, and aligning teams around measurable outcomes. Outside the office, she enjoys traveling, live music, and reading, and cherishes time with her husband and their dogs.

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Allan Umans

General Counsel

Allan Umans serves as General Counsel at Insight Investments, where he oversees all corporate and day-to-day legal matters of the company. He is also a member of the executive leadership team at Harbor Capital, Insight’s material handling vertical, where he helps guide the growth and strategy of the business. With more than three decades of experience in equipment finance, Allan was named one of the 25 Most Influential Leasing Attorneys by Leasing News in 2016 and has served as Chairman of the Equipment Leasing & Finance Association’s Legal Committee.

Before joining Harbor Capital, Allan was Vice President and General Counsel at Pacific Rim Capital, Inc., an independent lessor of material handling equipment. There, he managed the legal department while also leading credit, syndications, funding, and human resources.

Allan is married to his wife, Susan, and is a proud father to two sons: Jacob, an MD/PhD student at Johns Hopkins University, and Jonah, a sales executive at Homes.com. Outside of work, he enjoys playing pickleball and spending time by the beach.

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Robert Kolek

Chief Financial Officer

As Chief Financial Officer of Insight Investments since March 2025, Robert Kolek leads financial strategy, overseeing accounting, reporting, planning, analysis, treasury, and tax. With over 20 years in leasing and equipment finance, he has managed multibillion-dollar portfolios and driven strategic initiatives at leading firms, including Relational, LLC, Engs Commercial Finance, and Mitsubishi HC Capital America. His expertise strengthens Insight Investments’ ability to deliver innovative leasing solutions.

Rob began his career in public accounting over 30 years ago. He holds a BS in Accounting from Northern Illinois University, an MBA in Finance from DePaul’s Kellstadt Graduate School of Business, and is a registered CPA. At Insight Investments, Robert is driving financial excellence to fuel the company’s growth and deliver value to clients and partners. Outside of work, Rob enjoys golfing, staying active, and relaxing with his wife and two kids—ideally somewhere warm and sunny. A fun fact: Rob is a die-hard Cubs fan despite growing up in a house full of White Sox supporters.

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Scott Sullivan

Chief Revenue Officer

Scott Sullivan brings more than 25 years of sales and executive management experience, growing and scaling both independent and bank finance companies. As President, he is responsible for operational leadership and growth strategy for the Insight businesses.

Prior to Insight, he spent 13 years with Key Equipment Finance, a division of Key Bank, where he held several roles of increasing responsibly; most recently serving as Senior Vice President and Platform Leader of their $1.2B technology finance division.

Scott’s career in the technology financing world started with GE Capital where he spent 8 years in regional and national sales management roles. Scott also spent two years at American Express Business Finance where he launched their office products, technology, and communications financing groups.

Scott is a graduate of Drake University where he was also captain of the football team.

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