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2023 Mid-Sized Business Owner Report

Our inaugural Mid-Sized Business Owner Report captures viewpoints on the economy, financing in their businesses, labor, digitization, and more.

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Jason Stapleton is a distinguished professional with over 20 years of invaluable experience in the banking industry, of which he has dedicated 17+ years to the esteemed Bank of America Corporation. Throughout his illustrious career, Jason has excelled in multiple roles within credit underwriting and sales performance, making a significant impact on the commercial banking landscape.

Jason's commitment to excellence is exemplified through his unwavering dedication to serving the diverse needs of privately held companies in the Illinois and Northwest Indiana markets. He has cultivated deep-rooted relationships with businesses in various sectors, specializing in transportation, manufacturing, wholesale distribution, and the food and beverage industries. His adept understanding of these sectors allows him to provide tailored financial solutions that fuel the growth and success of his clients.

As a Senior Relationship Manager, Jason Stapleton is not only a trusted advisor but a strategic partner to businesses, helping them navigate the complex financial landscape with insight, precision, and unwavering dedication. With his wealth of knowledge and a track record of delivering results, Jason continues to be an invaluable asset to Bank of America and a beacon of financial expertise for the clients he serves. 

Throughout Jason’s years of service at Bank of America Corporation he has continuously been involved within the bank’s diversity & inclusion efforts, as Chair of the Chicago Chapter Black Professional Group (BPG) - a Bank of America’s Employee Network. Prior to becoming BPG Chair he served as the BPG Finance Chair for several years. In addition to diversity & inclusion, Jason serves on the Board of the Black Ensemble Theater and the bank’s planning committee for Inner City Capital Connections, which is an executive leadership training program designed by the Initiative for a Competitive Inner City (ICIC) to help business owners in economically-distressed areas build capacity for sustainable growth in revenue, profitability, and employment. 

Jason graduated with a bachelor’s degree in Economics & Finance from the University of Illinois at Urbana-Champaign. He currently resides in Chicago, Illinois with his wonderful family.


    • Transportation
    • General industries
    • Manufacturing
    • Restaurant/Food Industry
    • Wholesale Trade

    • Black Ensemble Theater (Board Member)
    • Bank Of America Black Professional Group (Co-Chair)
    • Inner City Capital Connections (Business Coach)
    • Bank Of America Chicago Racial Equity Committee (Member)

Meet the Team

With access to the global resources of Bank of America, our team is comprised of talented and experienced individuals committed to building strong client relationships based on trust and personalized service.

Jose Rico

Assistant Vice President

Sales Support Associate

Shehan Gregana

Vice President

Treasury Sales Officer

Jeremy Jones


Treasury Sales Analyst

Jeremy Dhein

Senior Vice President

Lending Officer

Bank of America Business Banking

As you work to take your business to the next level in an environment where business and technology sophistication are critical to having a competitive edge, you need a local banking partner who has your long-term interests at heart.

Bank of America is that local advocate. We work closely with you to understand your business goals. We then draw on our Bank wide resources, technology and experience to generate ideas and solutions that will propel your business further.

With Bank of America Business Banking by your side, you can be assured your business has the power to grow and thrive.

You can benefit from:

Local Relationship Managers who are your advocates and bring the Bank’s resources to you as a seamlessly integrated, dedicated team

Comprehensive commercial banking platform with full range of products and technology, backed by Bank of America’s strength and stability

Access to bank-wide services beyond business banking, to manage both your business and personal wealth

Let's have a conversation.

There is no substitute for a one-on-one relationship with a Bank of America relationship manager who is committed to your needs. Request an appointment today.