Bank of America
Business Owner Report
Kick-Off Event

March 24, 2026 9:00 am – 11:00 am 100 Federal Street

Overview

Gain actionable insights into current trends and outlooks shaping small and mid-sized businesses

Learn how economic conditions may impact growth, hiring, and expansion decisions in the year ahead

Connect with fellow entrepreneurs, nonprofit leaders and business owners

Tickets

This event is FREE for Members and Non-Members!
Advanced Registration is Required

Discover What Today’s Business Owners are Thinking

Bank of America is proud to present the 2025 Business Owner Report, an annual study capturing the perspectives, priorities, and concerns of small and mid-sized business owners across the United States.

Join the Chamber Foundation in partnership with Bank of America to learn key insights from their Business Owner Report. Gain key insights and learn what these findings mean for business owners and our local economy. We also invite you to celebrate the ongoing partnership between Small Business Strong and Bank of America, and our shared commitment to supporting entrepreneurial growth.

ABOUT SMALL BUSINESS STRONG

Small Business Strong is a leading technical assistance initiative that revitalizes and fortifies small businesses, especially women and minority owned enterprises, through expedited, pro-bono resources. Small Business Strong has served more than 3,600 businesses, preserved nearly 10,000 jobs, and bolstered the health of the region’s small businesses to create an inclusive, dynamic economy.

Small Business Strong is an initiative of the Greater Boston Chamber of Commerce Foundation, the Chamber’s 501(c)(3) nonprofit arm. Our work, focused on workforce and talent development, and economic inclusion, supports people and small businesses through programs that develop talent, cultivate future leaders, retain a strong workforce, and promote inclusive growth.

Questions? Contact Us.

Kaija Chalmus

Program Manager

Greater Boston Chamber of Commerce

Email Kaija

Speakers

Jill Calabrese Bain

Managing Director, Business Banking, Bank of America

Over her 30 years with Bank of America, Jill has held leadership positions across the company, including positions in Consumer & Business Banking, Wealth Management…Read more

Over her 30 years with Bank of America, Jill has held leadership positions across the company, including positions in Consumer & Business Banking, Wealth Management Banking and Global Corporate & Investment Banking.

She currently serves as a Managing Director and head of client experience and sustainability for the Business Banking Division, deploying strategies to provide clients, from start up to $50MM in revenue, with best-in-class experiences. In her previous role as Strategy and Transformation Executive, Jill led critical business initiatives to promote the economic empowerment of business owners nationwide, including the launch of Bank of America’s digital Center for Business Empowerment. Prior to that, Jill served as the Global Corporate Communications Executive for the company’s Global Human Resources, Finance and Risk organizations, supporting c-suite executives.

Jill started with Bank of America within the Corporate and Investment Banking group where her responsibilities included corporate banking coverage for energy and environmental services clients. She also served as the Corporate Banking COO overseeing strategic initiatives and enterprise partnerships, as well as having had various leadership positions in Small Business and Merchant Services leading national teams.

Additionally, Jill is an adjunct professor at Boston University’s Questrom School of Business. She is the co-chair of Bank of America’s Domestic Violence Taskforce and serves on the National Advisory Board for the National Association of Women Business Owners (NAWBO).

She is a recipient of several accolades including the NAWBO Gillian Rudd Business Leadership Award and the Enterprising Magazine Legacy Award for her longstanding commitment to business owners, the Susan G. Komen Legacy Award, the Jane Doe Justice In Action Award to create a world with gender equity, racial justice and safety for all; and the Bank of America CEO Opportunity & Inclusion Award.

Jill is also a board member for Community Servings, a non-profit providing medically, tailored meals to chronically and critically, ill patients and their families; and is the past President of the Susan G. Komen New England Board of Directors.

Jill graduated from Tufts University with a master’s degree in economics and holds a bachelor’s degree in economics from Clark University. She lives in the Boston area with her husband and two children.

See on LinkedIn

Deborah Barry

Business Banking, Market Executive Bank of America

Deborah leads the Greater Boston Business Banking team in advising corporations and institutions on their most critical financing, treasury, and investment needs….Read more

See on LinkedIn

Series Funder

Frequently Asked Questions

Is this location handicap accessible?

100 Federal St is handicap accessible. If you have any requests, please email our team at [email protected]

Is there parking available?

Street parking is very limited near the event space. A few parking garages are within the area.

What should I wear?

Please come dressed for your day!

Is this location accessible by pubic transit?

100 Federal St. is only a 7-minute walk away from South Station. You can acess this station via varying Commuter Rail lines, Redline, and the Silverline.

Bank of America Office

100 Federal St. Boston MA 02110

Get Directions

All cancellations must be received at least three (3) business days prior to the event to avoid being charged or to receive a refund.

The Greater Boston Chamber of Commerce encourages persons with disabilities to participate, and engage fully, in its programs and events.

If you anticipate needing any type of accommodation, including but not limited to, listening devices, closed captioning, large print, wheelchair access, allergies and environmental sensitivities, or if you have any questions about the venue, event format, or virtual platform, please contact us.

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Events & Networking

WHAT’S NEXT

Upcoming Events

Engage & Learn

FEATURED EVENT

Women's Network

2026 Women’s Network | A Fireside Chat with Lieutenant Governor Kim Driscoll

EXPLORE OUR PROGRAMMING:

Member Engagement

Maximize Your Membership

Register Now

Membership Directory

Discover fellow Chamber members.

Upcoming Events

Stay Involved

Talent & Workforce

City Awake

Management Crash Course: Core Skills for Modern Supervisors

Massachusetts Apprentice Network

Strategic Communication for Better Collaboration

Partnership with Boston Public Schools

Women’s Leadership Program

Policy & Impact

GET INVOLVED IN OUR POLICY FOCUS AREAS

Business Climate

Climate & Energy

Health Care

Housing & Development

Talent

Transportation

Foundation

Our Mission

Expanding Opportunity

Foundation Initiatives

Programming That Empowers

Upcoming Events

Get Involved

Become a Member

About Us

Get to Know the Chamber

Member Benefits

Grow Your Business

Membership Directory

Not sure if you’re a member?

Events & Networking

WHAT’S NEXT

Upcoming Events

Engage & Learn

FEATURED EVENT

Women's Network

2026 Women’s Network | A Fireside Chat with Lieutenant Governor Kim Driscoll

EXPLORE OUR PROGRAMMING:

Member Engagement

Maximize Your Membership

Register Now

Membership Directory

Discover fellow Chamber members.

Upcoming Events

Stay Involved

Talent & Workforce

City Awake

Management Crash Course: Core Skills for Modern Supervisors

Massachusetts Apprentice Network

Strategic Communication for Better Collaboration

Partnership with Boston Public Schools

Women’s Leadership Program

Policy & Impact

GET INVOLVED IN OUR POLICY FOCUS AREAS

Business Climate

Climate & Energy

Health Care

Housing & Development

Talent

Bank of America
Business Owner Report
Kick-Off Event