• Skip to main content
  • Skip to secondary menu
  • Skip to primary sidebar
  • Skip to footer
  • Contact Us
  • Post A Job

Agency Checklists

Massachusetts Insurance News & Job Opportunities

  • AC Interviews
  • Agency M&A
  • Career News
  • CAR News
  • DOI News
  • Coverage Cases
  • Innovation
  • InsurOp-Eds
  • AC Podcast
You are here: Home / Sponsored News / Progressive Drives Small Business Forward with $1 Million in Commercial Vehicle Grants

Progressive Drives Small Business Forward with $1 Million in Commercial Vehicle Grants

May 16, 2025 by AC Editor

Applications Now Open for Small Business Owners Seeking Support for Commercial Vehicle Needs

Progressive Insurance®, in cooperation with Hello Alice, today announced the opening of the 2025 Driving Small Business Forward grant application, committing $1 million in grants to empower small businesses across the United States. Twenty recipients will be awarded $50,000 each to go toward the purchase of a commercial vehicle and related expenses.

“Our mission extends beyond simply providing funds; we’re investing in the growth of small businesses across the country,” stated Karen Bailo, Commercial Lines President at Progressive Insurance. “With $1 million in grants planned to be distributed this year, we’ll reach over $2.5M in funding since we started the Driving Small Business Forward fund. We’re proud to be a catalyst for their businesses to continue to move forward.”

To date, Progressive has distributed $1.5 million in funding to 40 recipients through its collaboration with Hello Alice.

“This grant enabled us to invest in specialized equipment, enhancing the safety and efficiency of our bee removal operations. It also allowed us to expand our Juvenile Hall Beekeeping Program, teaching at-risk youth valuable skills and the importance of pollinator conservation,” said Dermot Jones, owner of Jones Family Bee Removal and 2024 grant recipient.

To apply and learn more about the program, visit https://helloalice.com/grants/progressive.

Additionally, grant recipients are invited to participate in the Boost Camp, a 12-week business coaching program from Hello Alice designed to equip business owners to capitalize on the grant funds.

Hello Alice, a free online platform, empowers businesses from launch to growth. It provides entrepreneurs with essential resources like knowledge, funding opportunities, networks, and connections to a vast community of over one million small business owners. This is the fourth year Progressive has worked with Hello Alice to distribute grants to small businesses.

Key Program Features:

  • Financial Support: $1 million total in grants will be distributed to 20 selected small businesses owners.
  • Business Health Engine: Applicants can participate in Hello Alice’s proprietary Business Health Engine, a digital experience that helps small business owners assess their overall business health and provides a specialized action plan for improvement.
  • Intuitive Application Process: The application process is designed to be user-friendly, reflecting a commitment to supporting all eligible small businesses.
  • Boost Camp Curriculum: This program will instill repeatable frameworks focusing on core concepts such as financial budgeting and forecasting, funding and pitch strategies, and sales and customer acquisition.
  • Ongoing Support: Hello Alice is dedicated to fostering a supportive network for small business owners, recognizing their vital role in local economies.

To qualify for this program, entrants must be the leading executive of a small business with 10 or fewer employees and less than $5M in annual gross revenue with a demonstrated need for a qualifying commercial vehicle and clear plan for scaling their business. The deadline for applications is June 20, 2025, at 6:00 p.m. ET. Recipients will be notified via email and publicly announced in August. For full eligibility requirements, including restricted businesses, see the Terms & Conditions.

NO PURCHASE NECESSARY TO ENTER OR WIN. Open to legal residents of the 50 U.S./D.C., 18+ (or 19+ for residents of AL/NE). Void where prohibited.

For more information on how to apply, watch here.

Source: Progressive

Primary Sidebar

Job Board

  • NEW – QUINCY: AVP Sales & Marketing (Arbella)
  • DEDHAM: Service Operations Representative (N&D)
  • YARMOUTH: Commercial Lines Account Manager (Pioneer)
  • SOUTHBOROUGH: President & CEO (Hospitality Insurance Group)
  • SOUTHBOROUGH: Commercial Lines Small Business Account Manager (Fitts)
  • DEDHAM: Senior Actuarial Analyst (N&D)
  • DEDHAM: Sr. Casualty Claims Adjuster (N&D)
  • WAKEFIELD: Account Manager – Personal Lines (Hartshorne & Curley)
  • WOBURN: Senior Commercial Lines Account Manager (SalemFive)
  • HOLYOKE: Commercial Lines Account Manager Insurance (Chase Clark Stewart & Fontana Agency)
  • *URGENT* WOBURN: Private Client Sales Executive (SalemFive)

Career News

Liberty Mutual appoints Vlad Barbalat president of Global Risk and Capital Solutions

Liberty Mutual Insurance Announces New Leadership Structure to Align Global Risk and Capital Capabilities

The Andover Companies Strengthens Executive Team with Senior Leadership Appointments

Liberty Mutual Insurance Appoints Ben Johnson President, Ironshore, Liberty Mutual’s Dedicated US Wholesale Specialty Division

Liberty Mutual Insurance Appoints Ben Johnson President, Ironshore

Openly Announces Independent Board of Directors Appointments

View All

Listen Now

Sponsor

MA Division of Insurance Announcements

Interviews

From Nuptials, Tickets, and Taxes to Trusted Advisor: One Agency’s Unique Path to P&C Success

A Conversation with Evan Silverio, President & CEO of Silverio Insurance Group

Deland, Gibson Celebrates 125 Years: A Conversation with CEO Chip Gibson

The Fourth-Generation Family-Owned Agency is Based in Wellesley

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual | Agency Checklists

Talking with Richard Welch: Growth and Innovation at Hospitality Mutual

Mr. Welch is CEO of Massachusetts-based Hospitality Insurance Group

Born and Bred in the Bay State: The Special Agent Story

Our Latest Agency Interview is with the Founder & President of Special Agent

A Conversation with Daniel C. Bridge – The 2023 Insurance Professional of the Year

Daniel Bridge is Board Chair, President, and CEO of Vermont Mutual Insurance Group

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Making The Leap From Corporate to Entrepreneur: Nadeen Vella On Building NaVella Insurance From Scratch

Our latest Agency Interview is with Nadeen Vella, the founder and owner of a virtual scratch independent agency.

View All

InsurOp-Eds

Agency Checklists, MA Insurance News, Mass. Insurance News, MA Insurtech News, Insurtech Boston

Will State Insurance Regulations Take The Punch Bowl Away From The Insurtech Party?

By Owen Gallagher

Agency Checklists, MA Insurance News, Mass. Insurance News

InsurOp-Ed: How to Explain Coinsurance to Clients

By Bill Wilson

InsurOp-Ed: Transitioning to The Gallagher Way

By Tim Lodge

Agency Checklists, MA Insurance News, Mass. Insurance News

InsurOp-Ed: InsurTech Observations – Ten Years Later

By Bill Suneson

View All

In Memoriam

In Memoriam: Saul F. Feingold, 1932-2026

In Memoriam: Saul F. Feingold, 1932-2026

In Memoriam: Thomas A. Lawson, 1956-2026

In Memoriam: Thomas A. Lawson, 1956-2026

In Memoriam: Judy Mendolusky, 1943-2026

In Memoriam: Judy Mendolusky, 1943-2026

Footer

Contact us

We offer a variety of ways to get help promote your company or product.

Announcements
Email Sponsorships
Partnerships
Custom Collaborations

*Affiliate Disclosure

Please note that any of Agency Checklists’ articles might contain one or more affiliate links. This means that any subsequent purchase resulting from these links may result in a commission for us, but at no additional cost to you. For example, as an Amazon Associate, Agency Checklists earns a commission from all qualifying purchases. By working with affiliates we can continue to keep Agency Checklists subscription free. Thank you for your support.

Explore Our Archives

Copyright © 2026 · Agency Checklists · All rights reserved.

 

Loading Comments...