Digital Service Squad – Free digital support for your business

With support from Digital Main Street Ontario and Milton Economic Development, the Downtown Milton Business Improvement Area (BIA) has launched a Digital Service Squad (DSS) to connect main street small businesses with support, resources and skills to help them build their online presence, adopt new technologies and promote and sell online. The DSS is funded through a grant from the Federal Economic Development Agency for Southern Ontario (FedDev Ontario) and the Province of Ontario, in partnership with the Toronto Association of Business Improvement Areas (TABIA) and the Ontario Business Improvement Area Association (OBIAA). The squad will be in place until February 24, 2021. Click here for the complete news release.

What is Digital Main Street?

Digital Main Street helps main street small businesses like yours connect to and adopt digital tools and technologies to meet your needs. The program includes an online learning platform, digital marketing training programs, grants as well as Digital Service Squads.

Digital Service Squad

The Downtown Milton BIA’s Digital Service Squad consists of Rachael, a trained digital marketing specialist that is here to help main street small businesses like yours build their online presence, adopt new technologies, and promote and sell online. The Squad provides this support for BIA members and other main street small businesses through free one-on-one consultations. In general, the Digital Service Squad is able to help small businesses that have a physical storefront and are located in or near downtown shopping areas.

The Squad may help business owners like you in many ways, check out our Digital Main Street Menu for suggestions on ways the squad can help. Please reach out to Rachael at to find a time for her to help you with a menu item. 

Visit the Downtown Milton BIA’s digital marketing resources page and YouTube channel for an extensive collection of videos, tools and tips to help you expand your digital marketing skills and improve your online presence. If you’re interested in having the Digital Marketing Squad reach out and help you with one of the menu items please fill out our Google Form.

Your Digital Transformation Grant money has gone to good use supporting your digital

marketing goals. Congrats! Now it’s time to complete your final reporting for the

program. Click here to download the reporting FAQ sheet.

FAQ on Digital Main Street Reporting

Download the PDF version here.

Meet Milton’s Digital Service Squad

Rachael Smith

You’ve probably seen Rachael’s face around Downtown Milton already – after holding a temporary position with the Downtown Milton BIA for a couple of months, she has now moved into the new Digital Service Squad Team Member role. She is passionate about shopping locally and supporting small businesses. She has worked as a freelancer for a handful of years helping small businesses and start-ups with their branding and marketing. Rachael loves using social media to expand customer engagement and is thrilled to be able to share her digital marketing knowledge with you. With many years of experience in marketing and customer service in retail, she has hands-on knowledge to help you grow the digital presence of your business. In her off time, you’ll find Rachael hiking with her boyfriend and dog or having a girls’ night with her friends. Rachael can’t wait to work with you and see your business grow.

Digital Transformation Grant

We want to congratulate everyone who qualified and received the $2,500 Digital Transformation Grant. Your hard work and dedication has paid off. If you require any assistance finding vendors please reach out to our Digital Service Squad or check out the vendors list on the Digital Main Street website.

 Your Digital Service Squad Members are looking forward to working with you!

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