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How to Turn the Post-Holiday Slowdown Into a Strong Start for 2026

January always feels a bit strange for small business owners. After weeks of hustle, late-night orders, events, and holiday shoppers, the sudden quiet can feel like someone hit the brakes a little too hard. Foot traffic dips. Online sales slow down. Even your inbox gets unusually calm.

But here’s the thing—this lull isn’t a problem. It’s a gift. It gives you space to breathe, reset, and build the foundation for a stronger 2026.

Events

How Restaurants in Canada Use Tech to Compete in 2025 and Beyond

Thursday, October 23

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How Restaurants in Canada Use Tech to Compete in 2025 and Beyond

Date / Time

Thursday, October 23rd, 2025 -
Thursday, Oct 23rd, 2025

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Digital Spring Cleaning Made Easy

Grab your virtual broom and dustpan and give your online presence a fresh, spring start. Review these key activities and use the attached comprehensive Digital Spring Cleaning Checklist to set yourself up for success in this new season of warmth and new beginnings!

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Building Better Customer Personas: A Guide to Deeper Audience Insights

In this guide, we’ll walk you through how refining your customer personas can transform your marketing efforts, helping you connect with your audience on a more personal level and boost engagement, messaging, and sales.

Events

Refining Your Social Media Strategy: Elevate Your Next Campaign

Thursday, March 20

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Refining Your Social Media Strategy: Elevate Your Next Campaign

Date / Time

Thursday, March 20th, 2025 -
Thursday, Mar 20th, 2025

11:30 am - 12:30 pm

Where

Toronto, ON, Canada

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The Future of (Local) Commerce: 2025 Edition

February 06, 2025

The Future of (Local) Commerce: 2025 Edition

February 06, 2025

Square has compiled one-of-a-kind consumer and business insights from the restaurant, beauty, and retail industries in their 2025 reports.

Events

A Modern E-Commerce Plan – Planning for 2025 and Beyond

Tuesday, February 18

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A Modern E-Commerce Plan – Planning for 2025 and Beyond

Date / Time

Tuesday, February 18th, 2025 -
Tuesday, Feb 18th, 2025

11:30 am - 12:30 pm

Where

Toronto, ON, Canada

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Holiday Season Marketing – Maximizing Quality Content For Small Businesses

One of the most effective ways to reach your customers during the holiday season is through content marketing on social media. In this blog, we will be discussing how to make the most of your seasonal marketing by focusing on high-quality and holiday-specific content.

Events

Driving Digital Success: Strategies for Small Businesses to Succeed Online

Thursday, February 13

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Driving Digital Success: Strategies for Small Businesses to Succeed Online

Date / Time

Thursday, February 13th, 2025 -
Thursday, Feb 13th, 2025

Events

Driving Digital Success: Strategies for Small Businesses to Succeed Online

Thursday, January 09

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Driving Digital Success: Strategies for Small Businesses to Succeed Online

Date / Time

Thursday, January 9th, 2025 -
Thursday, Jan 9th, 2025

News

Join Canada Post Solutions for Small Business™ this October

October 09, 2024

Join Canada Post Solutions for Small Business™ this October

October 09, 2024

Unlock exclusive benefits to fuel your success!Canada Post is celebrating small businesses all October long! Get the most out of the celebration by becoming a Canada Post Solutions for Small Business™ member.

Events

Driving Digital Success: Strategies for Small Businesses to Succeed Online

Thursday, December 12

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Driving Digital Success: Strategies for Small Businesses to Succeed Online

Date / Time

Thursday, December 12th, 2024 -
Thursday, Dec 12th, 2024

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From Click to Cart

Hey there, small business owners! Let’s talk about something crucial for any business’s success: the sales funnel. It might sound like marketing jargon, but understanding your sales funnel can affect how you approach your sales and marketing strategy.

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The Future of Retail Report: 2024 Edition - from Square

May 14, 2024

The Future of Retail Report: 2024 Edition - from Square

May 14, 2024

To uncover the challenges and opportunities that lie ahead for retailers, Square partnered with Wakefield Research for the annual Future of Retail report to gather actionable insights for forward-looking retail leaders across the globe.

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The Future of Customers Report: 2024 Edition

February 20, 2024

The Future of Customers Report: 2024 Edition

February 20, 2024

The Square Future of Customers report gives insights into how shoppers today are making retail purchases in person or online, the way they like to dine, and their preferences when it comes to beauty providers.

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Your 2023 guide to driving profitability and reaching new customers with Google

Google has gathered the latest global insights and tools you need to be nimble and adaptable, maintain your competitive edge, and stay profitable in an uncertain landscape.

Events

Going Global with eBay Canada

Tuesday, June 27

Book Now

Going Global with eBay Canada

Date / Time

Tuesday, June 27th, 2023 -
Tuesday, Jun 27th, 2023

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20 Steps to Increase your Valentine's Day Sales

Since the day of hearts is upon us, we thought it’s high time to remind merchants about the things they can do to spread the love. You don’t have to be in the flowers or gifts industry to show your V-Day spirit.

News

The Future of Commerce: 2023 Edition - From Square

February 03, 2023

The Future of Commerce: 2023 Edition - From Square

February 03, 2023

Square partnered with Wakefield Research to survey North American consumers, retail owners and restaurant owners to uncover insights about the 2023 commerce landscape.

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End-of-Year Checklist for Small Businesses

Use the following checklist to ensure you take care of business tasks before year-end. With these tasks off your plate, you can turn your attention to the things that matter most.

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6 Methods for Touch-Free and Remote Payments

As customers look to avoid touching surfaces, in some parts of the country businesses are also limiting in-person contact. Touch-free transactions – allowing you to take a payment without making contact with a shared device – and remote payment options might be top of mind for your business.

Here’s how you can implement a variety of methods for safer payments.

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Managing Open Tabs: No Longer a Hassle

“Can I open a tab?” Five words every bartender wants to hear, as they usually translate into higher sales (which usually translates into higher tips). But managing open tabs can be a headache. So we’re making it way easier for you with our new Open Tickets feature in Square Point of Sale, a simple, easy way to keep track of multiple open tabs.

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Inventory Management 101: How to Manage Small Business Inventory

It’s important to evaluate your business on a regular basis to ensure that you’re on track to succeed. One of the most integral part of your business is inventory management.

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Five Ways Invoicing Apps Help You Get Paid Faster

Square’s new invoices app makes it as easy as pie to request and take payments anywhere, anytime. Here are five ways that invoicing apps can help you get paid faster:

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How to Manage Your Food and Beverage Business During COVID-19

Shelter-in-place orders across the country have pushed food and beverage businesses to make difficult decisions about if and how they operate. From coffee shops and food trucks to Michelin-star restaurants, many are adapting their models to best serve their communities and their employees.

We’ve compiled tips – whether you’re still serving or you’re closed and need to maintain cash flow – as well as industry resources to help you manage your business right now.

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Eight remote working essentials to stay productive

The second in our Keep your business moving securely series, this post offers eight remote working essentials to help you stay focused, productive, and secure from home. You can try out these tips at your business and/or share this post with anyone who may be procrastinating!

News

Facebook Canada Launches Grant Program and New Supports for Small Businesses

May 27, 2020

Facebook Canada Launches Grant Program and New Supports for Small Businesses

May 27, 2020

To help support small businesses, Facebook Canada launched a program with nearly $3.5 million dedicated to supporting small businesses.

News

Resources for Small Businesses during COVID-19

April 15, 2020

Resources for Small Businesses during COVID-19

April 15, 2020

Tools

Microsoft Project: The tool needed to help you organize your tasks

We all manage projects but not all of us are Project Managers. The new Microsoft Project is here to help you organize your tasks. It is designed to be both simple and powerful, so anyone can get started quickly and take control of any project right away.

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5 Trends in Digital Marketing for Small Businesses

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Using 'phygital' to connect the online and offline worlds will allow you to create closer, more efficient, and human customer experiences.

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The Invisible Opportunity ebook by Microsoft

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Three Ways to Safeguard Your Small to Mid-Sized Business

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3 Unexpected Ways Shoppers Turn to Video in the Store Aisle

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How to Send Effective Order Confirmation Emails [Examples + Template]

Ultimately, when done right, email confirmations can help create customer loyalty, build awareness around other products or services, and drive traffic to your blog or social media accounts.

News

Independent Retailers in Canada Struggle for Survival

August 22, 2019

Independent Retailers in Canada Struggle for Survival

August 22, 2019

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DYK: Most Brands Start Planning For the Holiday Season In The Summer? ?

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Marketing Tips for Small Business: The Definitive Guide!

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The Mailchimp Email Marketing Glossary

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22 Types of Sales Funnels that Turn Visitors into Customers

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Customer Retention Strategy: Keep Customers Coming Back

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Ready to take the lead with artificial intelligence? Good for you!

Artificial intelligence. This fantastical concept of teaching computers to teach themselves has transitioned from sci-fi movie and TV screens to our business lives. But never mind the cool dramatizations. What does artificial intelligence really mean? And, realistically, how can you introduce it to your business to gain a competitive advantage?

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How to Give Your Marketing Goals a Spring Cleaning ?

Revisit your marketing strategies to grow your audience, increase productivity and sales, and drive traffic.

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Harnessing Multichannel Marketing to Reach New People ?

How 17th Street Athletic Club used multiple channels together to grow their audience and recruit new members.

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What Chatbots Can Teach us About Being Human at Work ??

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Does you internet provider really have your business in mind? Three questions to ask.

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Spring Into Action! Five Simple Steps to Pick up Your Productivity

The more digitally advanced the company, the more successful it is. BDC dares to compare digital maturity profiles by industry and we unpack the results!

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Go the Distance with Modern Technology - Learn the New Language of Business

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Rogers Small Business Centres – A Great Resource for Your Small Business

March 28, 2019

Rogers Small Business Centres – A Great Resource for Your Small Business

March 28, 2019

Tools

How Canadians Are Embracing a Digital Marketplace

62% of digitally advanced companies surveyed are more likely to have enjoyed high sales growth in the past three years. Lose the legacy technology & the old strategies entrenching them.

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Prepping for the holiday season? Here’s your forecasting how-to

It’s something we see all too often during the holiday season: advertisers underestimate the demand they’re going to see and run out of budget leading into the Black Friday-Cyber Monday period.

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Five must-know efficiency tips for your business

As an entrepreneur, you wear many hats: CEO. Vice President of Sales. Marketing Director. Caterer. Custodian. There often isn’t enough time in the day to complete everything that needs to get done.

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Profit Principles

Get those margins up! Use modern technology to squeeze more value out of your time. Embrace these five Profit Principles and get razor-focused on maximizing productivity and minimizing your costs.

News

Connected Consumer Study: Digital assistants and the future of emerging technology in Canada

July 10, 2018

Connected Consumer Study: Digital assistants and the future of emerging technology in Canada

July 10, 2018

News

A Digital Transformation in Health

June 25, 2018

A Digital Transformation in Health

June 25, 2018

News

Small business efficiencies: the need to go digital

June 21, 2018

Small business efficiencies: the need to go digital

June 21, 2018

Automated processes can take your business to the next level and increase revenue

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Five easy ways to improve your website’s UX

News

GDPR and Microsoft 365 - Streamline your path to compliance

June 18, 2018

GDPR and Microsoft 365 - Streamline your path to compliance

June 18, 2018

GDPR IS NOW IN EFFECT. Assess and manage compliance risk. Discover the benefits of infrastructure and solutions utilizing integrated compliance controls that enable you to quickly assess and respond to your organization’s compliance risks on an ongoing basis. Streamline processes. Make reporting easier using built-in, audit-ready tools. Protect personal data. Adopt compliance requirements across three areas: identity and access management, information protection, and threat protection. Protect your customers' privacy—and achieve GDPR compliance with Microsoft 365.

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Your IoT business needs the right business model

Your IoT business needs the right business model. The Internet of Things isn’t about technology. It’s about your business. In this interactive e-book, you’ll see the different approaches.

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Visualize: The Power of Data Storytelling

Register for this webinar, and learn how to unlock the hidden potential within your data through visualization. When it comes to data, gathering information is only half of the challenge – it’s what you do with it that counts. How do you communicate the insights gained from data more.

News

How wireless technology is transforming independent retail

June 11, 2018

How wireless technology is transforming independent retail

June 11, 2018

Boost your business by adopting some of the strategies and tactics of large retailers

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Cybersecurity for your business webinar

Data security is a major threat to businesses of all sizes and breaches can amount to huge losses. Watch this on-demand webinar to understand the risks your business faces and learn what steps to take to protect yourself & your customers from cybercrime

News

Get Ready for a 5G World: Wireless Innovation and Business Value

May 30, 2018

Get Ready for a 5G World: Wireless Innovation and Business Value

May 30, 2018

Join IDC and Rogers on June 14th for a stimulating discussion about the future of wireless in Canada and how it will impact your business.

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Introducing Microsoft Power BI

This free ebook introduces Microsoft Power BI basics through a practical, scenario-based guided tour of the tool, showing you how to build analytical solutions using Power BI. Read the ebook to get an overview of Power BI, or dig deeper and follow along on your PC using the book's examples.

News

The Modern Retailer’s guide to free Microsoft resources in Canada

March 27, 2018

The Modern Retailer’s guide to free Microsoft resources in Canada

March 27, 2018

Welcome to the Modern Retailer’s guide to free Microsoft resources in Canada. You’ll find links to the latest free ebooks, software trials, inspiring videos, success stories, and useful links—here, all on a single page! Curated specifically for businesses managing the rapidly changing Canadian economy, these resources for retailers can help inform and inspire your digital transformation strategy. If you have questions, please feel free to contact us.

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The Complete Cybersecurity Guide for Small and Medium Businesses – 2018

Cybersecurity threats are growing every day, and not a day passes when there isn’t a story about some kind of breach or data theft in the news. Those of us who own or manage small and medium businesses know that cybersecurity is crucial and that we should be paying close attention to these issues. The problem comes in figuring out where to start.

News

Great Canadian Success Stories

January 29, 2018

Great Canadian Success Stories

January 29, 2018

Learn from the some of the best successful business owners in Canada. Great Canadian small business owners share their success stories featuring the Microsoft Cloud and Office 365. Get inspired to modernize the way you manage your business.

News

30 Billion Reasons to Accept Mobile Payments

January 22, 2018

30 Billion Reasons to Accept Mobile Payments

January 22, 2018

The Canadian mobile payments market was $30 billion in 2015, with researchers predicting significant growth by 2020.* That’s more than 30 billion reasons to grow your customer base by accepting mobile payments and offering the latest and safest technology. Data can be protected with encryption and tokenization so that your business doesn’t need to store your customers’ sensitive financial information.

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Why You Should Switch to an Instagram Business Account

Instagram recently started rolling out business profiles, and Constant Contact’s account was lucky enough to gain access to the new features last week.

News

Small business survival tips for staff vacations

July 24, 2017

Small business survival tips for staff vacations

July 24, 2017

As a small business owner, it's not always easy to oblige when staff come in search of vacation time, particularly during peak periods such as school holidays.

News

2017 Holiday Survival Guide

July 12, 2017

2017 Holiday Survival Guide

July 12, 2017

Did you know that Canada Post saw e-commerce holiday volumes nearly double in 2016 since 2012? With such high stakes, the holiday season can be a “make or break” period for merchants. The Holiday Survival Guide is based on proprietary research and provides insights and important tips to help you maximize this key selling season.

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2017 Holiday Survival Guide

News

Digital marketing does better with a physical component

June 12, 2017

Digital marketing does better with a physical component

June 12, 2017

When marketers go “all in” on digital campaigns, they may feel like they’re set up for success, but they’re actually losing out on the benefits that physical marketing provides in reinforcing their message.

News

The best way to set-up your ecommerce shipping warehouse

May 12, 2017

The best way to set-up your ecommerce shipping warehouse

May 12, 2017

Learn the best way to set up your ecommerce store’s warehouse and shipping stations. Advice and tips from Aaron Rubin, ShipHero’s founder and CEO.

News

Six Ways to Make Your Customers Love You

March 31, 2017

Six Ways to Make Your Customers Love You

March 31, 2017

We all know that great customer service is important, but how can you make your customers LOVE your business? Here are 6 tips from Toronto-based facilitator, marketer and content creation specialist Leigh Mitchell.

News

Check Out March Events at Rogers Small Business Centres

March 16, 2017

Check Out March Events at Rogers Small Business Centres

March 16, 2017

Gain insights on how to boost your productivity and streamline your operations

Tags from Digital Main Street

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