Small Business
Welcome to the Chesapeake Small Business Portal
Chesapeake, Virginia is the “City that Cares,” and that rings true for our small business community. Every large business once started as a small business, and Chesapeake Economic Development is here to help you start, scale up, or expand your company! Explore the resources available to you on our Small Business Portal, and reach out to our Small Business Development Manager to continue the conversation!
Starting a Small Business in Chesapeake?
Embarking on the entrepreneurial journey in Chesapeake? You’re in the right place! Starting a small business is an exciting adventure, and Chesapeake Economic Development is here to guide you towards all the resources you need to hit the ground running. From idea to opening day, here are the go-to resources you’ll need to get up and running:
If it’s time to turn your vision into a thriving reality:
Step-By-Step Guide on How to Get Started
1
Write a Business and Marketing Plan
2
Get Business Assistance and Training
3
Choose a Business Location
4
Finance Your Business
5
Determine the Legal Structure of Your Business
6
Register Your Business Name
7
Obtain and Register your Tax ID Number
8
Procure Business Licenses and Permits
9
Understand Your Employer Responsibilities
What Can We Do For Your Small Business?
Navigating the growth phase of your small business in Chesapeake? We’re here to fuel your journey. Our resources for existing businesses are designed to boost your operations and pave the way for continued success. From harnessing tax incentives and empowering workforce development, to exploring prime real estate options for business expansion, we offer comprehensive support tailored to your needs.
Let’s work together to unlock the next chapter of your business story in Chesapeake. This is where growth happens. Learn more about how we can help your business flourish.

Properties
Ready to expand? Take your business to new heights with the perfect location in Chesapeake.
Networking
Engage with like-minded entrepreneurs, exchange ideas, get connected, and amplify your business impact.
Workshops & Events
Elevate your expertise and seize the opportunity to learn, grow, and connect—join us at our next event.
Incentives
Discover various tax incentives, financial assistance, and resources designed to ignite your growth.
2024 Small Business of the Year in Chesapeake

Chesapeake is proud to celebrate IDF Pensign as the 2024 Small Business of the Year! Known for their iconic sign packages and custom hardscape creations, IDF Pensign has become a trusted name in Hampton Roads and beyond. From gazebos and clock towers to water features and fencing, their signature designs add unparalleled appeal, helping clients elevate their brands above the competition.
With a growing national presence, IDF Pensign has brought their innovative projects to life not only across Virginia but also in Texas, Florida, Georgia, and as far-reaching as Oregon and New York. Their impressive client list includes Happy Boxes, East West Partners, Ellis-Gibson Development Group, DOW Construction, United Property Associates, Bishard Homes, Dragas Companies, and more.
Congratulations to IDF Pensign for their commitment to excellence and for representing Chesapeake’s vibrant small business community on a national stage.
Featured Small Businesses in Chesapeake
Explore the backbone of Chesapeake’s economy: our small businesses. At the heart of our community, these local gems embody the entrepreneurial spirit that pulses through our city. This feature shines a spotlight on the small businesses that not only add unique character to Chesapeake but also play a crucial role in driving our local economy forward. Get to know the dedicated visionaries behind these ventures as we delve into their inspiring stories. Celebrate with us the small businesses that weave together the rich economic fabric of Chesapeake, and discover the big impact they make.
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