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The 2026 Playbook: Five Smart Moves to Grow Your Business

2026 Playbook: Five Smart Moves to Grow Your Business

On any weekday morning, the work that powers Talbot County looks nothing like the “rural” cliché outsiders expect.

A contractor lines up crews for spring builds. A restaurateur juggles staffing, margins, and a packed events calendar. A nonprofit executive coordinates partners across town lines. A corporate leader evaluates expansion plans based on talent, infrastructure, and trusted local relationships.

Talbot County’s small businesses run sophisticated operations in communities where everyone stays connected, from Easton to Oxford, St. Michaels, Tilghman Island, and Trappe. Our guiding principle for 2026 is simple: growth follows connection. Businesses that scale, recruit, and weather uncertainty intentionally stay close to the local network that fuels opportunity.

That is why the Talbot County Business Appreciation Summit and Community Impact Awards matter. We will gather on Thursday, April 23, 2026, at 8 a.m. at the Tidewater Inn in Easton for the county’s premier annual meeting of business, nonprofit, and government leaders. We also announce the 2026 Community Impact Award winners.

Whether you lead a company, a nonprofit, a government office, or a fast-growing small business, treat the Summit as more than a breakfast. Treat it as your strategy session with the people who shape how work gets done in Talbot County.

Here are five practical, fact-based strategies to build your business in 2026, rooted in tools already in motion locally and designed for both entrepreneurs and executives.

1) Build relationships as a core business system.

Networking isn’t optional in Talbot County. It’s operational.

The Business Appreciation Summit puts decision-makers from across the county in the same room for one focused morning. The 2026 program features keynote remarks from Dr. Dell Gines, Chief Innovation Officer for the International Economic Development Council, and spotlights the Community Impact Award honorees.

Small businesses gain direct access to customers, referral partners, and people who can remove friction from daily operations. Executives strengthen stakeholder alignment, compare workforce strategies, and gain clarity on county priorities.

The Awards signal what the County celebrates: entrepreneurship, leadership, innovation, and community impact. Those recognitions help business owners identify potential partners and track where momentum builds.

Submit nominations for the 2026 Community Impact Awards by Jan. 16 through Talbot Works.

2) Use local data to make faster decisions and to defend the bets you make.

In 2026, leaders who grow with confidence rely on accurate local data, not generic national averages.

The Eastern Shore Business Sentiment Survey captures business confidence and economic conditions across the region. Talbot County businesses and nonprofits can participate now; the deadline is Feb. 1.

Salisbury University’s BEACON team conducts the survey in partnership with Talbot County Economic Development and Tourism and other Eastern Shore economic development offices. We use results to guide workforce planning, business support programs, and policy decisions. BEACON publishes findings on the Delmarva Index.

Small businesses use this data to refine pricing, staffing, and growth timelines. Executives use it to strengthen board presentations, budget proposals, and site-planning decisions.

Contribute to the data. Then put it to work.

3) Build capacity not just marketing through training and peer support.

When business owners talk about growth, they often jump straight to leads, foot traffic, or social media. Those tactics matter, but they only work when your business has strong underlying capacity.

The Talbot Works Business Academy strengthens that capacity. Cohort 4 begins Jan. 27, 2026, and meets weekly online through March 17. This free, eight-week program accepts 15 Talbot County business owners, and applications remain open until the class fills.

Participants learn practical skills and build a peer network that supports them long after the program ends. Many graduates report immediate improvements—better pricing, stronger systems, and clearer growth plans.

Executives benefit as well. A stronger entrepreneurial ecosystem expands the supplier base, anchors the local economy, and creates new partnerships. Supporting participants or collaborating with graduates delivers measurable community impact.

4) Treat capital and incentives as part of your annual plan.

Many businesses wait until they face a crisis before seeking funding. Strong organizations don’t. They track capital, incentives, and government programs year-round.

Maryland created the Community Business Compass to support that planning. This data platform helps business owners find market demand, identify funding opportunities, and connect with state programs and support partners.

The state also invests $10 million in small businesses that provide essential services, including childcare and fresh food—both crucial to workforce stability. The Compass gives businesses a centralized way to find those opportunities and identify next steps

Childcare availability affects every employer trying to recruit or retain workers. Strong business planning recognizes that.

Start exploring resources through the Compass and then connect with Talbot Works for local guidance.

5) Make Talbot County’s visitor economy part of your competitive advantage.

Tourism and economic development work together in Talbot County. The visitor economy drives revenue for retail, restaurants, lodging, service providers, and local attractions. It also shapes how prospective employees, investors, and corporate leaders view the County.

TourTalbot.org markets the region’s maritime heritage, arts and culture, culinary experiences, and outdoor recreation. Its trip-planning tools and event calendar give businesses valuable insight into seasonal patterns and consumer interests.

Small businesses can align marketing with major weekends and collaborate with neighboring businesses to extend customer stays. Executives can use Talbot County’s quality of life—and our unique sense of place—to strengthen recruitment and retention.

Lifestyle isn’t a soft benefit. In a competitive labor market, place is a business asset.

The 2026 Playbook: Show up. Build connections. Use the tools.

In Talbot County, we create opportunities by working together: sharing ideas, solving problems, and supporting one another’s success.

Lead with purpose. Engage with your peers. Build capacity. And step into 2026 ready for what comes next.


About Talbot County Department of Economic Development and Tourism

Talbot County Economic Development and Tourism

The Talbot County Department of Economic Development and Tourism’s mission is to enhance and promote a business-friendly environment for current and prospective enterprises and to advocate for policies that support and strengthen the economic vitality of Talbot County. The department’s vision for Talbot County is built on the principles of strong communities, empowered businesses, and innovative solutions.

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