About Trolley Web

Trolley Web is a web design, brand strategy, copywriting and SEO company in Trolley Square, Wilmington, Delaware. Since 2013 it has built websites for small businesses and nonprofits, with a small in-house team handling the strategy, writing, design, development, hosting and search work. Every project starts with brand strategy: finding what sets a business apart and putting it into words its customers respond to.

Last updated: September 30, 2026

Jason Hoover, the owner, never planned to become a web developer. He found he enjoyed helping Delaware businesses and nonprofits reach more people, and Trolley Web has done that work from Wilmington since 2013. The company says it has served hundreds of businesses in Delaware, Philadelphia and the surrounding area.

The full-service model came from watching website projects go wrong. Trolley Web says it saw too many local businesses burned by projects that fell apart halfway through, with so many freelancers involved that nobody knew who to hold accountable. Its answer was to put brand strategy, copy, design, development and SEO under one roof.

Over the years, the company's thinking moved from building sites to telling stories. "After more than a decade in business, we've learned that a website is not the final product," Jason Hoover says. "It is a vehicle for your story, and that story is what drives trust, connection, and results."

Trolley Web also builds its own tools. Every site it launches runs on Leiout, a content management system the company develops in-house, and clients get an app for sending the team voice memos, job photos and notes, which become blog posts, landing pages and case studies. The company publishes a blog on web design, copywriting and SEO, and sends Trolley Talk, a free weekly newsletter for business owners.

Trolley Web works in five connected areas, all delivered by the same in-house team.

• Brand strategy and messaging. Trolley Web's work on brand strategy and messaging is available on its own through the Brand Messaging & Strategy Package: a 90-minute discovery call with the company's brand strategist, then a custom brand guide the owner can use on a website, in sales conversations and across marketing.
• Website copywriting. The company's website copywriting for small businesses builds a site's words around the client's customers rather than the owner's biography, so visitors quickly see that the business understands their problem.

Brand strategy comes first among the services the company offers, ahead of design, development, hosting and SEO.

• Websites. Trolley Web handles website design for Delaware small businesses from the first interview through hosting and updates, and builds each site to sell rather than to sit there like a brochure.
• SEO. Ongoing SEO for Delaware businesses comes with flexible plans, monthly reports and no long-term contracts. New clients can also start with the structured 3-Month SEO Kickstart Program.
• AI search visibility. Trolley Web calls this work LLMO: making a business understandable and discoverable in AI-assisted search. The work is aimed at getting into Google's AI answers for the questions a business's ideal customers actually ask.

Trolley Web does not build online stores or shopping-cart sites. Its work is focused on service businesses and nonprofits, and its process is built for established owners who have run their business for a while and know which jobs and clients they want more of.

In practice, where the company works means Delaware, Philadelphia and the surrounding area, served from the office in Trolley Square, plus clients "nearby or across the country" supported by the same in-house team. Local owners can meet the team in person or drop in through the entrance on 16th Street. Past clients featured on the company's website are based in Wilmington, Newark, Hockessin and Newport in Delaware, and in Philadelphia and West Chester, Pennsylvania.

Trolley Web's clients are small businesses and nonprofits, and most of them sell services rather than products. Its portfolio runs from a mentoring nonprofit, a charter school and a church to a general contractor, a painting company, a restaurant, an acupuncture practice and a plastic surgery practice. Jason Hoover describes the range as "from law firms to tree farms."

Among the kinds of clients the company serves, the ideal one is an established owner who is proud of the work, already has a website, and wants that site to reflect the quality of what the business does.

Every Trolley Web website project follows five steps, all handled in-house:

A site goes from intake to launch in 8-10 weeks. Most clients spend about three hours on the whole project, starting with one 90-minute meeting. The company guarantees to get a website right the first time: "we don't call it done until you're proud of it."

Support continues after launch as part of how the company runs a project. Existing clients send update requests to support@trolleyweb.com, and the same team handles them.

Trolley Web has a BBB business profile in Wilmington and shows badges from Clutch, UpCity and Expertise.com on its website, along with a 5/5 rating linked to its Google reviews.

Reviews repeatedly mention quick, clear answers and ongoing help after launch. Several describe the team as personable and pleasant to work with and praise its taste in design. Others mention being walked through the process and made comfortable at each step. One review, from a medical practice, says its website continues to bring in new patients.

Trolley Web can be reached at (302) 468-7247 or hello@trolleyweb.com. The office is at 1431 N. Clayton St., Wilmington, DE 19806, with the entrance on 16th Street. Existing clients send update requests to support@trolleyweb.com. Owners and nonprofits considering brand strategy, a new website or SEO can book a free consultation.