Web development in Charlottesville, for sites that do real work.
Booking, payments, portals, and directories that just work, plus WordPress care and hosting from a team you can call. Built and supported on West Main.
- 5.0 on Google
- 30+ years
- 240 W Main St, Charlottesville
When your website needs to do more
A brochure site tells people who you are. A lot of businesses need the site to do a job: take a booking at 10pm, collect a payment, let a client check the status of their work, or keep a directory of hundreds of listings current. That's web development, and it's where most of the time savings come from.
Flying Dog Media has built for the web for 30+ years from Charlottesville, and we're at 240 West Main Street. We've built a field service support portal for CCG Technologies, a statewide event directory for Virginia Horsebarn, and sites for law firms, schools, and student-travel programs. The same people who build your system support it afterward.
Booking, payments, and portals
Every phone call to book an appointment or ask "where's my order?" is time your staff spends instead of doing the work. We build registration and booking flows, online payments, and logged-in portals so customers can help themselves, and so the data goes straight into the systems you already run instead of being typed in twice.
WordPress care and hosting
Plenty of good businesses run on WordPress, and plenty of WordPress sites are one missed update away from trouble. We keep sites patched, backed up, and fast, and we host them. If something breaks, you call us and we fix it. When you're ready for something new, we'll tell you honestly whether to improve what you have or move to a modern platform.
Modern builds with AI built in
For new projects we often build on a modern CMS running on Cloudflare: fast pages, strong security, and very little to maintain. Our own site works this way, and it lets you update content by asking an AI to draft the change and approving it before it publishes. Need an assistant that answers customers? That's our AI work. Need the look and the local SEO? Start with web design.
Built here, for businesses like yours
CCG Technologies
A field service support portal for the Permian Basin, connecting customers, technicians, and the office.
Read the case study
Virginia Horsebarn
A statewide directory of horse events and venues, with Barn Buddy, an AI assistant that finds events across Virginia.
flyingdogmedia.com
Our own site runs on a modern CMS on Cloudflare, with Scout answering visitors and an AI that drafts page updates for approval.
What's included
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Booking and payments
Registration, appointments, and online payments that land in the tools you already use.
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Portals
Client and member portals where customers log in, see their account, and stop calling for status updates.
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Directories and listings
Searchable listings of events, venues, members, or products, kept current from a database or spreadsheet.
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Integrations
Your site connected to your CRM, Airtable, email, and payment systems, so data is entered once.
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WordPress care
Updates, security patches, backups, and fixes for the WordPress sites you already have.
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Hosting and support
Managed hosting and a person who answers. You call one person, and that person fixes it.
“Flying Dog Media has served my company's web hosting and IT needs extremely well for years. Jim Bain is very responsive when the rare IT issue crops up and is quick to resolve problems.”
Questions we hear a lot
What's the difference between web design and web development?
Design is how the site looks and reads. Development is what it does: taking bookings and payments, logging customers into a portal, pulling listings from a database, or connecting to your other software. Most projects need some of both, and we do both in-house.
Do you work on WordPress?
Yes. We build, fix, and maintain WordPress sites, including plugin and security updates, backups, and hosting. For new builds we often recommend a modern platform that's faster and needs less upkeep, and we'll explain the tradeoff for your site.
Can you connect my website to the software I already use?
Usually, yes. We regularly connect sites to Airtable, CRMs, email services, and payment processors. If a tool has an API or a reliable export, we can work with it.
Can you take over a site another developer built?
Yes. We start with a review of the code, hosting, and plugins, tell you what we find, and then take over updates and fixes. No need to rebuild unless it's actually the better option.
How much does custom development cost?
Sites with booking, payments, or many pages typically run $8,000–$15,000+, and the final price depends on what the system has to do. After a 30-minute call we send a written quote with the scope spelled out, so you know the price before work starts.
Do you offer ongoing support?
Yes. Most of our clients stay with us for hosting, updates, and changes after launch, some of them for many years. When something breaks, you call the people who built it.
Tell us what your site needs to do.
Thirty minutes is enough to map it out. You'll get a written plan and a price before any work starts.