What’s the cheapest way to update USB content on two TVs wirelessly?

For a more manageable long-term setup, use a small wireless computer such as a Raspberry Pi connected to each TV. Digital-signage software can automatically play a playlist and let you update the files over your local network, without touching the TVs. Older wireless Pi models may be enough for basic images and videos, though you’ll need to confirm the software supports your media formats.

Since this is for a business, dedicated digital-signage software is likely the easiest for coworkers. You install a small player on each TV, then manage pricing and promotional content from a computer through the software. Some services have free plans for limited setups, but you’ll still need to buy or provide a compatible player for each screen.

The cheapest fix is probably a USB extension cable. Plug it into the TV, run it down somewhere accessible, and connect the flash drive at the lower end instead of behind the TV. You could keep two drives and alternate them, updating one while the other is being used. Make sure the cable is actually a USB extension and that its connectors match your TV and flash drive.

If the TVs already support DLNA or network media sharing, you could run a media server on a computer connected to the same network. The TVs would play files from that computer instead of a USB drive, and you could replace the content centrally. This can work without extra hardware, but it may be less user-friendly than purpose-built signage software.