Choose Box when the files carry obligations: regulated content that needs FedRAMP Moderate hosting, or stored documents you want to query and extract fields from with AI. Choose Google Workspace when a team also needs email on its own domain, meetings and chat under the same login as its documents. Both offer signature requests from a document, so that alone decides nothing. Running both is possible: Box's help page describes a Box for Google Workspace integration that creates and edits Google Docs, Sheets and Slides from within Box. It also says a paid Box enterprise account can connect only to a paid Google account.
Box describes itself as content plus AI on one platform. Teams pick it to ask its AI questions about stored documents, to pull fields out of agreements with Box Extract, and to keep control over what is shared outside, with signature requests through Box Sign where the file already sits. The Enterprise plan adds FedRAMP Moderate hosting, and Box is the only one of the two that lists a free plan here. Its limits: the business plans carry a seat minimum, and the agent, forms and archive features are listed on the upper plans only.
Google Workspace suits a company that wants one account for mail, files, meetings and chat. Its editor offers suggesting mode, threaded comments, offline editing and approval requests in Drive, features only Google Workspace lists here, and Google Workspace's Admin console handles users, devices and retention. Moving from another suite goes through Workspace Migrate. On the other side, Google Workspace lists no free plan, and Vault eDiscovery and data regions sit on the higher editions.
Reviewers praise Box mostly for security and permission controls, and those writing in 2025 and 2026 add easy sharing with outsiders. Many also report slow or unreliable syncing of large files, especially in the desktop app, and some call the interface clunky and the price steep for small teams. For Google Workspace, reviewers in 2026 praise real-time collaboration and apps that work under one account, and an earlier group, mostly from 2020 to 2022, agrees. Their complaints: limited offline editing, fewer advanced features than Word and Excel, a complex Admin console, and price rises. Reviews of the company as a whole, for both products, are dominated by billing, trial and cancellation disputes.
The vendors' own customer pages, both undated, show the split. Box's page for RWS Global, a media and entertainment company, says it used Box for secure collaboration, content workflows and Box AI, and reports that it unified its legacy data on Box. That is consolidation and AI search, not contracts. The Google Workspace page for Celestica (a manufacturer with 17,000+ employees in 12 countries) lists email, Docs, Sheets, Drive and Meet. It reports migrating 16,000 users in five months.