DropIt

Free plan Windows

What DropIt is

DropIt is free Windows software for sorting and managing files and folders through rules. Filters can examine names, directories, sizes, dates, properties, content, or regular expressions, then trigger one of 21 listed actions. These include moving, copying, compressing, extracting, renaming, encrypting, uploading, and emailing files. DropIt can scan monitored folders periodically, allowing contents to be processed as they appear. Associations can be grouped into profiles, and profiles can be encrypted with a password. Upload supports FTP and SFTP, while Send by Mail uses SMTP. The requirements page says all features work offline. Windows downloads include installer and portable packages for 32-bit and 64-bit systems. Listed compatibility covers Windows 2000, XP, Vista, 7, 8, and 8.1; Linux and Mac are not supported. The homepage identifies version 8.5.1, dated 10/02/2018, as latest.

Who it suits

DropIt suits Windows users who want rule-based file handling, folder monitoring, batch renaming, archives, and offline operation. It is also useful when FTP, SFTP, or SMTP transfers are part of a workflow.

What it does well

Free open-source software
21 file-processing actions
Rules support regular expressions
Portable Windows package available
Profiles can be password-encrypted

What to know first

Windows only
Linux and Mac are unsupported
Latest listed version dates to 2018
No free trial is listed

Plans

Plan	Billed and limits	Price
Free open-source software	No charge; GNU General Public License; provided as-is without warranty	Free

As dropitproject.com lists them, read 11 Oct 2026. The maker's own page has the final word.

Verdict

DropIt provides extensive rule and action choices for automated Windows file management, including portable and offline use. Its dated listed release and limited operating-system compatibility should be checked before adoption.

Facts from DropIt's own pages

Actions: The site lists 21 actions, including moving, copying, compressing, extracting, renaming, encrypting, uploading, and emailing files. · dropitproject.com, 11 Oct 2026
Archive support: Yes · dropitproject.com, 22 Sept 2026
Batch rename: Yes · dropitproject.com, 22 Sept 2026
Compatibility limits: The requirements page lists Windows 2000, XP, Vista, 7, 8, and 8.1, and says DropIt does not run on Linux or Mac. · dropitproject.com, 11 Oct 2026
Current version listed: The homepage lists version 8.5.1, dated 10/02/2018, as the latest version. · dropitproject.com, 11 Oct 2026
File filters: Rules can filter files by name, directory, size, date, properties, content, or regular expressions. · dropitproject.com, 11 Oct 2026
File transfer: Its Upload action supports FTP and SFTP, and its Send by Mail action uses SMTP. · dropitproject.com, 11 Oct 2026
Folder monitoring: DropIt can periodically scan monitored folders and process their contents. · dropitproject.com, 11 Oct 2026
Free plan: Yes · dropitproject.com, 22 Sept 2026
Supported platforms: windows · dropitproject.com, 22 Sept 2026
Portable version: Yes · dropitproject.com, 22 Sept 2026
Profiles: Users can organize associations into profiles. · dropitproject.com, 11 Oct 2026
Purpose: DropIt automates sorting and managing files and folders using rules and actions. · dropitproject.com, 11 Oct 2026
Security: The features page says profiles can be encrypted with a password; the requirements page says all features are available offline. · dropitproject.com, 11 Oct 2026
Support: The site points users to a guide, wiki, forum topic, and contact form for help and suggestions. · dropitproject.com, 11 Oct 2026
Windows support: The download page offers installer and portable packages for 32-bit and 64-bit Windows. · dropitproject.com, 11 Oct 2026

Where DropIt stands on Freedom251

File Manager Software#64 of 100