WPsites

Resize your images before they are uploaded to your website (server), no need to use image editing software. Drag+drop images from your digital camera to WordPress. This plugin works best in HTML5 compatible web browsers such as Chrome or Firefox.
If your web browser does not support HTML5 then this plugin will swap your image uploader runtime to the Adobe Flash version which makes sure the resize function works across more web browsers. The side effect to this is drag+drop will be disabled since this is not supported in Flash (everything works in HTML5 compatible browsers). If you experience issues or drag+drop is more important to you than resizing images then you can disable the Flash override in your settings -> media.
This plugin does not work on the iPhone or iPad.
This plugin removes the upload file size limit and turns on the resize function.
Once this plugin is enabled your images will be resized in the browser before being uploaded to your website (server).
This plugin adds an additional setting to your settings -> media page that allows you to specify the image quality when being resized. The quality value can range from 1-100. The higher the quality the larger the file size. The default value is 80 which reduces the file size whilst still maintaining a decent quality image. You can also set the resize dimensions for this plugin here to, if you weren’t happy inheriting the default large image size settings.
<ul>
<li>Less bandwidth used for your host when uploading your images</li>
<li>No more massive images uploaded to your site for users to sit waiting to view/download</li>
<li>You can drag images right off your digital camera onto the WordPress uploader, getting them online in a flash.</li>
</ul>
If you want to force the resized image width/height, overriding the media settings (making it so multisite users cannot change this value etc) you can do this in wp-config.php by setting two constants:
define( ‘RIBU_RESIZE_WIDTH’, 1000 ); //1000 px wide 
define( ‘RIBU_RESIZE_HEIGHT’, 900 ); //900 px high
define( ‘RIBU_RESIZE_QUALITY’, 75 ); //0-100, 100 being high quality 
defined( ‘RIBU_MAX_UPLOAD_SIZE’ ‘2097152b’ ) ); //size in bytes
To work, any settings added to your wp-config.php file should be done above the line that reads: 
/* That’s all, stop editing! Happy blogging. */
Find the plugin on github: https://github.com/WPsites/Resize-images-before-upload
<h3>Contributors</h3>
Simon Dunton – http://www.wpsites.co.uk

Resize images before upload

Upon searching the Wordpress repository, it's clear that every plugin that resizes images for you is a paid service, with one exception, THIS plugin! By resizing the imaegs on our website, we've been able to drastically reduce traffic and server load. The benefits become even more apparent as we continue to grow. Thanks for this brilliant plugin!

Brilliant Plugin

Automatically resizes your images right in your browser, before uploading.

sh1zen

This is an advanced upload plugin for those who need a little more than the default multi file upload of Gravity Forms.
The plugin options page provides you with granular control over many Plupload parameters from file extension filters to chunked uploading and runtimes.
All files are uploaded to the WordPress media library on successful form submission making for easy access and management.
FEATURES
<ul>
<li>Safety: validation of both file extension and mime type.</li>
<li>Privacy: filenames changed once added to media library.</li>
<li>Advanced Customization: many options and many hooks to modify any plugin rule.</li>
<li>Large File Support: enabled by chunked file uploads.</li>
<li>Media library integration: all files are uploaded to the WordPress media library on successful form submission making for easy access and management.</li>
<li>Entry list creation integration: A list of all correctly uploaded files, with relative link.</li>
</ul>
DONATIONS
This plugin is free and always will be, but if you are feeling generous and want to show your support, you can buy me a 
beer or coffee <a href="https://www.paypal.com/donate?business=dev.sh1zen%40outlook.it&item_name=Thank+you+in+advanced+for+the+kind+donations.+You+will+sustain+me+developing+GF-Multi-Uploader.&currency_code=EUR" rel="nofollow ugc">here</a>, I will really appreciate it.
<h3>Hooks</h3>
Filters: 
* ‘gfmu_plugin_locale’ 
* ‘gfmu_before_attach_uploads’ 
* ‘gfmu_maybe_insert_attachment’ 
* ‘gfmu_server_validation_args’ 
* ‘gfmu_insert_attachment_args’ 
* ‘gfmu_field_options’ 
* ‘gfmu_save_entry’

Multi Uploader for Gravity Forms

Chunked Multiple file uploads, from images, videos to pdf. Files stored in WP Media Library.

Resize images before upload vs Multi Uploader for Gravity Forms