Sidekick Tools formerly Posh Sidekick Updates Reselling Automation Platform with Expanded Crosslisting Features

December 09, 2025 at 05:20 AM EST

Sidekick Tools (formerly Posh Sidekick) has transitioned from a simple Poshmark bot into a full-scale reselling automation app as the global resale market accelerates toward 2026. With over 14,000 active users, it now offers crosslisting, delisting, relisting, AI description writing, background removal, silent auctions, and advanced analytics across multiple marketplaces. As resellers increasingly adopt multichannel selling.

New York, United States, 9th Dec 2025 – Sidekick Tools formerly known as Posh Sidekick announced updates to its reselling automation platform. The company noted that many online resellers today operate across a variety of resale environments such as eBay, Poshmark, Etsy, Mercari, Depop, Grailed and Whatnot. These platforms are part of the broader resale landscape used by independent sellers. The company stated that its latest version includes expanded tools that allow users to organize listing information and workflows in a single system.

Industry data continues to highlight ongoing growth in secondhand commerce. As more individuals participate in online resale and adopt multichannel selling routines the need for centralized workspace tools has increased. Sidekick Tools developed its latest update in response to these patterns within the resale ecosystem.

Sidekick Tools originated as an automation platform offering features often compared to a Poshmark bot. Earlier versions helped users complete routine listing actions within their own workflows. As seller practices shifted toward multichannel posting the platform expanded into a broader crosslisting app. This shift positioned the software as a workspace for sellers who prefer to manage listing information across several resale environments from one location. Earlier iterations known as Posh Sidekick have appeared in a range of Posh Sidekick reviews online which reflect public interest in automation tools for resellers.

The current version of Sidekick Tools includes several features described on the company’s public website. These include crosslisting tools that allow users to transfer listing information into formats they can use across different resale environments. The platform also contains an inventory management dashboard where users can view edit and organize item records within one system.

Sidekick Tools provides auto delist and auto relist options based on user settings. The auto delist function allows users to remove listings from their own catalog records when items are marked as sold. The auto relist feature allows users to refresh unsold items at intervals they select. These functions are designed to help users maintain consistency in their personal inventory management.

Bulk editing tools are included as well. Sellers can adjust prices titles descriptions and categories across multiple listings at the same time. This function supports individuals who maintain larger inventories and prefer to update several listings together rather than one by one.

In addition to listing tools Sidekick Tools includes a set of content preparation utilities. These include a background remover that prepares clean product photos for marketplace use and an AI stock photo creator that can generate additional styled images based on user provided details. The platform also includes an AI description generator that produces structured product descriptions. These tools are intended to help users prepare listing content without moving between multiple editing programs.

Sidekick Tools also offers a sales analytics dashboard. This feature organizes user provided data into charts and summaries that show listing volume category distribution and activity patterns over time. The analytics view is designed to help users review information they enter into the platform and evaluate trends within their own selling routines. This dashboard does not imply direct integration or partnerships with external marketplaces.

Silent auction tools and scheduling features are also part of the platform. Users can set specific times for certain listing actions to occur depending on their preferred workflows.

Sidekick Tools states that these features reflect ongoing changes in the resale environment where sellers often work across multiple communities and platforms. The platform is intended to provide a single workspace where resellers can manage information related to their own listings.

Founder Michael Chierchio stated the following.
We created Sidekick Tools to help resellers manage tasks related to organizing and updating their listings. As more individuals choose to sell across several resale environments we continue to develop tools that support structured and consistent workflows.

Sidekick Tools indicated that future updates may include expanded bulk editing tools additional content preparation features and further refinement of crosslisting functions. References to marketplaces in this release such as eBay Poshmark Etsy Mercari Depop Grailed and Whatnot are included only to describe the general resale landscape. These mentions do not indicate partnerships integrations or endorsements.