Michael Karnjanaprakorn and Malcolm Ong started Skillshare in New York City, New York in November 2010; the site was live in April 2011.

Skillshare launched 15 self-paced, online courses in August 2012, with students collaborating to complete a project. By November 2013, it hosted over 250 courses and launched its School of Design.

Skillshare collaborated with Levi's to launch the School of MakeOurMark in October 2013, focusing on individual creativity with courses in photography, tattooing, and various forms of illustration.

In March 2014, Skillshare moved to a membership model for $9.95 a month. Later that year, the company announced a new open platform, where anyone could be a course instructor, and a free membership option to watch a limited amount of class content each month.

As of March 2019, Skillshare has over 27,000 premium classes and more than 2,000 free classes available. The platform has introduced the "Groups" feature that allows members to connect with other creators, share work, and take skills to the next level through engaging discussions and prompts.

Notable instructors include Seth Godin (entrepreneurship), Jessica Hische (lettering), Susan Orlean (creative non-fiction), Young Guru (audio mixing and recording), Yuko Shimizu (inking and drawing techniques), Marc Ecko (entrepreneurship and brand creation), Gary Vaynerchuk (social media strategy), Guy Kawasaki (entrepreneurship) and Paula Scher (graphic design).

In June 2018, the company launched Skillshare Originals, a collection of courses produced by Skillshare's in-house team.

According to en.wikipedia.org