Akana first started performing comedy at age 19 but switched to YouTube video performances in 2011 after experiencing
panic attacks and anxiety before going on stage. In 2014, Akana was listed on
New Media Rockstars Top 100 Channels, ranked at #72. In that same year, Akana attempted to make one short film a month. She created and starred in six short films. Akana has starred in various other short films, and she has since continued to create short films. In 2014, Akana formed a comedy music duo, Cat Benatar, with fellow comedian and writer Megan Rosati. (The duo's name is wordplay for the pop singer
Pat Benatar.) In reviewing her video, "Why Guys Like Asian Girls" (which references "Yellow Fever", a term for an
Asian fetish), Cate Matthews of
The Huffington Post wrote: "A step-by-step takedown of 'yellow fever' or the desire to date Asian women often accompanied by bizarre, offensive attempts to do so, could start the healing. Luckily for us, YouTuber Anna Akana was more than up to the video-making task." In reviewing her video, "How to Deal with a Breakup",
MTV wrote: "In this sketch, comedian Anna Akana envisions the flurry of activity inside the cranial command center of a newly single dumpee." One of her short films,
Miss Earth, was partially financed by
Brian Grazer and
Ron Howard's production company, New Form Digital. It was part of the 2014 Incubator, a series to showcase and produce original stories by YouTube Creators and filmmakers.
Miss Earth was later adapted into a web series,
Miss 2059, and released on
Verizon's go90 app in June 2016, with a second season released in late 2017. Akana executive produced and starred as the lead role in the original comedy-drama web television series
Youth & Consequences, created by Jason Ubaldi and released in March 2018 on
YouTube Red. She is also the host of the web series
Crash Course Business: Entrepreneurship beginning in August 2019. On October 10, 2019, she was featured in a 30-minute YouTube documentary created by SoulPancake in collaboration with Funny or Die wherein a variety of comedians discuss
mental health called
Laughing Matters. Deadline Hollywood referred to Akana as "a prolific online creator whose channel boasts 60 million views and 900,000 subscribers, and last year wrote and starred in her own narrative feature
Riley Rewind, scoring a none-too-shabby 20M views online." The series was sponsored by
AT&T. That same year, she also appeared in a short
Star Wars fan film,
Hoshino as well as the comedy film
Dirty 30. She has a recurring role in the
Comedy Central show
Corporate. She also has supporting roles as Gloria Sato in the
Disney Channel show
Big City Greens and Sasha Waybright in
Amphibia. and its
pilot series. part of
Syfy's former midnight
adult animation block,
TZGZ. In 2019, she announced on
Ryan Higa's
Off the Pill podcast to be part of the
Netflix original ''
Jupiter's Legacy. Akana also hosts the podcast Explain Things to Me
with fellow comedian Brad Gage where the two interview experts in various fields about their work. In 2021, Akana appeared in the romantic comedy About Fate''. ==Other ventures==