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In February 2006 his play Steam performed to sold out houses and glowing reviews at the White Bear Theatre in Kennington. The play was revived the following year at the Barons Court Theatre where it did equally well. In April 2007 his play Rupture opened at the Kings Head Theatre in Islington, and in January 2008 his follow-up was Counterfeit Skin. The play starred Chris Grezo, who went on to co-write the British movie How To Not Be A Loser starring Richard E Grant and Martin Kemp, and James Kristian who found fame in the hit channel 4 show As If and is the son of New Seekers singer, Marty Kristian. Counterfeit Skin became one of the fastest selling shows at London's Courtyard Theatre. The play was revived there six months later due to popular demand with a different cast and director. Estranged, the first play Charles wrote, received its premiere at the same theatre in 2009. Charles then adapted one of his novels for his next production, Beyond Flesh and Blood, a dark psychological piece that opened at London’s Tabard Theatre just one month after Estranged closed. In February 2014 Brett Garland staged a revival of "Estranged" at the Tap Gallery Theatre in Sydney, Australia.
His work to date includes
- Steam at the White Bear Theatre, London (2006) 
- Steam at the Barons Court Theatre, London (2007)
- Rupture at the Kings Head Theatre, London (2007)
- Counterfeit Skin at the Courtyard Theatre Studio, London (2008) 
- Counterfeit Skin at the Courtyard Theatre Main House, London (2008)
- Estranged at the Courtyard Theatre Main House, London (2009) 
- Beyond Flesh and Blood at the Tabard Theatre, London (2009)
- Estranged at the Tap Gallery Theatre, Sydney (2014)
Beyond Flesh and Blood, was a dark psychological study of a woman living with Dissociate Identity Disorder, exploring the themes of salvation, love, memory, sex, God and identity. 
Jason Charles translated and adapted the musical Better Than Sex for the London stage which opened at the Courtyard Theatre on 3 August 2010. The following month it performed to a glowing reception at Budapest's Pince Theatre.
Estranged opened at the Tap Gallery theatre in Sydney, Australia, on 13 February 2014 for a ten night run.
He regularly performs his poetry and is currently working on a novel and a new play.
Charles' first play, Steam, received favourable reaction: "Charles has a strong academic background in playwriting and it shows - Steam’s structure is neat and nicely balanced, even if he occasionally struggles to get his characters on and off stage with the naturalism the set-up otherwise demands. He has a fine ear for dialogue, and for all the sex talk the play is never crass." While The Spectator described it as "a powerful début, a psychological thriller with moments of high comedy" 
It seemed the critics either loved or hated Charles' second play, Counterfeit Skin.
MyLondonYourLondon was positive "It may be some time before I see a show like this on Shaftesbury Avenue, which is a pity.". As was Rainbow Network who praised the skilled writing "what starts out as a light comedy soon takes a dark turn - skeletons come clattering out of closets and before you know it Counterfeit Skin has become a tale of infidelity, rampant masochism and potential violence - certainly not a show for the faint hearted.". And BOYZ described the play as "so observant that it’s not a matter of identifying with one character, but with aspects of all of them. Jason Charles has created characters that are believable and tragic without allowing them to become caricatures. Overall Counterfeit Skin takes a bunch of unhealthy and destructive relationships and throws them under the microscope before picking them to pieces."
However for The Stage, Matt Truman wrote: "If drama is nothing more than conflict, Counterfeit Skin has it coming out of every pore. Mere opposition alone, however, does not make for dramatic tension...Though themes of dominance and submission, honesty and illusion are handled tidily, the plot is dragged down too many short and unnecessary scenes." He added: "There is potential here: Counterfeit Skin might make reasonable television, but if it is to survive on-stage it requires more than a little nip/tuck treatment." A more favourable reaction came from Sheila Cornelius in My Cultural Life magazine: "Sparkling dialogue is the trademark of Jason Charles, whose previous play ‘Steam’ played to sold-out houses and rave reviews. If the first half of the play seems to be a light-hearted comedy, the second part darkens into a psychological thriller as Jake allows full rein to his fantasies, which Mach is only too happy to indulge as he increasingly falls for the handsome idler. Things escalate to breaking point as Mach realises that Jake’s commitment phobia is not about to change. After a nerve-wracking denouement, adjustments are made all round and Leo is arguably set for a future which may be bleak but is more firmly rooted in reality. "
Reviews for Estranged were on the whole positive. In its four star review the Pink Paper praised the play for being a "sharp, snappy observation on family dysfunction, played out against frequently cringing laughs and wincing one-liners". Phil Willmott for Rainbow Network praised Charles' writing technique noting that "Jason Charles is an obviously talented writer. He has the rare ability to detonate the scenarios he sets up in funny and engaging ways. His last play, Counterfeit Skin, was a top seller at this same venue and I always look forward to seeing his work. He’s also a romantic at heart and you always leave one of his plays with a belief in the redemptive power of love, even when it eludes the central characters."  While Extra Extra recommended the play as a fun night out "Jason Charles has successfully created six individual characters with such different motives, backgrounds and relationships that it is astonishing how much we are able to learn about each character in such a short period of time. Just like some of the outlandish characters, this play was a lot of fun. It was funny yet tense and touched upon some incredibly important issues such as being tied down by family and needing to desperately be free. For a night when you want to get away from your own family problems, Estranged can show you a family that is bound to be more dysfunctional than your own."  QX Magazine gave the play a 4 star rating describing it as "unaccountably satisfying" and enjoying the "killer one-liners" and the Islington Gazette enthused that the play is "bursting with talent" and that "Jason Charles turns the microscope on the fear and the inner turmoil of his characters and just like the cast he is fresh on the London stage."  In February 2014 the play was enjoyed by an Australian audience at Sydney's Tap Gallery theatre - "The plot twists in Estranged make the family dramas of Dallas look like the Brady Bunch. Nothing is sacred, and it makes for very entertaining theatre. A fun night out, try not to miss this." 
Beyond Flesh and Blood
Richard Langton from the Chiswick Times praised Beyond Flesh and Blood which he described as a "play of ideas." He recommended that the audience: "Expect the unexpected, leave some prejudices behind and you'll have a rewarding eighty minutes." 
- Steam at the White Bear Theatre
- Estranged at the Courtyard Theatre
- , The Stage, Monday 28 January 2008. Accessed 19 April 2009.
- Review: Counterfeit Skin by Jason Charles directed by Kirrie Wratten at the Courtyard Theatre, My Cultural Life, retrieved 19 April 2009.
- Wakelin, Milo (7 May 2009). "Estranged". PinkPaper.com. Archived from the original on 16 July 2011.