Road Less Traveled Productions was founded by Artistic Director Scott Behrend with Resident Playwright Jon Elston in 2002. Project by Jon Elston was the company's debut presentation, which world-premiered in February 2003 and garnered four Artie Award nominations, including Best New Play, Best Supporting Actor (Phil Knoerzer), Best Ensemble of a Play, and Best Direction of a Play (Scott Behrend). Project was accepted into the 2004 NYC International Fringe Festival and ran for six performances in New York City.

Jon Elston's Interrogation Room premiered in November 2003 at the Theaterloft. It was nominated for three Artie Awards including Best New Play, Best Supporting Actor, and Best Direction of a Play. Interrogation Room won Best New Play and Best Supporting Actor. Interrogation Room was also the recipient of the 2003 National Literary Prize from the Source Theater in Washington, DC. It was read at the Kennedy Center as part of their New Works Series and later received a staged reading at Circle-In-The-Square Theater (Broadway, NYC), directed by Ted Mann.

RLTP then enjoyed two seasons as Theatre Company-In-Residence at the New Phoenix Theater with World Premiere presentations of Private Viewing, by Jon Elston; Two To The Head, by Darryl Schneider; The Peddler's Bones, by Jon Elston; and The Good Thief, by Conor McPherson's one-man show.

2006 saw RLTP renovate and open their own permanent performance space, the Road Less Traveled Theater, in the Market Arcade Film and Arts Centre. Renovations began in July of 2006 and the theater opened on September 8th, 2006.

Following the landmark Evening With Alec Baldwin in July 2006, in which Mr. Baldwin read Yasmina Reza's Art to benefit the company, RLTP launched its '06-'07 season in its own permanent performance space: the Road Less Traveled Theater, in the Market Arcade Film and Arts Centre. The season included a critically acclaimed production of Emmanuel Fried's The Dodo Bird; Darryl Schneider's War Room (2007 Artie Award for Best New Play); and Jon Elston's Buffalo Movie.

RLTP's '07/'08 Season opened with the WNY Premiere of Emanuel Fried's Boilermakers & Martinis and two World Premieres developed in the New Play Workshop: Eric Appleton's Homeland and Melody Von Smith's Bonegrinders (nominated for the 2008 Artie Award for Best New Play). RLTP also produced To Kill A Mockingbird at Studio Arena Theater (2008 Artie Award for Best Supporting Actress (Verneice Turner) and premiered its first American Theatre Masters Series selection: Eric Bogosian's Humpty Dumpty.

Humpty Dumpty won the Artie Award for Outstanding Supporting Actor (Phil Knoerzer) and was nominated for Outstanding Set Design (Matt Farmer), Outstanding Ensemble in a Play, and Outstanding Production of a Play. Eric Bogosian appeared in person at the 2008 Spring Gala and spoke about his work in film, television, and the theatre.

2008-2009 was another year of growth for RLTP, opening with the world premiere of Annette Daniels-Taylor's Artie Award winning A Little Bit Of Paradise and the sleeper hit of the season, Triangles, an evening of three plays by August Strindberg, Emanuel Fried, and Jon Elston. This season also saw the return of Darryl Schneider to the RLTT stage with his first comedy, Twice Around, and finally, RLTP's extremely popular and well-received American Theater Master selection: Arthur Miller's The Man Who Had All The Luck. Actor James Rebhorn (star of the Broadway revival) was named 2009's American Theatre Master and visited RLTP's Spring Gala during the run of The Man Who Had All The Luck...; and two longtime RLTP stalwarts, Director Scott Behrend and Lighting Designer John Rickus, were finally recognized with Artie Awards for their work on the show.

But nothing to date has matched RLTP's sensational success in 2009-2010. The season began with an exotic bang as RLTP presented the prestigious world premiere of Neil Wechsler's magical Grenadine, hand-selected for the 2008 Yale Drama Prize by legendary playwright Edward Albee. RLTP continued to break new ground for itself by developing and producing its very first musical: American Deal, by Tom Naples and Jon Elston, nominated for a record-shattering seven Artie Awards (including 2010 Artie Award Winner Kyle LoConti, recognized for her Outstanding Direction). The holiday season ushered in a new RLTP tradition: A Charlie Brown Christmas: The Music Of Vince Guaraldi; and the new year saw the launch of RLTP's new A.R. Gurney cycle with the smash hit WNY premiere of A Light Lunch. But the best was saved for last: 2010 American Theatre Master Edward Albee was RLTP's Guest of Honor at the 2010 Spring Gala, during the run of his masterpiece The Goat, Or Who Is Sylvia? On May 8th, 2010, Mr. Albee spoke to local playwrights and artists at the RLTT for an astonishing and priceless two and a half hours, then thoroughly enjoyed the performance of his play that evening. He was not alone; The Goat became the second highest-grossing production in RLTP's history (following only Boilermakers & Martinis), and garnered the 2010 Artie Award for Outstanding Production Of A Play, as well as four other nominations.