## From “Mean Guy” to Chekhov: Richard Esteras’ Unconventional Acting Journey
Richard Esteras, a towering figure with a deep voice and a tapestry of tattoos, has often been typecast as the “mean guy” or “bad guy” in his acting career. His imposing physique and Mexican heritage have naturally led to such roles. However, this 56-year-old actor, with a complex past, is determined to break free from these limitations and embrace a wider range of characters.
His acting trajectory shifted four years ago with a recurring role as Manny, a dishwasher, in the hit Hulu series “The Bear.” Now, while the show is on hiatus, Esteras is tackling his most ambitious role yet: Waffles in Annie Baker’s adaptation of Anton Chekhov’s “Uncle Vanya,” a production directed by Spencer Huffman at the Servi-Sure factory on Chicago’s North Side. This unconventional setting, echoing Huffman’s sold-out production of Caryl Churchill’s “Far Away” last year, provides a unique backdrop for Chekhov’s exploration of resentment and yearning. The play features a seasoned cast, including Lawrence Grimm as Uncle Vanya, Rae Gray as Yelena, and Jonathan Weir as The Professor.
Esteras, surprisingly unfamiliar with “Uncle Vanya” before this production, readily embraced the challenge. His portrayal of the mild-mannered, impoverished Waffles presents a fascinating contrast to his previous roles, offering the audience a glimpse into a different facet of his talent. Director Huffman highlights this deliberate casting choice, stating that Esteras’ inherent contradictions bring a unique and exciting dynamic to the character.
Esteras’ path to acting was far from conventional. His early life, spent in Gary, Indiana, after his family moved from El Paso, Texas, was marked by trouble and a four-year prison sentence in his twenties. After his release, he sought a fresh start in Arizona, working various jobs before returning to Gary in 2009 and eventually discovering his passion for acting. At the age of 40, he initially pursued voiceover work, but acting instructors recognized his potential, encouraging him to explore improv and acting classes at institutions like The Second City and Acting Studio Chicago.
His journey was a process of self-discovery and learning. From creating makeshift headshots at Walgreens to navigating the unfamiliar world of auditions and agents, Esteras persistently pursued his craft. He gradually built his resume, landing roles in shows like “South Side,” “Shameless,” and “Chicago P.D.,” eventually signing with Gray Talent Group. His first film role in “Hood,” a Chicago-set reimagining of the Robin Hood myth, further solidified his presence in the industry. His career has even led to a collaboration with Danny Trejo in the upcoming film “Seven Cemeteries,” mirroring the inspirational story of Trejo’s own successful journey despite a challenging past.
His experience on “The Bear” further enriched his career, providing a supportive and grounded environment amidst the show’s immense success, even attending the Screen Actors Guild Awards when the show won best ensemble in a comedy series.
With “Uncle Vanya” adding another layer to his already diverse career, Esteras remains dedicated to learning and growth, embracing each new role as a rewarding challenge and a testament to his resilience and dedication.