Award-Winning Web Series: The Best of the Best Online Shows

The digital landscape has irrevocably altered how we consume entertainment. Forget rigidly scheduled television programs; today, a universe of captivating narratives unfolds at our fingertips. Within this vast expanse, web series, also known as digital series, have carved out a significant niche. These productions, often independent and innovative, frequently push boundaries and explore subjects untouched by mainstream media. The most exceptional among them are consistently recognized with prestigious awards, solidifying their place as true works of art. Let’s delve into some of the best award-winning web series, exploring what makes them stand out and why they deserve your attention.

“Carmilla” (2014-2016): A Vampire Romance Redefined

Based on the novella of the same name by J. Sheridan Le Fanu, “Carmilla” is a Canadian web series that captivated audiences with its lesbian vampire romance and sharp, witty dialogue. Set in Silas University, a fictional institution plagued by bizarre occurrences, the series follows Laura Hollis, a journalism student, as she investigates the mysterious disappearance of her roommate. Her investigation leads her to the enigmatic and alluring Carmilla Karnstein, a centuries-old vampire.

The series garnered critical acclaim for its representation of LGBTQ+ characters and its engaging storyline. It won multiple Streamy Awards, including Audience Choice Award for Show of the Year, solidifying its popularity and impact within the online community. “Carmilla’s” success can be attributed to its compelling narrative, strong performances from its cast, and its effective use of the web series format, incorporating interactive elements and transmedia storytelling. The show’s dedicated fanbase, known as “Creampuffs,” played a crucial role in its success, actively engaging with the series and promoting it online. “Carmilla” proved that web series could build a devoted audience and achieve mainstream recognition.

“High Maintenance” (2012-2015 Web Series, 2016-2020 HBO): From Web to Premium Cable

“High Maintenance” is a prime example of a web series that successfully transitioned to traditional television. Created by Katja Blichfeld and Ben Sinclair, the series revolves around “The Guy,” a nameless marijuana deliveryman, and his diverse clientele in New York City. Each episode offers a glimpse into the lives of different characters, connected only by their interaction with The Guy.

Before its HBO debut, “High Maintenance” was a critically acclaimed web series known for its insightful character studies, realistic portrayal of urban life, and subtle humor. It earned a Writers Guild of America Award for Television: New Series, highlighting its exceptional writing and storytelling. The series’ success lies in its ability to find universal themes within specific and often quirky situations. It explores themes of loneliness, connection, and the human condition with empathy and wit. The web series format allowed Blichfeld and Sinclair to experiment with different narrative structures and character arcs, ultimately leading to a more nuanced and engaging television adaptation.

“Her Story” (2016): Transgender Representation at its Finest

“Her Story” is a groundbreaking web series that focuses on the lives of trans women in Los Angeles. Created by Angelica Ross and Jen Richards, who also star in the series, “Her Story” offers an authentic and nuanced portrayal of transgender experiences, addressing issues of love, identity, and social acceptance. The series follows Violet and Allie, two trans women navigating the complexities of dating and relationships.

“Her Story” received widespread critical acclaim for its authentic representation of transgender characters and its powerful storytelling. It won a Primetime Emmy Award for Outstanding Short Form Comedy or Drama Series, marking a significant milestone for transgender representation in mainstream media. The series’ success is rooted in its commitment to telling authentic stories from a trans perspective, challenging stereotypes and promoting understanding. “Her Story” not only entertained audiences but also served as a powerful tool for advocacy and education, raising awareness about transgender issues and promoting inclusivity.

“Brown Girls” (2017): Celebrating Diversity and Female Friendship

“Brown Girls” is a web series created by Fatimah Asghar and Sam Bailey that explores the lives of two young women of color navigating love, friendship, and identity in Chicago. The series follows Leila, a queer Muslim writer, and Patricia, a sex-positive artist, as they navigate the challenges of adulthood and explore their identities.

“Brown Girls” was praised for its authentic representation of diverse characters and its exploration of complex themes such as race, religion, and sexuality. It won a Gotham Award for Breakthrough Series – Short Form, recognizing its innovative storytelling and its impact on the media landscape. The series’ success stems from its ability to create relatable and nuanced characters who reflect the experiences of marginalized communities. “Brown Girls” celebrates diversity and female friendship, offering a refreshing and empowering perspective on contemporary life.

“After Forever” (2018-2019): A Love Story for the Ages

“After Forever” is a groundbreaking web series that tells the story of Brian and Jason, two men in their 50s who have been together for 15 years. The series explores the complexities of long-term relationships, loss, and grief when Jason is diagnosed with cancer. Created by Michael Slade and Kevin Spirtas, who also star in the series, “After Forever” offers a poignant and heartwarming portrayal of love and resilience.

“After Forever” received critical acclaim for its sensitive and honest portrayal of LGBTQ+ relationships and its exploration of difficult themes. It won multiple Daytime Emmy Awards, including Outstanding Digital Drama Series, making it the first LGBTQ+ web series to win a Daytime Emmy in that category. The series’ success lies in its ability to create relatable and complex characters who resonate with audiences of all backgrounds. “After Forever” is a testament to the power of love and the importance of cherishing every moment.

“State of the Union” (2019): A Marriage in Crisis

“State of the Union” is a British comedy-drama web series written by Nick Hornby and directed by Stephen Frears. The series stars Rosamund Pike and Chris O’Dowd as Louise and Tom, a couple who meet for drinks each week before their marriage counseling session. Each episode takes place in the same pub and explores the couple’s relationship problems through witty dialogue and insightful observations.

“State of the Union” won multiple Primetime Emmy Awards, including Outstanding Short Form Comedy or Drama Series, recognizing its exceptional writing and performances. The series’ success lies in its clever premise and its ability to explore complex relationship dynamics in a concise and engaging format. “State of the Union” is a sharp and funny examination of modern marriage, offering a relatable and thought-provoking perspective on the challenges of communication and commitment.

“Riding in Cars with Boys” (2020-Present): Transgender Life on the Road

“Riding in Cars with Boys” is a reality web series that follows the lives of three transgender men as they travel across the United States, exploring their identities and connecting with other members of the transgender community. Created by Rhys Ernst, the series offers an intimate and authentic glimpse into the lives of trans men, challenging stereotypes and promoting understanding.

“Riding in Cars with Boys” has been praised for its groundbreaking representation of transgender experiences and its positive portrayal of trans masculinity. It won a GLAAD Media Award for Outstanding Digital Journalism, recognizing its contribution to LGBTQ+ visibility and advocacy. The series’ success stems from its commitment to telling authentic stories from a trans perspective, empowering viewers and promoting inclusivity. “Riding in Cars with Boys” is a powerful and inspiring celebration of trans identity and community.

“Veneno” (2020): A Transgender Icon’s Story

“Veneno” is a Spanish biographical web television limited series created by Javier Ambrossi and Javier Calvo. It tells the life story of Cristina La Veneno, a transgender icon and one of the most important and beloved LGBT figures in Spain. The series explores Veneno’s journey from her humble beginnings to her rise to fame as a television personality and her struggles with discrimination and prejudice.

“Veneno” received widespread critical acclaim for its authentic representation of transgender experiences and its powerful storytelling. It won a GLAAD Media Award for Outstanding Spanish-Language Scripted Television Series, recognizing its contribution to LGBTQ+ visibility and advocacy. The series’ success lies in its ability to create a complex and nuanced portrait of Veneno, celebrating her life and legacy while also addressing the challenges she faced as a transgender woman. “Veneno” is a moving and inspiring tribute to a transgender icon who paved the way for future generations.

“The Lizzie Bennet Diaries” (2012-2013): A Modern Retelling of a Classic

“The Lizzie Bennet Diaries” is a web series adaptation of Jane Austen’s “Pride and Prejudice.” The series is presented as a video blog, with Lizzie Bennet, played by Ashley Clements, chronicling her life and the lives of her sisters. The series cleverly updates the classic story for a modern audience, using social media and contemporary settings to explore themes of love, family, and social class.

“The Lizzie Bennet Diaries” won a Primetime Emmy Award for Outstanding Creative Achievement in Interactive Media – Fiction, recognizing its innovative use of the web series format. The series’ success lies in its ability to stay true to the spirit of the original novel while also making it relevant and engaging for a modern audience. “The Lizzie Bennet Diaries” is a testament to the enduring power of Austen’s storytelling and the potential of web series to reimagine classic narratives.

These award-winning web series represent just a fraction of the exceptional content available online. They demonstrate the creativity, innovation, and diversity that thrive in the digital landscape. By pushing boundaries, challenging stereotypes, and telling