WRITER, PRODUCER AND ACTRESS
ISSA RAE
ANNOUNCES INSECURE: THE 10TH ANNIVERSARY TOUR
FEATURING SPECIAL GUEST APPEARANCES BY YVONNE ORJI, JAY ELLIS AND NATASHA ROTHWELL ON SELECT DATES
MGM MUSIC HALL AT FENWAY - BOSTON, MA
SEPTEMBER 16, 2026
Tickets Available Starting on Wednesday, July 15 with Citi Presale;
General On-Sale Begins on Thursday, July 16 at 12 pm at Livenation.com
Writer, producer and actress Issa Rae is bringing the nostalgia of her hit HBO series, Insecure, to cities across the country this fall. Hosted by Rae alongside Insecure showrunner Prentice Penny, the shows will celebrate the 10-year anniversary of the iconic television series.
Promoted by Live Nation, the 13-city tour will make a stop at MGM Music Hall at Fenway in Boston, MA, on September 16, 2026.
Ten years after the first season of Insecure premiered, Issa Rae and Prentice Penny recently celebrated the milestone with the launch of their podcast, BLOCC PARTY: AN INSECURE PODCAST. Now, as part of Insecure's 10th anniversary celebration, the duo is bringing the conversation to the stage for a live experience. Featuring special guest appearances by Yvonne Orji, Jay Ellis and Natasha Rothwell on select dates, the tour will give fans an intimate celebration of Insecure's lasting cultural impact through candid conversations, untold stories and unforgettable moments from the groundbreaking series.
TICKETS: Tickets will be available starting with a Citi presale (details below) beginning on Wednesday, July 15 at 12 pm. Additional presales will run throughout the week ahead of the general on-sale beginning on Thursday, July 16 at 12 pm at Livenation.com.
PRESALE: Citi cardmembers will have access to presale tickets beginning on Wednesday, July 15 at 12 pm until Thursday, July 16 at 11 am through the Citi Entertainment program. For complete presale details visit www.citientertainment.com.
INSECURE: THE 10TH ANNIVERSARY TOUR DATES:
Thu, Sep 10 – Philadelphia, PA – The Met Philadelphia presented by Highmark
Fri, Sep 11 – Washington, DC – The Theater at MGM National Harbor
Sun, Sep 13 – Detroit, MI – The Fillmore Detroit
Wed, Sep 16 – Boston, MA – MGM Music Hall at Fenway
Thu, Sep 17 – Brooklyn, NY – Brooklyn Paramount
Fri, Sep 18 – Montclair, NJ – The Wellmont Theater
Fri, Sep 25 – Las Vegas, NV – Palazzo Theatre
Sat, Sep 26 – Oakland, CA – Fox Theatre =
Thu, Oct 1– Chicago, IL – The Chicago Theatre
Fri, Oct 2 – Atlanta, GA – Tabernacle
Sat, Oct 3 – Irving, TX – The Pavilion at Toyota Music Factory
Sun, Oct 4 – Houston, TX – Bayou Music Center
Thu, Oct 8 – Inglewood, CA – YouTube Theater