From Maayan Ashkenazi to Yael: The dramas and secrets behind Omer Adam's exes
From Maayan Ashkenazi to the dramatic breakup with Yael Shelbia, the turbulent romantic journey of Israel's most successful singer, which ended this year with a surprise wedding to an heiress from Italy that led him to take a break from performing.
Omer Adam's relationship with the media and the public has always included romantic ties. Over the years, the romances of Israel's most successful singer were not just a personal chapter in his life, but an integral part of the Israeli soundtrack, with every breakup, comeback, or new song sparking a perfect media storm.
Young love and the early chapter: Maayan Ashkenazi
Before becoming a household name in Israel thanks to her participation in the reality show "Big Brother," Maayan Ashkenazi shared a relationship with Omer Adam that lasted almost a year. The connection took place during a turbulent period when Adam was in his early 20s, a young singer paving his way to the top. Ashkenazi later revealed that the relationship was very passionate and experienced ups and downs due to the hectic nightlife and mutual jealousy.
Although both moved on, rumors of a comeback continued to haunt them even years later. In 2021, when the two were spotted spending time together, the internet went wild, but they were quick to clarify that their relationship had evolved into a good, serious friendship full of mutual appreciation.
The rise and establishment period: Romi Efron
The relationship with Romi Efron, which lasted almost three years (and ended at the end of 2017), marked Adam's transformation from a successful singer to a national phenomenon. Efron was by his side at the most glamorous events, accompanied him backstage at massive stadium performances, and was a full partner in his big breakthrough.
The hit "Ose Lanu Tov" (Doing Us Good), released during that period, was attributed by fans and the media as the love anthem written under her inspiration. After their breakup, the silence that prevailed around them gave way to numerous rumors of a comeback, but Efron chose to pursue an independent path: she founded the fashion and shopping brand Romiss, married businessman Nadav Fattal (from the hotelier family) in 2023, and today she is a full-time mother alongside her business career.
Drama and young age: Shirel Toledano
One of the most turbulent and publicized chapters in Adam's life was his relationship with Shirel Toledano, daughter of successful real estate businessman Itzik Toledano. The two had a relationship that lasted on and off for about three years and began when Toledano was a 17.5-year-old high school student. The age gap and the high profile of both attracted media fire.
The relationship was characterized by grandiose gestures: from organizing a crazy surprise party for Adam's 26th birthday to luxurious vacations around the world, alongside crises, mutual deletion of photos on Instagram, and repeated breakups. In the summer of 2020, the relationship came to a final end. Since then, Toledano has moved to live in Miami, where she manages a successful career as a real estate agent for the region's wealthy.
The country's couple: Yael Shelbia
The relationship with international model Yael Shelbia was, without a doubt, the most photogenic and covered relationship in Adam's career. For almost three years (until their breakup in early 2025), the two were the undisputed "power couple" of the entertainment industry. From moving in together in Dubai to red carpets, the two provided a glimpse into an international glamorous life.
The breakup in January 2025 was done in good spirits and without drama, due to professional ambitions and different paces of life. The final disconnect was recorded when the two unfollowed each other on social media in 2026. Today, Shelbia is in an international relationship overseas with Canadian Formula 1 driver Lance Stroll, while Omer Adam completed his romantic journey on the way to the chuppah with Sasha Israelovich.
The one he ended up with at the chuppah: Sasha Israelovich
The chapter that closes Omer Adam's bachelorhood and was sealed with a massive wedding on the Italian Riviera belongs to Sasha Israelovich (24), a traditional Jewish-Italian and daughter of a wealthy real estate businessman. Sasha, who was born in Milan, immigrated to Israel and completed a bachelor's degree in computer science at Reichman University, entered the singer's life in early 2026 in a particularly fast and surprising connection that was forged on the Israel-Italy axis.
The secret romance quickly turned into a serious love story; within about three months, Adam pulled out a ring during a Passover vacation in Mexico, the two signed a prenuptial agreement, and moved in together at his home in Mishmar HaShiv'a. Sasha's traditional background and her deep connection to Judaism blended naturally with Adam's process of strengthening his faith in recent years, and even led him to take a break from performing to focus on building their new family unit.
