Shwekey

On 19 April 2020 during the COVID-19 pandemic, Shwekey collaborated with popular Chabad-Lubavitch rabbi and speaker Rabbi Y.Y. Jacobson, both working from home, to stream a free online live concert on YouTube. The reason for this, Shwekey said, was to "make people happy, because that's what God gave me the ability to do". The concert was viewed 138 thousand times within its first three weeks online, and is still available on YouTube, accessible via the original link.

In July 2019, Shwekey and Omer Adam sang a duet together. Yaakov Shwekey headlined a concert together with Shlomi Shabbat at Live Park in Rishon Letzion, Israel and Nokia Arena, Tel Aviv. . On February 25, 2020, Yaakov Shwekey and Kobi Peretz headlined a concert together at the Pais Arena Jerusalem . Yaakov Shwekey and Ishay Ribo performed together at a recent concert in Israel. . Yaakov Shwekey and חנן בן-ארי performed live in Tel Aviv together in 2016..

His latest album release was in 2019, “Those Were The Days 2”, a medley album featuring past hits and classics from various sources and arranged by different composers.

Shwekey released his tenth solo studio album in June 2018. Entitled Musica, it was Shwekey's second self-produced solo album (the first being We Are a Miracle), though in the credits, Shwekey credited Yitzy Waldner with being his co-producer. Waldner also composed most of the album's songs, with most of the lyrics for the album written by longtime lyricist Miriam Israeli. Additionally, Waldner made a guest appearance on the album's second song, Tefilat Hashla, as can be seen on music steaming service Spotify's catalogue of the album's songs.

Shwekey's songs and lyrics are generally composed by others. Until late 2015, his albums were produced by Yochi Briskman, and distributed in the US by Aderet Music, and in Israel by JMI. Going forward, he has produced his own albums with Yitzy Waldner. Many different arrangers have arranged his albums in the past including Moshe Laufer, Mona Rosenblum, Yanky Briskman, Leib Yaakov Rigler, and Yisroel Lamm. Until 2006 Shwekey's primary studio was "Studio X" (run by Yochi Briskman, engineered by AJ Greenwald), today, some of his recording is done in his private home studio.

One of his best-known songs is "Racheim" (Have compassion), composed by Pinky Weber. The lyrics are from the grace after meals, asking God to have mercy on the Jewish nation and the city of Jerusalem. As Shwekey describes this song, "It's a prayer. It's not just a song. We connect with G-d and ask Him to have mercy." In 2008/2009 Vehi She'omdah, composed by Yonatan Razel and debuted on his Live in Caesaria concert DVD, and later rerecorded on Ad Bli Dai became a major hit. Many of his songs, including "Shomati" (from the Talmud) composed by Yossi Green and "Im Eshkacheich", from Psalm 137,composed by Yochanan Shapiro have found considerable popularity as Jewish wedding songs. His latest hits are: Cry No More, Ra'u Banim, Bo'ee Be'shalom, Lo Ya'avod, Am Yisrael, and Et Rekod, among others. From his album We are a Miracle, the songs Maamin Bensim, Smachot, Maran Sheli, and Inshallah were met with critical acclaim and can be heard across the world at Jewish events and celebrations and in Jewish homes, schools, and camps everywhere. He sang a new tune, composed by Yitzy Waldner, to Mi Shebeirach a prayer globally recited for soldiers in the IDF, in the Nokia Stadium, Tel Aviv in 2013, in the presence of many Israeli soldiers. In June 2018, Shwekey released Musica, on which he displayed a variety of styles, with lyrics in multiple languages.

In August 2007, Shwekey and Avraham Fried were slated to headline a major concert in Jerusalem at Teddy Stadium. The event was produced by Moshe Ben-Zimra and billed as a commemoration of the 40th anniversary of the reunification of Jerusalem. Leading Haredi rabbis, including Rabbi Yosef Shalom Elyashiv, the Gerrer Rebbe, the Belzer Rabbe, Rabbi Aharon Leib Shteinman, Rabbi Shmuel Wosner, and Rabbi Chaim Pinchas Scheinberg signed a ban which appeared in the Haredi press forbidding participation or attendance of the event or similar events. Their ban stated that concerts should not be performed in front of both men and women, regardless if there was separate seating.