Simmons entered the music industry releasing the mixtape “The First Flight” (2009). In response, dozens of women of all ages replied to … This success led him to win a BET Award in the category of Young Stars and NAACP Image Award in the category of Outstanding New Artists. Diggy Simmons real name Daniel Dwayne Simmons III, is an American rapper, singer, actor, and model.. Reportedly, his wealth stands at $3.75 million after just a few years entertaining, and making him one of the millionaires in the entertainment industry. He has launched the line of sneakers called Chivalrous Culture in 2010.Finally, in the personal life of Diggy Simmons, he is engaged to the singer Jessica Jarrell, and the couple is planning their wedding for 2015.His career in the music industry has increased the total size of Diggy Simmons’ net worth considerably.How much is Diggy Simmons net worth? We have to lighten up and not be so hard on ourselves in the process of all of that.”Now, he’s no longer the little kid that would run and play around the house with his brother, and he’s making sure to let fans know that he’s grown up.I just want a wife, and our fly ass home filled with rare Scandinavian and Mid Century Modern furniture with African ceramics, and we listen to Brazilian music and Sade in the mornings while we switch off each day cooking some fye shit. I’m tryna see something.He’s set to return to Freeform's “grown-ish” as a series regular, reprising his role as Doug, the fan-favorite boyfriend of Chloe Bailey's character Jazz.He just released a music video for his song “Text Me,” part of his sophomore album, “Lighten Up.”However, despite his compromises in the acting world, music is still Diggy’s number one priority.With so much on his plate, is no wonder why Duggy hasn't had time to find himself a nice girlfriend.“I just want a wife and our fly a$$ home filled with rare Scandinavian and Mid Century Modern furniture with African ceramics, and we listen to Brazilian music and Sade in the mornings while we switch off each day cooking some fye sh*t. That’s it.”Diggy Simmons and Rev Run pose in the audience at the BET AWARDS '14. I feel like in that process of us becoming better people and becoming better at our crafts. He came to prominence after appearing in MTV reality show ‘Run’s House’ with his family. https://www.thefamouspeople.com/profiles/diggy-simmons-41585.php Daniel Dwayne Simmons III was born on the 21 st March 1995, in Queens, New York City USA. According to sources in 2017, he began dating Sydney Utendahl.She is a model and beauty expert. As a result, Simmons chose the one offered by Atlantic Records, meanwhile managing to release two more mixtapes: “Airbone” (2010) and “Past, Present(s), Future”(2011), both hosted by DJ Spin King. That’s it.How old are you now? Diggy Simmons Wiki Biography. Due to the high interest in his mixtape, five labels offered him contracts to sign. Run" Simmons of Run DMC.