Due to Drew moving from California to Michigan, people have thought that he and his character Milo would be leaving but that's not true he is sticking around and will film scenes when he can and go from there. Cheetwood appeared as Milo at the Nurses' Ball 2016.
On August 9, 2017, Cheetwood announced via Twitter that he was filming again.
Max and Milo have a typical brotherly relationship and often share hilarious banters. Milo used work as security for mobsters Sonny Corinthos and Jason Morgan along with his brother Max.
He is currently a personal trainer, a stripper (as Magic Milo) and a pizza delivery man.
He fell for Lulu, when she needed protection and came to stay with Sonny, who is a long time friend of her father Luke Spencer, at Greystone Manor in 2006. He and Lulu have gone on one date, but besides that they never gone beyond being friends.
Milo treats Lulu with the utmost respect and courtesy and would do anything for her. In his spare time, Milo likes to dance and cook. Along with his brother Max, Milo divides his time between being one of the primary bodyguards for Sonny's sons Michael Corinthos and Morgan Corinthos, and being one of Sonny's drivers. Milo and Max were also the main bodyguards for Sonny's wife Brenda Corinthos and her son Alec Scott before they left Port Charles and returned to Rome. Milo is still young and a bit inexperienced, but he has always been shown to be sweet, sincere, loyal, trustworthy, and well mannered. He follows instructions well and is always willing to help out, but can sometimes get ahead of himself and dive right into a situation with getting the full details of the problem.
In February 2013, Milo is at the Haunted Star's Valentine party and Felix Dubois mistakes him for being gay. In March 2013, Milo asks Sabrina Santiago out who is infatuated with Dr. Patrick Drake. Milo helps Lulu by letting her stay at his place while she is hiding from her family. His brother Max decides to make Lulu leave Milo's, but Lulu doesn't want to go back to Dante. So Milo decides that he will stick up for Lulu and say that she is not leaving. Max heads to Sonny's office and tells Dante that Milo and Lulu are together. Lulu starts making out with Milo. (4-30-13) Milo stops it saying that she is married and she will eventually remember her husband.
After seven years working for Sonny, Milo quits his job as a bodyguard in the Corinthos organization to become the head fitness director at Lucy Coe and Laura Spencer's relaunch of their business, Deception. Unfortunately, Lucy and Laura's business fails to launch and Milo finds himself in need of a job. He has a hard time finding work, but eventually starts a job as a pizza delivery man. Sonny offers Milo his old job back, but Milo declines in favor of living an honest life. Milo eventually starts dating Epiphany Johnson.
Has been involved in "unscrupulous" mob-related activities