In 1984, Howard met and later married Jackie Munroe, (CAS: "Fall on Me") and they had a daughter named Alicia together in 1989. (CAS: "Party Pooper", Episode 1093) In the 2010s, Jackie found out that Howard had cheated on her and gave him another chance, but he continued. As she did not want to be alone and wanted to preserve the close bond Alicia and Howard shared, Jackie decided to tell Alicia that she was the one who cheated.
On 3 September 2016, Jackie was admitted to Holby City Hospital's emergency department experiencing abdominal pains that had started when she and Howard were "intimate"; her urine test results showed that she had contracted gonorrhoea. When Alicia began scolding Jackie, Howard admitted that he was the adulterer and decided to leave. (CAS: "Fall on Me")
In February 2017, Howard and Jackie decided to make another go of it. However, at their anniversary party Howard's secret romance Martin turned up. He told him to leave but in the rush he ended up driving his car into Howard, crushing him between the car and a skip. At the hospital, their relationship transpired and Alicia was shocked. He later suffered a small heart attack, and his pelvis injury worsened. Cal was forced to perform an operation on him, which was successful. Although Jackie was going to take him back, she later told him that their relationship was over. (CAS: "Crazy Little Thing Called Love")