My proposed solution to the problem in regards to empathy is to introduce him to rewarding himself and taking breaks. I believe the most content reward a person can get is knowing deep down himself that he earned it. Sometimes people reward us to get us motivated but we do it to ourselves when we actually deserve it.

Upon sharing with a coworker, he made a suggestion that is in line with my solution. He stated in as much as he rewards himself from time to time, he should also hold himself accountable and be just to himself. Reflecting on it will also force him to control the procrastination he faces. Once he starts denying himself the reward, he would want to have it and then he will realize the only way is to meet his deadlines.