<p>It sounds like your S might have underlying problems that are causing his behavior, esp. the procrastination and resistance. Laziness, lack of motivation, even unrealistic ideas of entitlement can stem from fear-- fear of failure, fear of succeeding (and increasing expectations), or even just plain, old immaturity. </p>
<p>This isn’t to excuse his behavior. I truly sympathize as I’ve been in your shoes and honestly, could not wait until my S moved out. I adore my S but I figured it would be much better for our relationship if I didn’t know exactly what he didn’t do every day. It wasn’t until he had to deal with the consequences of his own inactions that he got it together.</p>
<p>Basically, nothing will change for your S until he has real life consequences for his behavior. I don’t think you will motivate him by continually prodding him to look for a summer job in December. I know, I know, early bird and all that, but that is simply not his time frame. And his time frame won’t change until it has to. (My S finally learned this year, at 25, the wisdom of planning ahead and paying quarterly estimated taxes, even though I’d been telling him all year. He just got his tax bill. He won’t make that mistake next year.)</p>
<p>So I suggest that you think through all the details if you do decide to tell him to live elsewhere until he changes his ways. You have to stand firm or it will be worse than if you did nothing.</p>
<p>Also, I suggest backing off with the constant reminders. Say it one more time if you have to (“These are our expectations…”), then stop! If you want to give him a deadline, give him one but do not keep reminding him of it. </p>
<p>I have a feeling things will get worse before they get better. He may try to “get back” at you and act out to make you sorry. You might both be better off if he were to stay in his college town rather than return to his hometown. </p>
<p>Would you consider having him go to a therapist/behavioral coach? That would be a gesture of support. I doubt he likes being the way he is but doesn’t know how to get out of the rut.</p>
<p>Finally, even though you are feeling at the end of your rope, try to find a way to do all this out of love–out of the loving realization that he needs to grow up and become a man, and in order to do this he needs to leave the nest. Make sure to tell him he is welcome back at home when he is willing to live up to his responsibilities. Don’t let him feel abandoned, even if he <em>deserves</em> it. Maybe he will hear you.</p>