There are stages in assisting homeless people, in facilitating their productive return to society. Many of these people are not just without a home – a house to go to sleep in at night—they are out there due to problems which must be dealt with before they can sustain a job and pay rent or the mortgage on a home of their own. And if these problems aren’t dealt with, then they will eventually return to the streets. These people are not just houseless, they are disenfranchised for a very simple reason. Society senses that they do not contribute, but consume resources, and therefore are often treated like vermin.
Many are simply young, unskilled, without any education and functionally illiterate who were kicked out of their homes by their parents years ago. Many are seriously mentally ill and either require medication in order to be productive. This can manifest itself as simple untreated clinical depression which can be crippling but easily treatable, or extreme as schizophrenia so severe as to require institutionalization—which is not often available in America even with insurance. Many are substance abusers, addicts and alcoholics who, if they can land a job, cannot hold them for very long.
Many are afflicted with more than one of these problems which must be dealt with serially. For example and for obvious reasons, the substance abuse must be controlled before the person enters school, and education must be obtained in order to get a skill/work that pays well enough to ensure this person can support themselves. If these hurdles are not met in proper order, all the resources invested into this individual will be wasted and those who provided those resources will lose the will to help. (If you have ever worked with the homeless, you will find very few of these people are simply caught between jobs without a financial cushion.)
Simply giving these people money—a dollar here, a five there—or clothes, or even the spare room above the garage may temporarily assuage your need to help this growing strata of our society, but people who do this without first addressing the root causes of the person’s instability are often disappointed by the results and become cynical, even hostile toward the homeless. The multiple problems of even one homeless person can be overwhelming to the naïve and uninitiated. Most people do not have the resources to properly deal with these individuals. And this becomes very complicated when the homeless and disenfranchised are uncooperative in their own rehabilitation.
You say he is alcoholic. I would suggest to him a list of homeless shelters, maybe discuss these with him, makes some phone calls, and even offer to give him and his few possessions a ride to the shelter of his choice (This, of course, is providing you feel that he is safe to approach). Don’t be surprised if he refuses to go to a shelter, because he knows that he will not be allowed to drink there—and drinking is his top priority before food, shelter, clothing, and certainly the negative affect his personal choices has on the lives of other people—even those closest to him. If he refuses to go to a shelter and address the problem that makes him a problem to everyone around him, including children, I would simply and without any guilt call the police and have him removed. He made that choice when he chose drinking over being a productive member of society.
His incarceration will not solve his problem, because we live in a punitive society and not a therapeutic one, but it will remove him from your immediate environment, possibly for good—and possibly not.