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    Unsheltered Outreach: What I Learned in My First Year

    July 20, 20257 min read

    Twelve months on a street outreach team taught me things I couldn't learn in any training.

    My First Week

    I thought I was prepared. I'd read the training materials, shadowed experienced workers, studied motivational interviewing. Then I met Gerald.

    Gerald had been on the streets for six years. He knew more about the homeless services system than I did. Every shelter I suggested, he'd already been to. Every program I mentioned, he could tell me why it hadn't worked.

    "You're new," he said. Not mean—just factual. "Come back when you've been here a while."

    What I Learned

    Gerald taught me to listen before I problem-solve. Most people on the streets have been offered solutions by dozens of well-meaning workers. What they haven't had is someone who really hears their story first.

    The documentation software we use now has a field for "client goals in their own words." That exists because of conversations like the one I had with Gerald. His goals weren't my goals. Once I understood that, we could actually work together.

    Other Lessons, Shorter

    • Carry snacks and water. Conversations go better when nobody's hungry.
    • Remember names. Write them down if you have to.
    • Don't promise what you can't deliver. Ever.
    • Follow up when you say you will. Every time.
    • Celebrate small wins. A person agreeing to talk is a win.

    One Year Later

    Gerald is in transitional housing now. It took eight months of weekly visits before he trusted the referral I made. Some of my colleagues would call that inefficient. I call it the job.

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