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Hey Boss

Hey Boss is a leadership-focused series designed to provide tips, insights, and practical ideas for supervisors, managers, and organizational leaders who support Direct Support Professionals (DSPs). Each installment explores real-world challenges, shares actionable strategies, and highlights the experiences of frontline staff to help leaders build stronger teams, improve retention, and foster a culture of trust, recognition, and support.

From guidance on giving feedback, preventing burnout, and improving communication to strategies for meaningful recognition and decision-making, Hey Boss equips leaders with the knowledge and tools to show up effectively every day—because strong leadership starts with understanding the people who make the work possible.


Why Flexibility Matters More Than Perks

Many organizations try to retain staff with perks—gift cards, staff lunches, or occasional team outings. While these gestures are appreciated, they do not address the underlying stressors of the work. Flexibility does.

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The Cost of Not Supporting DSPs (That No Budget Shows)

When leadership thinks about budgets, retention, or training, the cost of not supporting DSPs rarely appears in spreadsheets. But make no mistake—it exists, and it’s significant. It shows up in the people who leave, in the strain on those who remain, and in the quality of support that clients experience every day.

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Retention Starts Before Orientation

When organizations talk about retention, the conversation often begins after a Direct Support Professional’s first day. Orientation agendas are reviewed. Training methods are adjusted. Mentorship programs are introduced. All of that matters—but by the time a DSP walks into orientation, retention has already begun.

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Checking In Without Checking Up

For Direct Support Professionals, few things feel more discouraging than support that feels like surveillance. Leaders often intend to be helpful when they “check in,” but if it comes across as monitoring or second-guessing, trust can erode quickly.

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What DSP Silence Often Means—and How to Respond

Silence from Direct Support Professionals is often misunderstood. When DSPs stop asking questions, offering ideas, or raising concerns, it can look like things are running smoothly. In reality, silence is rarely a sign that everything is fine.

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Why “My Door Is Always Open” Isn’t Enough

Many leaders pride themselves on being approachable. “My door is always open” is often said with good intentions, meant to signal availability and support. Yet for many Direct Support Professionals, those words alone do not translate into feeling truly supported or heard.

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How to Give Feedback Without Damaging Trust

Feedback is a necessary part of leadership, but it is also one of the fastest ways to erode trust when handled poorly. For Direct Support Professionals, feedback often feels personal because the work itself is personal. How supervisors deliver feedback can determine whether it leads to growth or disengagement.

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What DSPs Need to Hear from You More Often

Direct Support Professionals hear a lot in the course of their work—updates, reminders, schedule changes, policy clarifications, and requests to “just hang on a little longer.” What they hear far less often are the words that reinforce their value, clarify expectations, and remind them they are supported.

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