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For Individuals in Recovery

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At Head Up Services, we know the road to recovery doesn’t end at discharge—it continues as you rebuild your life, reclaim your confidence, and return to work. We walk with you as you take those next steps, offering the tools, coaching, and support you need to reenter the workforce with your head up.

What We Offer Individuals

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Workforce Reentry Coaching

Our coaching is designed specifically for people in recovery and includes:

  • Building or rebuilding your résumé, even if you’ve been out of work for years

  • Job search strategy that respects your story and your strengths

  • Interview preparation with mock interviews and confidence-building support

  • Storytelling coaching to help you own your past without shame and speak to your future with strength


Whether you're returning after treatment, incarceration, or both, our reentry coaching meets you exactly where you are.

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Know Your Rights: Legal Education

It’s hard to walk into a job interview when you don’t know what you’re allowed to say—or what an employer is allowed to ask. We’ll teach you your rights around:

  • The Americans with Disabilities Act (ADA) and protections for substance use recovery

  • The Fair Credit Reporting Act (FCRA) and how background checks work

  • “Ban the Box” and second-chance hiring laws in your area

  • How to request accommodations or explain absences without shame​​​​​

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Navigating Gaps, Records, and Disclosure

We help you prepare for the questions you’re worried about—like gaps in your résumé, your criminal record, or your time away from work. Together, we’ll:

  • Craft honest and strength-based ways to explain your story

  • Develop a “narrative of growth” that emphasizes recovery, not failure

  • Explore when and how to disclose your past (if at all), with legal protections in mind

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Private Coaching Packages & Scholarships

We offer 1-on-1 coaching including:

  • private reentry coaching

 

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This Isn’t Just Career Coaching. It’s Dignity Coaching.

We’re not here to just help you get a job. We’re here to help you believe you deserve one.

You are more than your record. More than your gap. More than your past.

And we’re here to help you move forward—with skills, confidence, and your head up.

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Madison WI 53718

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Because recovery doesn’t end at treatment—and dignity doesn’t start at a desk.

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© 2025 by Head Up Services. All rights reserved.

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