
Samantha Cunningham
Founder, Waypoint Strategy Partners · PHR · CPRS
I've watched talented professionals torpedo offers by disclosing too early, too much, or in the wrong context. I've also watched people build extraordinary careers by owning their story with precision and confidence. The difference isn't the story. It's the strategy.
Disclosure is not a moral obligation. You are not required to tell a prospective employer about your recovery. The Americans with Disabilities Act protects you. Your medical history is private. And yet — disclosure, done right, can be one of the most powerful career moves you make. Done wrong, it ends conversations before they start.
Before any disclosure decision, I walk every client through three questions:
1. Do I need to disclose? In most cases, the answer is no. If your gap can be explained without disclosing your recovery status, you don't need to disclose. If you're applying for a role that requires a security clearance or involves operating heavy machinery, the calculus changes. But for most professional roles, disclosure is optional.
2. Do I want to disclose? This is a values question. Some clients feel strongly that they want to be fully known by their employer. Others prefer to keep their recovery private and separate from their professional identity. Both are valid. The decision has to be yours — not driven by guilt, shame, or the assumption that you owe anyone your story.
3. Is this the right context? Even if you've decided to disclose, timing and context matter enormously. Disclosing in a first-round interview is almost always a mistake. Disclosing after an offer is extended, in a private conversation with the hiring manager, is a very different situation. The power dynamic is different. The relationship is different. The outcome is different.
IF: Only disclose if it's necessary for the role, you've decided it aligns with your values, or you're in a context where it will strengthen rather than complicate the relationship. If none of those conditions are met, you don't disclose.
WHEN: Post-offer is almost always the right time. You've been selected. They've decided they want you. The conversation happens from a position of mutual commitment, not evaluation. Exceptions exist — if you're applying to a recovery-adjacent organization, or if the role involves direct client work where your lived experience is a credential, earlier disclosure may be strategic.
HOW: Brief, confident, forward-focused. "I want to share something with you that I think is relevant context. I spent [X period] focused on my health and recovery. I'm [X years] into a strong recovery, and it's made me a more self-aware, disciplined, and values-driven leader. I wanted you to hear it from me directly." That's it. No apology. No over-explanation. No invitation for follow-up questions you're not ready to answer.
Even a well-executed disclosure will sometimes land awkwardly. The hiring manager may not know what to say. They may ask a legally questionable follow-up question out of genuine curiosity, not malice. Prepare for that. Know what you're willing to answer and what you'll redirect.
And know this: if a company rescinds an offer or changes their posture after a disclosure that was handled professionally, that company was not the right place for you. That information is valuable. It saved you from spending years in an environment that wouldn't have supported you.
Your recovery is yours. Your story is yours. Disclosure is a tool — use it strategically, not out of obligation. At Waypoint, we help every client build a disclosure strategy that's specific to their situation, their industry, and their goals. Because the right answer isn't the same for everyone.
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