Do I Have to Tell Employers About My Criminal Record? (The Strategy & The Script)
Silence is a trap. But over-sharing is suicide. Here is the exact line to walk.
The Bottom Line: Most men think they have two choices: lie and get caught, or tell the truth and get rejected. Both are wrong. In Ontario, the law (PRCRA 2015) protects you more than you think. Employers do not have a magical "see-all" button. What they see depends on the specific check they buy.
The Rule: You do not disclose "everything." You disclose only what is relevant and what will inevitably appear on the check. Anything else is just handing them a reason to say no.
THE "TRIAGE" (WHAT WILL THEY SEE?)
Before you open your mouth, you need to know what they are looking for.
Level 1 (Criminal Record Check): Shows convictions only. It does NOT show withdrawn charges, "police contact," or mental health calls.
Strategy: If your charges were withdrawn, do not volunteer them. The law says they are private.
Level 2 (Criminal & Judicial Matters): Shows convictions plus outstanding charges, warrants, and probation orders.
Strategy: If you are currently on probation, you must disclose.
Level 3 (Vulnerable Sector Check): The "Deep Dive." Used for jobs with kids/elderly. Shows pardoned sex offenses and sometimes withdrawn charges if there is a "pattern of predation”.
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Never let the employer see your record before you do. Go to a third-party provider (like Triton) or your local station and run a check on yourself. Why: If you see something wrong (like an old withdrawn charge on a Level 1 check), you can fight to have it removed using the Reconsideration Process before the employer sees it.
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Ask yourself: Does my record actually stop me from doing this job?
A DUI is relevant for a truck driver. It is irrelevant for a warehouse packer.
Theft is relevant for a cashier. It is irrelevant for a roofer. The Move: If there is no "Nexus" (connection), you don't need to apologize. You need to explain why it doesn't matter.
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If the check is going to show a conviction, do not wait for them to find it. Use the Pre-Emptive Strike at the end of the interview, before they run the check. Say this exactly:
"I want to be 100% transparent. If you run the check, you will see a conviction from [Year]. That was a different time in my life, and I’ve moved past it. Most importantly, I’ve looked at the requirements for this job—reliability and safety. There is nothing in my history that affects my ability to do this work. My past has taught me to keep my head down and follow the rules. I’m ready to work.".
THE BATTLE PLAN (THE "PRE-EMPTIVE STRIKE")
COLE’S "RED FLAGS"
“⚠️ WARNING: The “Application Box” Trap If an online application asks “Have you ever been convicted?”, checking “Yes” often sends your resume straight to the trash algorithm. The Move: If possible, leave it blank or write “Will Discuss.” Your goal is to get into the room. You cannot explain your story to a computer. You need a human.”
THE TOOLKIT
Terrified of the Question?
I know the feeling. The dry mouth. The racing heart. The fear that you are wasting everyone's time. You don't need "confidence." You need a rehearsal. I help men practice the "Disclosure Pivot" so when the moment comes, you don't stutter—you close the deal.

