My old boss swore by password reuse, until a breach proved him wrong in 90 minutes

I worked for a guy named Dave in Atlanta who told me that using the same password for everything was fine, that nobody would ever target us. I believed him for two years, then his personal email got hit in a data breach from a forum he joined back in 2019. Within 90 minutes, someone used that same password to get into our company VPN and tried to wire money out of our client account. We caught it because of a two-factor alert, but Dave still insisted it was a one-off and I was overreacting. So which is it, has anyone else had a manager or mentor give advice that you knew was shaky, did you push back or just quietly add a password manager behind their back?

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