Ok I’m highly underpaid and my company is struggling financially. I’m not landing interviews so I can’t seem to move on from here. Are there successful strategies you have used to propose a pay increase when you knew it was next to impossible?

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If the money genuinely isn't there, ask for other things. Remote flexibility, extra PTO, a title change that makes your resume stronger for when you do eventually leave. Not ideal obviously, but if the choice is between $0 and some non-monetary perk that improves your quality of life, you take what you can get while you keep job hunting.

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I was able to negotiate a pay raise last year. I knew they didn’t want to lose me, and I needed to make more money. I went to them to discuss my pay and advocated for why I deserved more. I ended up getting a $6-an-hour raise.

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