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What are we? Some kinda suicide squad?
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I'd say invite them out to lunch, chat about work and life, and then when the meal is wrapping up, mention that you'd love a chance to work together again if an opportunity presents itself.
You could also send a lengthy email, but face-to-face will make it more likely for him to remember you, want to help you, and let you know of opportunities he hears about at other firms if your old firm doesn’t have any needs.