I’ll be asking my last job for a letter of recommendation but I’m not sure who to ask. My boss, who is lovely and would write an amazing LOR. Or my boss's boss who would put minimal effort in but it would have more weight.

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One option would be to get the rec letter from the higher up but write it yourself so that you can make sure it includes the things you'd like to highlight. It's not uncommon to do this

Second this, I've actually written my own letter and my boss was super happy that I saved them the trouble of writing it all themselves

It's usually the safer bet to go with someone who can more accurately attest to your skills and job performance. If your boss' boss barely knows anything about you you're right that it might lead to a pretty pitiful LOR.

I would recommend asking your boss's boss for a letter of recommendation. While it may not be as good as if your boss wrote it, it will carry more weight. You can ask them if they are okay with you writing the letter yourself, and they will only sign it if they agree. It is not uncommon to do that

In my opinion, it's best to ask your boss for a letter of recommendation if they know you well and can put the effort to write about your strengths and achievements in the workplace

I would go with the person most interested in helping you succeed.

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