It is my job to help you succeed and achieve your goals. Part of that involves writing letters of recommendation. Never hesitate about asking me for a letter of recommendation!
When requesting a letter, please provide at least one week's notice if a letter has previously been written or two week's notice if this is the first time you are requesting a letter (the more time, the better in the latter case). Of course, sudden opportunities might arise, so consider this more of a guideline.
When requesting a letter, please share the deadline and any information about the application. Additionally, if this is the first letter you're requesting or it's been a while, please attach your resume/CV. If there is something specific you would like to have highlighted in the letter, feel free to mention this as well. I will email you when I submit a letter so you never have to wonder.
If you have a large number of letters of recommendation to request (e.g. for graduate school applications, faculty applications), please create a spreadsheet on Airtable or Google Sheets with the relevant information (e.g. program details, deadline, submission link) and share the link with me, ideally with edit access. I will update it as I submit letters on my end so we are both kept in the loop.