I often write emails late at night and then leave them open, re-read them, and press send before I get in the shower in the morning. Sending something at 5am/6am is much better than 2am. I believe there are also plugins that can send your emails whenever you like. --- Once I know a client pretty well they learn about my work/sleep habits and I tend to send emails at more odder hours without hesitation. I find that being honest with sleep habits is best once you know someone as they are less likely to schedule my night-owl ass on a 9am call, and feel special when I do agree to take that 9am call. It's a win-win. My partner-in-crime laughs at me because I don't even shower for our 9am calls now. I'm fully PJ'd up and ready to go. -- Added bonus email tips! The order of the email addresses should be in order of hierarchy with the client's team members going first. Anyone who isn't expected to fully read and reply should always be CC'd. The order applies there too. For example: Kevin - Marketing Assistant, your company Tom - CEO of your company Mary - Account Manger, your company John - CEO, client's company Kathy - Marketing Manager, their company. If every single person is expected to reply, you should probably double-check the purpose of the email, but let's say it is. The order would be: John - CEO, client's company Kathy - Marketing Manager, their company. Tom - CEO of your company Mary - Account Manger, your company Kevin - Marketing Assistant, your company --- CC's are insanely important as it let's me, the recipient, know that I'm not expected to actually do anything with this email, besides be informed. It constantly annoys me when I am CC'd on an email and then called out to respond, or I am not CC'd on an email and then I read the entire thing closely trying to figure out what the fuck I'm supposed to do. --- Don't Ever BCC Someone! Just don't. It's too risky. Instead, send the email and then forward the sent message to whoever you want to BCC. An accidental reply from a BCC'd address can, and has, lost jobs. --- Keep your emails short. Write what you want to say then delete half of it. Get a drink of water, take a piss, then delete half of it again. Use bullets or numbers instead of paragraphs. Break down actionable items by person, leading with their name so they can ignore the rest. An email rarely is the place (though a Hubski comment is) to go to great lengths to explain or dissect or work out words. An email should exist solely to let another person know what to do, what they should know (if you are certain they don't already know it), or to answer their question. (Obvious exceptions are non-work related items, when you know the person extremely well, or when they've invited long-winded analysis, etc.) From my inbox - the good: He answered my question! I didn't even have to find it in between niceties and a huge signature! Thank you! I know what I need to do. I am aware that Tom may have more input. Done done and done. The bad: I don't fucking care, I don't fucking care, I most certainly do not fucking care about your excuses, and lastly you didn't do your job and are asking me to do my job that I already did and then topping it with a big glob of niceties. Fuck off. I have no idea who this guy is and what he wants from me. And I feel bad because he obviously thinks I can help him. But I cannot understand him, nor help him. At least he started with "Hello" instead of "Hey Taylor" like some randoms do. Bitch, I don't know you... don't hey me.