Things to text Ezra

Real examples across email, calendar, reminders, drafts, research, and the weirdly-specific stuff. Steal anything that sounds useful.

The hardest part of using a flexible AI tool isn't usually the AI — it's remembering what you can ask it. Below: real examples of texts people send Ezra. Use these as starting points and modify freely.

Email

• "Catch me up on what I missed in my inbox today"
• "Reply to that buyer about the Madison house"
• "Draft a polite no to the recruiter who emailed me Tuesday"
• "Find Tom's number in my email"
• "What's the most urgent thing in my inbox right now?"
• "Anyone need a reply by today?"
• "Summarize that long thread about the contract"
• "Send a follow-up to Sarah, friendly but a little firmer this time"

Calendar

• "What's on my calendar this week?"
• "Move my 3pm to Thursday morning"
• "Schedule a haircut for Saturday morning"
• "When am I free between Monday and Wednesday?"
• "Block out 2 hours on Friday for deep work"
• "Add a reminder to call mom on Sunday at noon"

Reminders & to-dos

• "Remind me to pick up dry cleaning Tuesday"
• "Tell me to leave by 4:15 to make the train"
• "Don't let me forget to bring my laptop charger tomorrow"
• "Remind me to follow up with Tom in a week if he hasn't replied"
• "What's on my list for today?"

Writing & drafts

• "Help me write a thank you note for grandma"
• "Draft a short LinkedIn message to introduce myself to this person"
• "Write a polite cancellation note to my dentist"
• "Help me word this so it sounds firm but not rude"
• "Make this email shorter"
• "Make this sound more like me — I'm usually pretty casual"

Research & answers

• "What's a good gift for someone who likes hiking?"
• "What time is sunset in Lisbon today?"
• "Recommend a kid-friendly restaurant in San Diego"
• "What's the difference between a 401k and a Roth IRA?"
• "How long does a Costco return window last?"

Money & life admin

• "Did I pay the electric bill this month?"
• "How much did I spend on dining last week?"
• "Set up a reminder to pay rent on the 1st each month"
• "Help me draft a Venmo request for my friends — split $186 four ways with my note"

Travel & logistics

• "What time should I leave for SFO if my flight is at 4pm?"
• "Help me pack for a 4-day trip to Vermont in October"
• "What's a good 2-hour layover plan in DFW?"
• "Find me a hotel near downtown Austin under $200"

Family & personal

• "Help me think of birthday party ideas for my 8-year-old"
• "Plan a date night for me and my partner — we both love pasta and live music"
• "What should I say to my friend whose dad is in the hospital?"
• "Suggest a gentle way to tell my coworker I can't take on more right now"

The weirdly-specific stuff

The best texts to Ezra are often the ones that feel too small to ask anyone:

• "What's that book Sarah recommended last month?"
• "What was the deli I liked in Brooklyn?"
• "What's a polite way to decline a third lunch invite from this person?"
• "How do I respond when someone asks 'how are you?' and I'm actually not okay?"
• "Help me figure out what to text my mom — I owe her a check-in but I'm tired"

Things Ezra is bad at (be honest with yourself)

Ezra is not a doctor, lawyer, financial advisor, or therapist. He'll help you find one. He'll help you draft a question to ask one. But he won't replace the conversation with the person who actually has the credentials and accountability for the answer.

He's also not great at things he hasn't been given access to. If he can't see your bank account, he can't tell you how much you spent. If he can't read your texts with someone else, he can't help you figure out what they meant. The boundaries of what he can see are the boundaries of what he can help with.

The general rule

If you'd ask a smart, helpful friend, you can text Ezra. If the answer requires medical or legal accountability, find someone licensed. If the question is about a system Ezra can't see, give him access first or accept he won't have a great answer.

Otherwise, just text him. He's there for it.