25 MAY 2026
David's approach: Specified daily coach tips as feedback-not-questions grounded in the user's own profile
David designed the daily iMessage cadence: three feedback tips per day, drawn from the user's actual granular profile and threads, each ending in a tappable 'ask about this' that continues on iMessage.
Rather than letting the AI default to question-style nudges, David specified the exact mechanic.
it actually shouldnt be questions but rather it should be feedback from granular and suggestions (in the form of a question eg "Using ChatGPT for this is a great start. But ChatGPT is just a chatbot. With an AI agent... it could actually {a wild thing it could do that pertains to what the user is interested in/working on}...")
Three tips, sent one after another with natural typing delays via the Sendblue typing API, surfaced on /home with an 'ask about this' button that hands the conversation back to iMessage.