Resources
Questions to ask before the next technology decision.
Use these when the conversation is too vague to move forward.
Starter questions
Use these when the next step is still fuzzy.
Each set of questions turns vague technology friction into the few facts worth naming before the next conversation.
AI readiness and cost questions
A few questions for deciding where AI belongs, who reviews it, what data stays out, and how token or consumption cost will be watched.
Start with these questions
- What work should AI improve first?
- Who reviews the output before anyone relies on it?
- What data, decision, or client information stays out?
- How will token use or consumption cost stay visible?
If purpose, review, data boundaries, or token cost are unclear, start with the AI use case before scaling tools.
Decision starter questions
A few questions for naming the decision, owner, risk, audience, and next useful step.
Start with these questions
- What decision keeps resurfacing?
- Who needs to trust the answer?
- What gets harder if nothing changes soon?
- What first move would make the answer easier to explain?
If authority or risk is still unclear, bring the decision and the people affected.
Automation starter questions
A few questions that show whether the work is ready to automate or still needs process cleanup.
Start with these questions
- What event starts the work?
- Who owns the next response?
- Where do exceptions or side conversations happen?
- What status should the team see before asking for updates?
If the trigger or exception path is fuzzy, map the handoff before automating it.
Website ownership questions
A few questions for page ownership, inquiry paths, content updates, decisions, and ongoing responsibility.
Start with these questions
- Which pages need a real owner?
- Where should each inquiry go?
- Who owns updates when something changes?
- What simple follow-up keeps the site useful?
If ownership or intake is unclear, start with the pages and inquiries creating the most risk.
Bring what stayed unclear
Better questions before bigger projects.
If the questions reveal a stuck decision, unclear owner, risky handoff, or missing update plan, bring those answers into the first conversation.
Bring These AnswersWhat to send
What decision are you trying to make?
What changed recently?
Who is affected if nothing changes?
After the questions
If two answers are unclear, that is the starting point.
Use the starter questions before the next meeting. Bring the answers that felt hard, messy, or hard to say out loud.
