Tech & AI Would You Rather: Modern Makers

Explore tech & AI Would You Rather prompts that get makers, devs, and curious friends talking about tradeoffs in modern tools and workflows.

Prompts

• Would you rather ship with a small fast model or wait for a perfect large model?
• Would you rather automate 50% of a task or get 100% clarity on requirements?
• Would you rather learn a new framework or refactor what you have?

AI Models & Tools

• Would you rather fine‑tune a small model weekly or call a large model via API?
• Would you rather pay for speed or pay for accuracy?
• Would you rather open‑source everything or use closed tools with great DX?
• Would you rather prompt engineer or build rule‑based guards?
• Would you rather keep outputs deterministic or allow creative variance?
• Would you rather compress context windows or stream memory over time?
• Would you rather one orchestration layer or multiple specialized agents?

Dev Workflow & Productivity

• Would you rather autogen tests or autogen docs?
• Would you rather daily small releases or weekly chunky releases?
• Would you rather pair with AI on code or pair with a human?
• Would you rather optimize build times or optimize runtime performance?
• Would you rather zero meetings or one long planning session?
• Would you rather write detailed ADRs or record short design videos?
• Would you rather share drafts early or share polished work late?

Architecture & Frameworks

• Would you rather monolith with clear modules or microservices with clear SLAs?
• Would you rather typed everywhere or rapid scripting with guardrails?
• Would you rather database first or API first?
• Would you rather server‑side rendering or client‑side interactivity?
• Would you rather event‑driven pipelines or batch nightly jobs?
• Would you rather build internal UI kit or adopt a mature design system?
• Would you rather one framework deeply or mix and match pragmatically?

Data & Privacy

• Would you rather collect minimal analytics or collect rich analytics with consent?
• Would you rather store embeddings locally or use a managed vector DB?
• Would you rather strict PII redaction or contextual PII masking?
• Would you rather model safety filters or human review on edge cases?
• Would you rather delete data by default or retain for product learning?
• Would you rather transparent consent UX or frictionless opt‑out?
• Would you rather audit logs detailed or audit logs minimal?

Product & Startup Tradeoffs

• Would you rather launch an MVP quickly or nail the core UX first?
• Would you rather vertical niche win or horizontal platform play?
• Would you rather free with limits or paid with guarantees?
• Would you rather AI‑assisted onboarding or human‑led onboarding?
• Would you rather build for pros or build for everyone?
• Would you rather measure retention deeply or measure acquisition deeply?
• Would you rather chase virality or chase reliability?

Team Roles & Collaboration

• Would you rather lead facilitation or own synthesis?
• Would you rather do research or do implementation?
• Would you rather remove blockers or design new strategies?
• Would you rather ask questions live or write them afterward?
• Would you rather vote decisions or debate decisions?
• Would you rather brainstorm more or protect focus time?
• Would you rather switch tasks often or stay deep on one thing?

Fun & Light (Still Tech)

• Would you rather master keyboard shortcuts or master search skills?
• Would you rather get perfect code suggestions or get perfect commit messages?
• Would you rather dark mode forever or light mode forever?
• Would you rather be known for great demos or be known for great docs?
• Would you rather one‑line zingers or one‑screen dashboards?
• Would you rather laugh at memes or laugh at commit diffs?
• Would you rather build a tiny tool loved by few or a broad tool used by many?

Ethics & Safety

• Keep examples neutral; avoid sensitive data.
• Discuss value tradeoffs, not personal identities.
• End with “what did we learn?” to redirect from debate.
• Prefer domain‑safe scenarios; skip personal or private topics.
• Invite “why” behind choices; focus on reasoning, not winning.
• Pause or redirect if any prompt feels uncomfortable.

How to Play

1. Pick a category above and read a prompt.
2. Let everyone choose A or B, then share a short “why”.
3. Keep rounds quick; switch categories to keep energy fresh.
4. Optionally vote, tally, or capture notes for “what did we learn?”.

Play It Now

Open the Would You Rather game and choose Tech & AI for curated prompts that stay practical and fun.

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