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5 "Whats" we would want to arrive at:
What's your ideal outcome? - This helps me understand your ultimate goal and tailor my services accordingly.
What keeps you up at night (tech-wise)? - This uncovers potential roadblocks and maybe your hidden concerns as well.
What are your "must-haves" and "deal-breakers"? - This prevents misalignment between us and predefines your non-negotiables to set realistic expectations for collaboration.
What inspires you in the tech world? - This helps me understand you as a techie, your values, and finding common grounds. I am trying to provide personal advice rather than doing cookie-cutter consulting here.
What do you wish you knew more about (tech-related)? - This helps me identify the gaps and areas of opportunities to add to your expertise.