How do you explain technical risk to non-technical executives?

not naming vendorsust curious what caused the mismatch. was it bad onboarding, weak support, missing integrations, uncle. jar scope, or something the sales process didn’t reveal?

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u/TechnologyMatch — 3 days ago

When do you decide it’s time to bring in outside expertise?

some gaps can be handled in-house while others slow the whole project down. for IT managers here what usually triggers the decision to bring in a consultant, vendor, or outside specialist?

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u/TechnologyMatch — 4 days ago
▲ 2 r/CIO

How do you stop vendor selection from becoming a political decision?

sometimes the best-fit vendor is not the loudest, cheapest, or the one an executive already knows. for CIOs and IT leaders how do you keep vendor selection focused on actual fit instead of internal pressure?

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u/TechnologyMatch — 11 days ago

What vendor contract clause caused the biggest headache later?

there’s always something that looks harmless at signing and painful later. what clause do you now check every time?

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u/TechnologyMatch — 17 days ago

How many vendor demos is too many before the process becomes useless?

been seeing teams take 5 to 7 demos just to feel “safe” with the decision. after the third one, everyone’s notes start blending together 

for IT managers here, where do you usually draw the line? are 3 vendors enough, or do you still prefer a wider shortlist?

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u/TechnologyMatch — 20 days ago